diff --git a/Makefile b/Makefile
index 411c8cc490..1473a2541b 100644
--- a/Makefile
+++ b/Makefile
@@ -663,7 +663,7 @@ localunit: test/goecho/goecho test/version/version
 	UNIT=1 $(GINKGO) \
 		-r \
 		$(TESTFLAGS) \
-		--skip-package test/e2e,pkg/bindings,hack,pkg/machine/e2e,pkg/machine/wsl \
+		--skip-package test/e2e,pkg/bindings,hack,pkg/machine/e2e,pkg/machine/wsl,pkg/machine/hyperv \
 		--cover \
 		--covermode atomic \
 		--coverprofile coverprofile \
diff --git a/cmd/podman/system/hyperv_prep_windows.go b/cmd/podman/system/hyperv_prep_windows.go
new file mode 100644
index 0000000000..c5a3f7e91b
--- /dev/null
+++ b/cmd/podman/system/hyperv_prep_windows.go
@@ -0,0 +1,267 @@
+//go:build windows && remote
+
+package system
+
+import (
+	"bufio"
+	"errors"
+	"fmt"
+	"os"
+	"os/user"
+	"strings"
+
+	"github.com/sirupsen/logrus"
+	"github.com/spf13/cobra"
+	"go.podman.io/common/pkg/completion"
+	"go.podman.io/podman/v6/cmd/podman/registry"
+	"go.podman.io/podman/v6/cmd/podman/validate"
+	"go.podman.io/podman/v6/pkg/machine/hyperv"
+	"go.podman.io/podman/v6/pkg/machine/hyperv/vsock"
+	"go.podman.io/podman/v6/pkg/machine/windows"
+)
+
+const (
+	mountsFlag    = "mounts"
+	defaultMounts = 2
+)
+
+var (
+	hypervPrepDescription = `Command for Windows administrators who need to configure an host for running Hyper-V-based Podman machines.
+
+  This command creates the required registry entries in HKEY_LOCAL_MACHINE for Hyper-V vsock communication and adds the current user to the Hyper-V Administrators group.
+
+  After this command execution, a non-admin user can manage Hyper-V-based Podman machines (create,start,stop,delete).
+
+  This command requires administrator privileges except when using the flag --status.`
+
+	hypervPrepCommand = &cobra.Command{
+		Use:               "hyperv-prep [options]",
+		Args:              validate.NoArgs,
+		Short:             "Prepare the host to run Hyper-V-based Podman machines",
+		Long:              hypervPrepDescription,
+		PersistentPreRunE: validate.NoOp,
+		RunE:              hypervPrep,
+		ValidArgsFunction: completion.AutocompleteNone,
+		Example: `podman system hyperv-prep
+podman system hyperv-prep --status
+podman system hyperv-prep --reset --force`,
+	}
+	showStatus   bool
+	resetEntries bool
+	mounts       int
+)
+
+func init() {
+	registry.Commands = append(registry.Commands, registry.CliCommand{
+		Command: hypervPrepCommand,
+		Parent:  systemCmd,
+	})
+	flags := hypervPrepCommand.Flags()
+	flags.BoolVar(&showStatus, "status", false, "Show vsock registry entries and Hyper-V group membership status")
+	flags.BoolVar(&resetEntries, "reset", false, "Remove all Podman vsock registry entries and optionally remove user from Hyper-V Administrators group")
+	flags.BoolVarP(&force, "force", "f", false, "Don't ask for confirmation during reset. Valid only when used with --reset.")
+	flags.IntVar(&mounts, mountsFlag, defaultMounts, "Number of vsock entries to create for mount purpose")
+	hypervPrepCommand.MarkFlagsMutuallyExclusive("status", "reset", mountsFlag)
+	hypervPrepCommand.MarkFlagsMutuallyExclusive("status", "force")
+	_ = hypervPrepCommand.RegisterFlagCompletionFunc(mountsFlag, completion.AutocompleteNone)
+}
+
+func hypervPrep(_ *cobra.Command, _ []string) error {
+	// --status can run without administrator privileges
+	if showStatus {
+		if err := doStatusForRegistries(); err != nil {
+			return err
+		}
+		doStatusForGroupMembership()
+		return nil
+	}
+
+	if !windows.HasAdminRights() {
+		return fmt.Errorf("this command requires administrator privileges, please run in an elevated terminal")
+	}
+
+	if resetEntries {
+		if err := doResetForRegistries(); err != nil {
+			return err
+		}
+		return doResetForGroupMembership()
+	}
+
+	if err := doPreparationForRegistries(); err != nil {
+		return err
+	}
+	return doPreparationForGroupMembership()
+}
+
+func doPreparationForRegistries() error {
+	// Every VSock has a purpose (Network, Events or Fileserver) and the
+	// VSocks with purpose Fileserver need as many as the machine mounts.
+	entriesPerPurpose := map[vsock.HVSockPurpose]int{
+		vsock.Network:    1,
+		vsock.Events:     1,
+		vsock.Fileserver: mounts,
+	}
+
+	var created []string
+	for purpose, entries := range entriesPerPurpose {
+		for range entries {
+			if entry, err := vsock.NewHVSockRegistryEntry(purpose, true); err != nil {
+				if errors.Is(err, vsock.ErrVSockRegistryEntryExists) {
+					logrus.Infof("Registry entry for %s already exists, skipping", purpose)
+					continue
+				}
+				return err
+			} else {
+				created = append(created, fmt.Sprintf("%s (port %d)", purpose.String(), entry.Port))
+			}
+		}
+	}
+
+	if len(created) == 0 {
+		fmt.Println("All required registry entries already exist")
+	} else {
+		fmt.Println("Successfully created registry entries for:")
+		for _, entry := range created {
+			fmt.Printf("  - %s\n", entry)
+		}
+		fmt.Println("These entries will persist even when all machines are removed.")
+	}
+
+	return nil
+}
+
+func doPreparationForGroupMembership() error {
+	if hyperv.IsHyperVAdminsGroupMember() {
+		fmt.Println("User is already a member of the Hyper-V Administrators group")
+		return nil
+	}
+	u, err := user.Current()
+	if err != nil {
+		return fmt.Errorf("failed to get current user: %w", err)
+	}
+	if err := hyperv.AddUserToHyperVAdminGroup(u.Username); err != nil {
+		return fmt.Errorf("failed to add user to Hyper-V Administrators group: %w", err)
+	}
+	fmt.Printf("\nAdded user %s to the Hyper-V Administrators group\n", u.Username)
+	fmt.Println("Note: You may need to log out and log back in for the new group membership to take effect.")
+	return nil
+}
+
+func doStatusForRegistries() error {
+	purposes := []vsock.HVSockPurpose{vsock.Network, vsock.Events, vsock.Fileserver}
+	fmt.Printf("Hyper-V vsock registry entries:\n")
+	foundAny := false
+	for _, purpose := range purposes {
+		entries, err := vsock.LoadAllHVSockRegistryEntriesByPurpose(purpose)
+		if err != nil {
+			logrus.Debugf("Error loading registry entries for %s: %v", purpose.String(), err)
+			continue
+		}
+
+		if len(entries) > 0 {
+			foundAny = true
+			for _, entry := range entries {
+				fmt.Print(entry)
+			}
+		}
+	}
+	if !foundAny {
+		fmt.Println("  No vsock registry entries found.")
+	}
+	return nil
+}
+
+func doStatusForGroupMembership() {
+	fmt.Println("Hyper-V Administrators group membership:")
+	if hyperv.IsHyperVAdminsGroupMember() {
+		fmt.Println("  Current user is a member")
+	} else {
+		fmt.Println("  Current user is NOT a member")
+	}
+}
+
+func doResetForRegistries() error {
+	purposes := []vsock.HVSockPurpose{vsock.Network, vsock.Events, vsock.Fileserver}
+	var allEntries []*vsock.HVSockRegistryEntry
+	// Load all entries for each purpose
+	for _, purpose := range purposes {
+		entries, err := vsock.LoadAllHVSockRegistryEntriesByPurpose(purpose)
+		if err != nil {
+			logrus.Debugf("Error loading registry entries for %s: %v", purpose.String(), err)
+			continue
+		}
+		allEntries = append(allEntries, entries...)
+	}
+	if len(allEntries) == 0 {
+		fmt.Println("No vsock registry entries found to remove.")
+		return nil
+	}
+	if !force {
+		fmt.Println("Existing VSock registry entries for Podman:")
+		for _, entry := range allEntries {
+			fmt.Print(entry)
+		}
+		reader := bufio.NewReader(os.Stdin)
+		fmt.Print("Do you want to delete these entries from the Windows registry? [y/N] ")
+		answer, err := reader.ReadString('\n')
+		if err != nil {
+			return err
+		}
+		if strings.ToLower(answer)[0] != 'y' {
+			return nil
+		}
+	}
+	var removed []string
+	var removalErrors []error
+	for _, entry := range allEntries {
+		if err := entry.Remove(); err != nil {
+			logrus.Errorf("Failed to remove registry entry %s: %v", entry.KeyName, err)
+			removalErrors = append(removalErrors, fmt.Errorf("failed to remove %s: %w", entry.KeyName, err))
+		} else {
+			removed = append(removed, fmt.Sprintf("%s (port %d)", entry.Purpose.String(), entry.Port))
+		}
+	}
+	if len(removed) > 0 {
+		fmt.Println("Successfully removed registry entries for:")
+		for _, entry := range removed {
+			fmt.Printf("  - %s\n", entry)
+		}
+	}
+	if len(removalErrors) > 0 {
+		fmt.Println("\nSome entries could not be removed. See logs for details.")
+		return errors.Join(removalErrors...)
+	}
+	return nil
+}
+
+func doResetForGroupMembership() error {
+	inGroup, err := hyperv.IsCurrentUserInHyperVAdminGroup()
+	if err != nil {
+		return fmt.Errorf("failed to check Hyper-V Administrators group membership: %w", err)
+	}
+	if !inGroup {
+		fmt.Println("Current user isn't a member of the Hyper-V Administrators group, it won't be removed.")
+		return nil
+	}
+	if !force {
+		reader := bufio.NewReader(os.Stdin)
+		fmt.Print("Do you want to remove the current user from the Hyper-V Administrators group? [y/N] ")
+		answer, err := reader.ReadString('\n')
+		if err != nil {
+			return err
+		}
+
+		if strings.ToLower(answer)[0] != 'y' {
+			return nil
+		}
+	}
+	u, err := user.Current()
+	if err != nil {
+		return fmt.Errorf("failed to get current user: %w", err)
+	}
+	if err := hyperv.RemoveUserFromHyperVAdminGroup(u.Username); err != nil {
+		return fmt.Errorf("failed to remove user from Hyper-V Administrators group: %w", err)
+	}
+	fmt.Printf("Removed user %s from the Hyper-V Administrators group\n", u.Username)
+	return nil
+}
diff --git a/contrib/cirrus/win-unit-main.ps1 b/contrib/cirrus/win-unit-main.ps1
index b945f4a155..5f0151a5e2 100644
--- a/contrib/cirrus/win-unit-main.ps1
+++ b/contrib/cirrus/win-unit-main.ps1
@@ -10,4 +10,10 @@ if ($Env:CI -eq "true") {
 
 Run-Command ".\winmake.ps1 localunit"
 
+Run-Command ".\winmake.ps1 ginkgo-run" # non-machine e2e integration
+                                       # test. Currently it's only
+                                       # checking the hyperv-prep
+                                       # command and it doesn't deserve
+                                       # a specific task.
+
 Pop-Location
diff --git a/docs/source/markdown/podman-system-hyperv-prep.1.md b/docs/source/markdown/podman-system-hyperv-prep.1.md
new file mode 100644
index 0000000000..3813b2aa89
--- /dev/null
+++ b/docs/source/markdown/podman-system-hyperv-prep.1.md
@@ -0,0 +1,71 @@
+% podman-system-hyperv-prep 1
+
+## NAME
+podman\-system\-hyperv\-prep - A Windows administrator command to prepare a host that is going to run Hyper-V based Podman machines
+
+## SYNOPSIS
+**podman system hyperv-prep** [*options*]
+
+## DESCRIPTION
+Prepare a Windows host to run Hyper-V based Podman machines by creating the
+required registry entries in HKEY_LOCAL_MACHINE for Hyper-V VSock communication
+and adding the current user to the Hyper-V Administrators group.
+
+The registry entries are marked to persist even when all machines are removed,
+and the group membership allows the user to manage Hyper-V virtual machines.
+Together, these avoid the need for administrator privileges during normal machine
+operations.
+
+This command requires administrator privileges and is only available on Windows.
+The **--status** option can be used without administrator privileges.
+
+## OPTIONS
+
+#### **--mounts**=*number*
+
+Number of VSock entries for mount purpose. Every mounted host folder of a running machine needs a dedicated VSock. There should be enough VSock to satisfy the needs of running Podman machines on the host. The default is **2**.
+
+#### **--force**, **-f**
+
+Skip confirmation prompts during reset. Only valid with **--reset**.
+
+#### **--reset**
+
+Remove all Podman VSock registry entries and remove the current user from the
+Hyper-V Administrators group. Prompts for confirmation before each action unless
+**--force** is specified.
+
+#### **--status**
+
+Show the list of VSock registry entries and the current user's Hyper-V
+Administrators group membership status.
+
+## EXAMPLE
+
+Create the required registry entries and add the current user to the Hyper-V
+Administrators group:
+```
+podman system hyperv-prep
+```
+
+Show existing registry entries and group membership status:
+```
+podman system hyperv-prep --status
+```
+
+Remove all Podman VSock registry entries and the current user from the Hyper-V
+Administrators group (with confirmation prompts):
+```
+podman system hyperv-prep --reset
+```
+
+Reset without confirmation prompts:
+```
+podman system hyperv-prep --reset --force
+```
+
+## SEE ALSO
+**[podman(1)](podman.1.md)**, **[podman-system(1)](podman-system.1.md)**
+
+## HISTORY
+April 2026
diff --git a/docs/source/markdown/podman-system.1.md b/docs/source/markdown/podman-system.1.md
index 0f20ced2c4..7cc40b4286 100644
--- a/docs/source/markdown/podman-system.1.md
+++ b/docs/source/markdown/podman-system.1.md
@@ -15,6 +15,7 @@ The system command allows management of the podman systems
 | -------    | ------------------------------------------------------------ | ------------------------------------------------------------------------ |
 | check      | [podman-system-check(1)](podman-system-check.1.md)           | Perform consistency checks on image and container storage.
 | connection | [podman-system-connection(1)](podman-system-connection.1.md) | Manage the destination(s) for Podman service(s)                          |
+| hyperv-prep| [podman-system-hyperv-prep(1)](podman-system-hyperv-prep.1.md) | A Windows administrator command to prepare a host that is going to run Hyper-V based Podman machines |
 | df         | [podman-system-df(1)](podman-system-df.1.md)                 | Show podman disk usage.                                                  |
 | events     | [podman-events(1)](podman-events.1.md)                       | Monitor Podman events                                                    |
 | info       | [podman-info(1)](podman-info.1.md)                           | Display Podman related system information.                               |
diff --git a/docs/tutorials/podman-for-windows.md b/docs/tutorials/podman-for-windows.md
index 41ed4809f5..ab825d3f86 100644
--- a/docs/tutorials/podman-for-windows.md
+++ b/docs/tutorials/podman-for-windows.md
@@ -55,9 +55,13 @@ a VM, you must have a VM that supports nested virtualization.
 
 Hyper-V is only available on Windows Enterprise, Pro, or Education editions (not
 Home). The command to initialize the first Hyper-V Podman machine, and the command
-to remove the last one, both require administrator privileges. Other commands for
-machine management (start, stop, etc...) require that the current user is a member
-of the Hyper-V administrators group.
+to remove the last one, both require administrator privileges because they create
+and delete machine-scope registry keys. Additionally, all Hyper-V machine commands
+require that the current user is a member of the Hyper-V Administrators group. To
+avoid these requirements, an administrator can run `podman system hyperv-prep`
+once to pre-create the registry entries and add the current user to the Hyper-V
+Administrators group, after which no machine operation requires administrator
+privileges.
 
 It is also recommended to install the modern "Windows Terminal," which
 provides a superior user experience to the standard PowerShell and CMD
@@ -176,10 +180,14 @@ PS C:\Users\User> podman machine init --provider hyperv
 
 **Note:** Hyper-V requires administrator privileges to initialize the first
 podman machine. Similarly it requires administrator privileges to remove the
-last machine. That's because these operation create and delete
-machine-scope registry keys, required to support the communication between the
-guest OS and the host. Other commands such as machine start and stop require
-that the current user is a member of the Hyper-V Administrator group.
+last machine. That's because these operations create and delete machine-scope
+registry keys, required to support the communication between the guest OS and
+the host. Additionally, all Hyper-V machine commands require that the current
+user is a member of the Hyper-V Administrators group. To avoid these
+requirements, run `podman system hyperv-prep` once from an administrator
+terminal to pre-create persistent registry entries and add the current user
+to the Hyper-V Administrators group, so that all subsequent machine operations
+can run without administrator privileges.
 
 Starting Machine
 ----------------
diff --git a/hack/man-page-checker b/hack/man-page-checker
index 748da6b7a0..04c41139e9 100755
--- a/hack/man-page-checker
+++ b/hack/man-page-checker
@@ -53,6 +53,11 @@ for md in $(ls -1 *-*.1.md | grep -v remote);do
         # dashes.
         parent="podman.1.md"
     fi
+    if [[ $parent =~ "podman-system-hyperv" ]]; then
+        # podman-system-hyperv-prep.1.md: "hyperv-prep" is a single
+        # hyphenated subcommand of "podman system", not a sub-subcommand.
+        parent="podman-system.1.md"
+    fi
     x=3
     if expr -- "$parent" : ".*-" >/dev/null; then
         x=4
@@ -79,7 +84,8 @@ function compare_usage() {
     local from_man="$2"
 
     # Special case: this is an external call to docker
-    if [[ $cmd = "podman compose" ]] || [[ $cmd = "podmansh" ]]; then
+    # or a Windows-only command not available on Linux
+    if [[ $cmd = "podman compose" ]] || [[ $cmd = "podmansh" ]] || [[ $cmd = "podman system hyperv-prep" ]]; then
         return
     fi
 
@@ -158,6 +164,10 @@ for md in *.1.md;do
         # special case: the command is "auto-update", with a hyphen
         md_nodash='podman auto-update'
     fi
+    if [[ $md_nodash = 'podman system hyperv prep' ]]; then
+        # special case: the command is "hyperv-prep", with a hyphen
+        md_nodash='podman system hyperv-prep'
+    fi
     if [[ "$cmd" != "$md_nodash" ]] && [[ "$cmd" != "podman-remote" ]]; then
         echo
         printf "Inconsistent program name in SYNOPSIS in %s:\n" $md
diff --git a/pkg/machine/hyperv/hutil.go b/pkg/machine/hyperv/hutil.go
index 16b4c9dbee..1cd9db6535 100644
--- a/pkg/machine/hyperv/hutil.go
+++ b/pkg/machine/hyperv/hutil.go
@@ -24,6 +24,7 @@ var (
 	// Lazily load the NetAPI32 DLL and the function we need
 	modnetapi32                 = syswindows.NewLazySystemDLL("netapi32.dll")
 	procNetLocalGroupAddMembers = modnetapi32.NewProc("NetLocalGroupAddMembers")
+	procNetLocalGroupDelMembers = modnetapi32.NewProc("NetLocalGroupDelMembers")
 	procNetLocalGroupGetMembers = modnetapi32.NewProc("NetLocalGroupGetMembers")
 	procNetApiBufferFree        = modnetapi32.NewProc("NetApiBufferFree")
 )
@@ -90,6 +91,40 @@ func AddUserToHyperVAdminGroup(username string) error {
 	return nil
 }
 
+// RemoveUserFromHyperVAdminGroup removes the specified user from the local Hyper-V Administrators group.
+func RemoveUserFromHyperVAdminGroup(username string) error {
+	groupPtr, err := getHyperVAdminGroupNamePtr()
+	if err != nil {
+		return err
+	}
+
+	userSid, _, _, err := syswindows.LookupSID("", username)
+	if err != nil {
+		return fmt.Errorf("failed to look up SID for user %q: %w", username, err)
+	}
+
+	info := localGroupMembersInfo0{
+		Sid: userSid,
+	}
+
+	// C Signature: NET_API_STATUS NetLocalGroupDelMembers(LPCWSTR servername, LPCWSTR groupname, DWORD level, LPBYTE buf, DWORD totalentries)
+	ret, _, _ := procNetLocalGroupDelMembers.Call(
+		0,                                 // ServerName (0 = local machine)
+		uintptr(unsafe.Pointer(groupPtr)), // GroupName
+		0,                                 // Level 0 (we are passing a SID)
+		uintptr(unsafe.Pointer(&info)),    // Buffer containing our struct
+		1,                                 // Total Entries being removed
+	)
+
+	errno := syswindows.Errno(ret)
+	// ERROR_MEMBER_NOT_IN_ALIAS = "The specified account name is not a member of the group."
+	if errno != syswindows.NO_ERROR && errno != syswindows.ERROR_MEMBER_NOT_IN_ALIAS {
+		return fmt.Errorf("NetLocalGroupDelMembers failed with error: %w", errno)
+	}
+
+	return nil
+}
+
 func getHyperVAdminGroupNamePtr() (*uint16, error) {
 	hypervAdminsSid, err := syswindows.CreateWellKnownSid(syswindows.WinBuiltinHyperVAdminsSid)
 	if err != nil {
@@ -175,6 +210,24 @@ func isUserInGroup(groupPtr *uint16, userSid *syswindows.SID) (bool, error) {
 	return false, nil
 }
 
+// IsCurrentUserInHyperVAdminGroup checks the group database directly
+// (via NetLocalGroupGetMembers) rather than the process token, so it
+// reflects membership changes that haven't taken effect in the current
+// logon session yet.
+func IsCurrentUserInHyperVAdminGroup() (bool, error) {
+	userSid, err := getCurrentUserSID()
+	if err != nil {
+		return false, fmt.Errorf("failed to look up SID for current user: %w", err)
+	}
+
+	groupPtr, err := getHyperVAdminGroupNamePtr()
+	if err != nil {
+		return false, fmt.Errorf("failed to get localized Hyper-V Admin group name: %w", err)
+	}
+
+	return isUserInGroup(groupPtr, userSid)
+}
+
 // VerifyHyperVPermissions returns `nil` if the user has the privileges to manage
 // Hyper-V VMs. This can be either because the command is run
 // as an administrator or because the user is a member of the Hyper-V Admins group.
diff --git a/pkg/machine/hyperv/stubber.go b/pkg/machine/hyperv/stubber.go
index 15aed69ffd..3dc638919a 100644
--- a/pkg/machine/hyperv/stubber.go
+++ b/pkg/machine/hyperv/stubber.go
@@ -31,6 +31,22 @@ type HyperVStubber struct {
 	vmconfigs.HyperVConfig
 }
 
+type permissionChecks struct {
+	isElevatedProcess   func() bool
+	isHyperVAdminMember func() bool
+	vsockEntriesExist   func(int) bool
+	existingMachinesNum func() (int, error)
+}
+
+func (h HyperVStubber) defaultPermissionChecks() permissionChecks {
+	return permissionChecks{
+		isElevatedProcess:   windows.HasAdminRights,
+		isHyperVAdminMember: IsHyperVAdminsGroupMember,
+		vsockEntriesExist:   vsock.CheckIfHVSockRegistryEntriesExist,
+		existingMachinesNum: h.countMachinesWithToolname,
+	}
+}
+
 func (h HyperVStubber) UserModeNetworkEnabled(_ *vmconfigs.MachineConfig) bool {
 	return true
 }
@@ -59,15 +75,17 @@ func (h HyperVStubber) CreateVM(_ define.CreateVMOpts, mc *vmconfigs.MachineConf
 
 	// Allow creation in these two cases:
 	// 1. if the user is Admin
-	// 2. if the user has Hyper-V admin rights and there is at least one *NEW* machine.
+	// 2. if the user has Hyper-V admin rights and a vsock registry entry exists
 	// *NEW* machines are those created with the vsock entry having the ToolName field.
 	//
-	// This is to prevent a non-admin user from creating the first machine
-	// which would require adding vsock entries into the Windows Registry.
-	if err := h.canCreate(); err != nil {
+	// This is to prevent to prevent an error for trying to create a vsock entry
+	// in the Windows registry if the user doesn't have the privileges.
+	if err := h.canCreate(len(mc.Mounts)); err != nil {
 		// If it returns ErrHypervRegistryInitRequiresElevation and we're not already re-executing,
 		// offer to elevate automatically if user is in admin group
-		if err == ErrHypervRegistryInitRequiresElevation && !windows.IsReExecuting() && windows.IsInAdministratorsGroup() {
+		if errors.Is(err, ErrHypervRegistryInitRequiresElevation) &&
+			!windows.IsReExecuting() &&
+			windows.IsInAdministratorsGroup() {
 			message := fmt.Sprintf("%s.\n\n%s", ErrHypervPrepareHostForHyperV.Error(), windows.UACConfirmationPrompt)
 			return launchElevate(message)
 		}
@@ -121,7 +139,7 @@ func (h HyperVStubber) CreateVM(_ define.CreateVMOpts, mc *vmconfigs.MachineConf
 		if !windows.HasAdminRights() {
 			return ErrHypervRegistryInitRequiresElevation
 		}
-		networkHVSock, err = vsock.NewHVSockRegistryEntry(vsock.Network)
+		networkHVSock, err = vsock.NewHVSockRegistryEntry(vsock.Network, false)
 		if err != nil {
 			return err
 		}
@@ -210,7 +228,9 @@ func (h HyperVStubber) Remove(mc *vmconfigs.MachineConfig) ([]string, func() err
 	if err := h.canRemove(mc); err != nil {
 		// If we get ErrHypervRegistryRemoveRequiresElevation and we're not already re-executing,
 		// and the user has admin rights (is in admin group), offer to elevate automatically
-		if err == ErrHypervRegistryRemoveRequiresElevation && !windows.IsReExecuting() && windows.IsInAdministratorsGroup() {
+		if errors.Is(err, ErrHypervRegistryRemoveRequiresElevation) &&
+			!windows.IsReExecuting() &&
+			windows.IsInAdministratorsGroup() {
 			message := "Removing this Hyper-V machine requires admin rights to clean up the Windows Registry.\n\n" +
 				windows.UACConfirmationPrompt
 			return nil, nil, launchElevate(message)
@@ -250,24 +270,36 @@ func (h HyperVStubber) Remove(mc *vmconfigs.MachineConfig) ([]string, func() err
 	return []string{}, rmFunc, nil
 }
 
-func (h HyperVStubber) canCreate() error {
-	// if admin, can always create
-	if windows.HasAdminRights() {
+// canCreate checks if the user can create an Hyper-V machine.
+// It returns `nil` if the user can create it. The conditions are:
+//   - the command is running as Administrator (elevated mode)
+//     OR
+//   - vsock entries in the Windows registry already exist and
+//     the user is a member of the Hyper-V Administrators group
+//
+// The `mounts` parameter is the number of Mounts of the machine. A
+// specific Windows registry entry is necessary for every single mount.
+//
+// It returns `ErrHypervRegistryInitRequiresElevation` if the vsock
+// entries in the Windows registry don't exist.
+//
+// It returns `ErrHypervUserNotInAdminGroup` if the user doesn't
+// belong to the Hyper-V administrators group.
+func (h HyperVStubber) canCreate(mounts int) error {
+	return checkCanCreate(h.defaultPermissionChecks(), mounts)
+}
+
+func checkCanCreate(checks permissionChecks, mounts int) error {
+	if checks.isElevatedProcess() {
 		return nil
 	}
-	// not admin, check if there is at least one existing machine
-	// if so, user could create more machines just by being member of the hyperv admin group
-	machines, err := h.countMachinesWithToolname()
-	if err != nil {
-		return err
-	}
-	// no existing machines, require to be admin
-	if machines == 0 {
+	if !checks.vsockEntriesExist(mounts) {
 		return ErrHypervRegistryInitRequiresElevation
 	}
-	// at least 1 machine exists
-	// if user is member of the hyperv admin group, allow creation
-	return VerifyHyperVPermissions()
+	if !checks.isHyperVAdminMember() {
+		return ErrHypervUserNotInAdminGroup
+	}
+	return nil
 }
 
 // launchElevate attempts to automatically re-run the command as administrator
@@ -303,31 +335,59 @@ func isLegacyMachine(mc *vmconfigs.MachineConfig) bool {
 	return mc.HyperVHypervisor != nil && mc.HyperVHypervisor.ReadyVsock.MachineName != ""
 }
 
+// canRemove checks if the user can remove an Hyper-V machine.
+// It returns `nil` when the user can remove it. The conditions are:
+//   - the command is running as Administrator (elevated mode)
+//     OR
+//   - the machine isn't a legacy one (one that doesn't share the vsock) AND
+//     the user is a member of the Hyper-V Administrators group AND
+//     it's not the last machine OR the vsock entries have `KeepAfterMachineRemove=true`
+//
+// It returns `ErrHypervRegistryRemoveRequiresElevation` if the machine is legacy one OR
+// if the vsock entry in the Windows registry doesn't have `KeepAfterMachineRemove=true`.
+//
+// It returns `ErrHypervUserNotInAdminGroup` if the user doesn't
+// belogn to the Hyper-V administrators group.
 func (h HyperVStubber) canRemove(mc *vmconfigs.MachineConfig) error {
-	// if admin, can always remove
-	if windows.HasAdminRights() {
+	return checkCanRemove(mc, h.defaultPermissionChecks())
+}
+
+func checkCanRemove(mc *vmconfigs.MachineConfig, checks permissionChecks) error {
+	if checks.isElevatedProcess() {
 		return nil
 	}
-
-	// if machine is legacy (machineName field), require admin rights to remove
 	if isLegacyMachine(mc) {
-		return ErrHypervRegistryRemoveRequiresElevation
+		return ErrHypervLegacyMachineRequiresElevation
 	}
-
-	// not admin, check if there are multiple machines
-	// if so, user could remove the machine just by being member of the hyperv admin group
-	// (only the last machine removal requires Registry changes)
-	machines, err := h.countMachinesWithToolname()
+	if !checks.isHyperVAdminMember() {
+		return ErrHypervUserNotInAdminGroup
+	}
+	machines, err := checks.existingMachinesNum()
 	if err != nil {
 		return err
 	}
-	// more than 1 machine exists, allow removal if user has hyperv admin rights
-	if machines > 1 {
-		return VerifyHyperVPermissions()
+	if canSkipVSockEntriesRemoval(machines, *mc.HyperVHypervisor) {
+		return nil
 	}
 	return ErrHypervRegistryRemoveRequiresElevation
 }
 
+func canSkipVSockEntriesRemoval(machines int, hv vmconfigs.HyperVConfig) bool {
+	if machines > 1 {
+		return true
+	}
+	if !hv.NetworkVSock.KeepAfterMachineRemove ||
+		!hv.ReadyVsock.KeepAfterMachineRemove {
+		return false
+	}
+	for _, m := range hv.FileserverVSocks {
+		if !m.KeepAfterMachineRemove {
+			return false
+		}
+	}
+	return true
+}
+
 // canStartOrStop checks if the machine can be started or stopped.
 // Legacy machines require admin rights to start or stop.
 func (h HyperVStubber) canStartOrStop(mc *vmconfigs.MachineConfig) error {
@@ -630,7 +690,7 @@ func (h HyperVStubber) PrepareIgnition(mc *vmconfigs.MachineConfig, _ *ignition.
 			}
 			return nil, ErrHypervRegistryInitRequiresElevation
 		}
-		readySock, err = vsock.NewHVSockRegistryEntry(vsock.Events)
+		readySock, err = vsock.NewHVSockRegistryEntry(vsock.Events, false)
 		if err != nil {
 			return nil, err
 		}
diff --git a/pkg/machine/hyperv/stubber_test.go b/pkg/machine/hyperv/stubber_test.go
new file mode 100644
index 0000000000..2b91d29ca4
--- /dev/null
+++ b/pkg/machine/hyperv/stubber_test.go
@@ -0,0 +1,180 @@
+//go:build windows
+
+package hyperv
+
+import (
+	"testing"
+
+	"github.com/stretchr/testify/assert"
+	"go.podman.io/podman/v6/pkg/machine/hyperv/vsock"
+	"go.podman.io/podman/v6/pkg/machine/vmconfigs"
+)
+
+func TestCanCreate(t *testing.T) {
+	t.Parallel()
+
+	tests := []struct {
+		name              string
+		isElevated        bool
+		vsockEntriesExist bool
+		isHyperVAdmin     bool
+		mounts            int
+		expectedErr       error
+	}{
+		{
+			name:              "in elevated process can always create",
+			isElevated:        true,
+			vsockEntriesExist: false,
+			isHyperVAdmin:     false,
+			mounts:            2,
+			expectedErr:       nil,
+		},
+		{
+			name:              "not elevated, no vsock entries",
+			isElevated:        false,
+			vsockEntriesExist: false,
+			isHyperVAdmin:     true,
+			expectedErr:       ErrHypervRegistryInitRequiresElevation,
+		},
+		{
+			name:              "not elevated, vsock entries exist, not hyperv admin",
+			isElevated:        false,
+			vsockEntriesExist: true,
+			isHyperVAdmin:     false,
+			expectedErr:       ErrHypervUserNotInAdminGroup,
+		},
+		{
+			name:              "not elevated, vsock entries exist, hyperv admin",
+			isElevated:        false,
+			vsockEntriesExist: true,
+			isHyperVAdmin:     true,
+			expectedErr:       nil,
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			t.Parallel()
+
+			checks := permissionChecks{
+				isElevatedProcess:   func() bool { return tt.isElevated },
+				isHyperVAdminMember: func() bool { return tt.isHyperVAdmin },
+				vsockEntriesExist:   func(int) bool { return tt.vsockEntriesExist },
+			}
+
+			err := checkCanCreate(checks, tt.mounts)
+			assert.ErrorIs(t, err, tt.expectedErr)
+		})
+	}
+}
+
+func TestCanRemove(t *testing.T) {
+	t.Parallel()
+
+	tests := []struct {
+		name                    string
+		isElevatedProcess       bool
+		isHyperVAdminMember     bool
+		isLegacyMachine         bool
+		skipVsockEntriesRemoval bool
+		isLastMachine           bool
+		expectedErr             error
+	}{
+		{
+			name:                    "elevated process can always remove",
+			isElevatedProcess:       true,
+			isHyperVAdminMember:     false,
+			isLegacyMachine:         false,
+			skipVsockEntriesRemoval: false,
+			isLastMachine:           true,
+			expectedErr:             nil,
+		},
+		{
+			name:                    "not elevated, legacy machine requires elevation",
+			isElevatedProcess:       false,
+			isHyperVAdminMember:     false,
+			isLegacyMachine:         true,
+			skipVsockEntriesRemoval: false,
+			isLastMachine:           true,
+			expectedErr:             ErrHypervLegacyMachineRequiresElevation,
+		},
+		{
+			name:                    "not elevated, not hyperv admins member",
+			isElevatedProcess:       false,
+			isHyperVAdminMember:     false,
+			isLegacyMachine:         false,
+			skipVsockEntriesRemoval: false,
+			isLastMachine:           true,
+			expectedErr:             ErrHypervUserNotInAdminGroup,
+		},
+		{
+			name:                    "not elevated, hyperv admins member, not last machine",
+			isElevatedProcess:       false,
+			isHyperVAdminMember:     true,
+			isLegacyMachine:         false,
+			skipVsockEntriesRemoval: false,
+			isLastMachine:           false,
+			expectedErr:             nil,
+		},
+		{
+			name:                    "not elevated, hyperv admins member, last machine, skip vsock entries removal",
+			isElevatedProcess:       false,
+			isHyperVAdminMember:     true,
+			isLegacyMachine:         false,
+			skipVsockEntriesRemoval: true,
+			isLastMachine:           true,
+			expectedErr:             nil,
+		},
+		{
+			name:                    "not elevated, hyperv admins member, last machine, don't skip vsock entries removal",
+			isElevatedProcess:       false,
+			isHyperVAdminMember:     true,
+			isLegacyMachine:         false,
+			skipVsockEntriesRemoval: false,
+			isLastMachine:           true,
+			expectedErr:             ErrHypervRegistryRemoveRequiresElevation,
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			t.Parallel()
+
+			checks := permissionChecks{
+				isElevatedProcess:   func() bool { return tt.isElevatedProcess },
+				isHyperVAdminMember: func() bool { return tt.isHyperVAdminMember },
+				existingMachinesNum: func() (int, error) {
+					if tt.isLastMachine {
+						return 1, nil
+					} else {
+						return 2, nil
+					}
+				},
+			}
+
+			vsockMachineName := ""
+			if tt.isLegacyMachine {
+				vsockMachineName = "podmanmachine"
+			}
+
+			mc := &vmconfigs.MachineConfig{
+				HyperVHypervisor: &vmconfigs.HyperVConfig{
+					ReadyVsock: vsock.HVSockRegistryEntry{
+						MachineName:            vsockMachineName,
+						KeepAfterMachineRemove: tt.skipVsockEntriesRemoval,
+					},
+					NetworkVSock: vsock.HVSockRegistryEntry{
+						KeepAfterMachineRemove: tt.skipVsockEntriesRemoval,
+					},
+				},
+			}
+
+			err := checkCanRemove(mc, checks)
+			if tt.expectedErr != nil {
+				assert.EqualError(t, err, tt.expectedErr.Error())
+			} else {
+				assert.NoError(t, err)
+			}
+		})
+	}
+}
diff --git a/pkg/machine/hyperv/volumes.go b/pkg/machine/hyperv/volumes.go
index a353e1cb39..bc3adb804e 100644
--- a/pkg/machine/hyperv/volumes.go
+++ b/pkg/machine/hyperv/volumes.go
@@ -66,13 +66,14 @@ func createShares(mc *vmconfigs.MachineConfig) (err error) {
 				}
 				return ErrHypervRegistryUpdateRequiresElevation
 			}
-			testVsock, err = vsock.NewHVSockRegistryEntry(vsock.Fileserver)
+			testVsock, err = vsock.NewHVSockRegistryEntry(vsock.Fileserver, false)
 			if err != nil {
 				return err
 			}
 		}
 
 		mount.VSockNumber = &testVsock.Port
+		mc.HyperVHypervisor.FileserverVSocks = append(mc.HyperVHypervisor.FileserverVSocks, *testVsock)
 		logrus.Debugf("Going to share directory %s via 9p on vsock %d", mount.Source, testVsock.Port)
 	}
 	return nil
diff --git a/pkg/machine/hyperv/vsock/vsock.go b/pkg/machine/hyperv/vsock/vsock.go
index cec3300562..7b9f085b34 100644
--- a/pkg/machine/hyperv/vsock/vsock.go
+++ b/pkg/machine/hyperv/vsock/vsock.go
@@ -27,6 +27,11 @@ const (
 	PodmanToolName = "podman"
 	// HvsockPurpose is the string identifier for the sock purpose in a registry entry
 	HvsockPurpose = "Purpose"
+	// HvsockKeepAfterMachineRemove is a flag to avoid that the entry gets deleted when
+	// the last machine gets deleted. This is important for use cases where an Administrator
+	// wants to pre-create the registry key so that the user can create and delete machines
+	// without requiring admin privileges.
+	HvsockKeepAfterMachineRemove = "KeepAfterMachineRemove"
 	// VsockRegistryPath describes the registry path to where the hvsock registry entries live
 	VsockRegistryPath = `SOFTWARE\Microsoft\Windows NT\CurrentVersion\Virtualization\GuestCommunicationServices`
 	// LinuxVM is the default guid for a Linux VM on Windows
@@ -45,7 +50,7 @@ const (
 	Fileserver
 )
 
-func (hv HVSockPurpose) string() string {
+func (hv HVSockPurpose) String() string {
 	switch hv {
 	case Network:
 		return "Network"
@@ -58,7 +63,7 @@ func (hv HVSockPurpose) string() string {
 }
 
 func (hv HVSockPurpose) Equal(purpose string) bool {
-	return hv.string() == purpose
+	return hv.String() == purpose
 }
 
 func toHVSockPurpose(p string) (HVSockPurpose, error) {
@@ -90,8 +95,25 @@ type HVSockRegistryEntry struct {
 	// ToolName identifies the application that created this registry entry (e.g., Podman).
 	// This provides information about the entry's origin and can be used for filter entries
 	// if purpose is not enough.
-	ToolName string       `json:"creator_tool,omitempty"`
-	Key      registry.Key `json:"key,omitempty"`
+	ToolName string `json:"creator_tool,omitempty"`
+
+	// KeepAfterMachineRemove is set to true if the registry entry should not be deleted
+	// when the user deletes or reset the Podman machines.
+	// This is useful to let unprivileged users create and delete machines without
+	// requiring privileges to edit the registry.
+	KeepAfterMachineRemove bool `json:"keep_after_machine_remove,omitempty"`
+}
+
+func (hv *HVSockRegistryEntry) String() string {
+	keepStatus := ""
+	if hv.KeepAfterMachineRemove {
+		keepStatus = " (persistent)"
+	}
+	return fmt.Sprintf("- Key: %s\n  Purpose: %s\n  Port: %d%s\n",
+		hv.KeyName,
+		hv.Purpose,
+		hv.Port,
+		keepStatus)
 }
 
 // Add creates a new Windows registry entry with string values from the
@@ -105,31 +127,41 @@ func (hv *HVSockRegistryEntry) Add() error {
 		return err
 	}
 	if exists {
-		return fmt.Errorf("%q: %s", ErrVSockRegistryEntryExists, hv.KeyName)
+		return fmt.Errorf("%w: %s", ErrVSockRegistryEntryExists, hv.KeyName)
 	}
 	parentKey, err := registry.OpenKey(registry.LOCAL_MACHINE, VsockRegistryPath, registry.QUERY_VALUE)
+	if err != nil {
+		return err
+	}
 	defer func() {
 		if err := parentKey.Close(); err != nil {
 			logrus.Error(err)
 		}
 	}()
+	newKey, _, err := registry.CreateKey(parentKey, hv.KeyName, registry.WRITE)
 	if err != nil {
 		return err
 	}
-	newKey, _, err := registry.CreateKey(parentKey, hv.KeyName, registry.WRITE)
 	defer func() {
 		if err := newKey.Close(); err != nil {
 			logrus.Error(err)
 		}
 	}()
-	if err != nil {
-		return err
-	}
 
-	if err := newKey.SetStringValue(HvsockPurpose, hv.Purpose.string()); err != nil {
+	if err := newKey.SetStringValue(HvsockPurpose, hv.Purpose.String()); err != nil {
 		return err
 	}
-	return newKey.SetStringValue(HvsockToolName, hv.ToolName)
+	if err := newKey.SetStringValue(HvsockToolName, hv.ToolName); err != nil {
+		return err
+	}
+	// Save KeepAfterMachineRemove flag if set
+	if hv.KeepAfterMachineRemove {
+		var value uint32 = 1
+		if err := newKey.SetDWordValue(HvsockKeepAfterMachineRemove, value); err != nil {
+			return err
+		}
+	}
+	return nil
 }
 
 // Remove deletes the registry key and its string values
@@ -145,7 +177,7 @@ func (hv *HVSockRegistryEntry) validate() error {
 	if hv.Port < 1 {
 		return errors.New("port must be larger than 1")
 	}
-	if len(hv.Purpose.string()) < 1 {
+	if len(hv.Purpose.String()) < 1 {
 		return errors.New("required field purpose is empty")
 	}
 	if len(hv.ToolName) < 1 {
@@ -170,9 +202,9 @@ func (hv *HVSockRegistryEntry) exists() (bool, error) {
 	return false, err
 }
 
-// findOpenHVSockPort looks for an open random port. it verifies the port is not
+// FindOpenHVSockPort looks for an open random port. it verifies the port is not
 // already being used by another hvsock in the Windows registry.
-func findOpenHVSockPort() (uint64, error) {
+func FindOpenHVSockPort() (uint64, error) {
 	// If we cannot find a free port in 10 attempts, something is wrong
 	for range 10 {
 		port, err := utils.GetRandomPort()
@@ -190,29 +222,27 @@ func findOpenHVSockPort() (uint64, error) {
 			// the port is good to go
 			return uint64(port), nil
 		}
-		if err != nil {
-			// something went wrong
-			return 0, err
-		}
+		return 0, err
 	}
 	return 0, errors.New("unable to find a free port for hvsock use")
 }
 
 // NewHVSockRegistryEntry is a constructor to make a new registry entry in Windows.  After making the new
 // object, you must call the add() method to *actually* add it to the Windows registry.
-func NewHVSockRegistryEntry(purpose HVSockPurpose) (*HVSockRegistryEntry, error) {
+func NewHVSockRegistryEntry(purpose HVSockPurpose, keep bool) (*HVSockRegistryEntry, error) {
 	// a so-called wildcard entry ... everything from FACB -> 6D3 is MS special sauce
 	// for a " linux vm".  this first segment is hexi for the hvsock port number
 	// 00000400-FACB-11E6-BD58-64006A7986D3
-	port, err := findOpenHVSockPort()
+	port, err := FindOpenHVSockPort()
 	if err != nil {
 		return nil, err
 	}
 	r := HVSockRegistryEntry{
-		KeyName:  portToKeyName(port),
-		Purpose:  purpose,
-		Port:     port,
-		ToolName: PodmanToolName,
+		KeyName:                PortToKeyName(port),
+		Purpose:                purpose,
+		Port:                   port,
+		ToolName:               PodmanToolName,
+		KeepAfterMachineRemove: keep,
 	}
 	if err := r.Add(); err != nil {
 		return nil, err
@@ -220,7 +250,7 @@ func NewHVSockRegistryEntry(purpose HVSockPurpose) (*HVSockRegistryEntry, error)
 	return &r, nil
 }
 
-func portToKeyName(port uint64) string {
+func PortToKeyName(port uint64) string {
 	// this could be flattened but given the complexity, I thought it might
 	// be more difficult to read
 	hexi := strings.ToUpper(fmt.Sprintf("%08x", port))
@@ -228,12 +258,17 @@ func portToKeyName(port uint64) string {
 }
 
 func LoadHVSockRegistryEntry(port uint64) (*HVSockRegistryEntry, error) {
-	keyName := portToKeyName(port)
+	keyName := PortToKeyName(port)
 	fqPath := fmt.Sprintf("%s\\%s", VsockRegistryPath, keyName)
 	k, err := openVSockRegistryEntry(fqPath)
 	if err != nil {
 		return nil, err
 	}
+	defer func(key registry.Key) {
+		if err := key.Close(); err != nil {
+			logrus.Errorf("failed to close registry key: %v", err)
+		}
+	}(k)
 	p, _, err := k.GetStringValue(HvsockPurpose)
 	if err != nil {
 		return nil, err
@@ -253,7 +288,6 @@ func LoadHVSockRegistryEntry(port uint64) (*HVSockRegistryEntry, error) {
 		KeyName:     keyName,
 		Purpose:     purpose,
 		Port:        port,
-		Key:         k,
 		MachineName: m,
 	}, nil
 }
@@ -290,8 +324,6 @@ func (hv *HVSockRegistryEntry) ListenSetupWait() (func() error, io.Closer, error
 
 // loadAllHVSockRegistryEntries loads HVSock registry entries, filtered by purpose and optionally limited by size.
 // If limit is -1, it returns all matching entries. Otherwise, it returns up to 'limit' entries.
-// The caller is responsible for closing the registry.Key in each returned HVSockRegistryEntry.
-// Non-matching or excess keys are closed within this function.
 func loadHVSockRegistryEntries(purpose HVSockPurpose, limit int) ([]*HVSockRegistryEntry, error) {
 	parentKey, err := registry.OpenKey(registry.LOCAL_MACHINE, VsockRegistryPath, registry.ENUMERATE_SUB_KEYS)
 	if err != nil {
@@ -322,22 +354,29 @@ func loadHVSockRegistryEntries(purpose HVSockPurpose, limit int) ([]*HVSockRegis
 			logrus.Debugf("Could not open registry entry %s: %v", fqPath, err)
 			continue
 		}
+		defer func(key registry.Key) {
+			if err := key.Close(); err != nil {
+				logrus.Errorf("failed to close registry key: %v", err)
+			}
+		}(k)
 
 		p, _, err := k.GetStringValue(HvsockPurpose)
 		if err != nil {
 			logrus.Debugf("Could not read purpose from registry entry %s: %v", fqPath, err)
-			k.Close()
 			continue
 		}
 
 		toolName, _, err := k.GetStringValue(HvsockToolName)
 		if err != nil {
 			logrus.Debugf("Could not read tool name from registry entry %s: %v", fqPath, err)
-			k.Close()
 			continue
 		}
 
-		k.Close()
+		keep, _, err := k.GetIntegerValue(HvsockKeepAfterMachineRemove)
+		keepBool := false
+		if err == nil {
+			keepBool = keep != 0
+		}
 
 		entryPurpose, err := toHVSockPurpose(p)
 		if err != nil {
@@ -345,7 +384,7 @@ func loadHVSockRegistryEntries(purpose HVSockPurpose, limit int) ([]*HVSockRegis
 			continue
 		}
 
-		if !entryPurpose.Equal(purpose.string()) {
+		if !entryPurpose.Equal(purpose.String()) {
 			continue
 		}
 
@@ -367,24 +406,41 @@ func loadHVSockRegistryEntries(purpose HVSockPurpose, limit int) ([]*HVSockRegis
 		}
 
 		allEntries = append(allEntries, &HVSockRegistryEntry{
-			KeyName:  subKeyName,
-			Purpose:  entryPurpose,
-			Port:     port,
-			Key:      k,
-			ToolName: PodmanToolName,
+			KeyName:                subKeyName,
+			Purpose:                entryPurpose,
+			Port:                   port,
+			ToolName:               PodmanToolName,
+			KeepAfterMachineRemove: keepBool,
 		})
 	}
 
 	return allEntries, nil
 }
 
+func CheckIfHVSockRegistryEntriesExist(mountsNum int) bool {
+	// The number or required HVSock registry entries
+	// depends on the purpose
+	requiredEntries := map[HVSockPurpose]int{
+		Network:    1,
+		Events:     1,
+		Fileserver: mountsNum,
+	}
+	for p, i := range requiredEntries {
+		entries, err := loadHVSockRegistryEntries(p, i)
+		if len(entries) < i || err != nil {
+			return false
+		}
+	}
+	return true
+}
+
 func LoadHVSockRegistryEntryByPurpose(purpose HVSockPurpose) (*HVSockRegistryEntry, error) {
 	entries, err := loadHVSockRegistryEntries(purpose, 1)
 	if err != nil {
 		return nil, err
 	}
 	if len(entries) != 1 {
-		return nil, fmt.Errorf("no hvsock registry entry found for purpose: %s", purpose.string())
+		return nil, fmt.Errorf("no hvsock registry entry found for purpose: %s", purpose.String())
 	}
 
 	return entries[0], nil
@@ -429,6 +485,10 @@ func RemoveAllHVSockRegistryEntries() error {
 
 	var removalErrors []error
 	for _, sock := range allSocks {
+		// Don't remove registry entries if KeepAfterMachineRemove is set to true
+		if sock.KeepAfterMachineRemove {
+			continue
+		}
 		if err := sock.Remove(); err != nil {
 			logrus.Errorf("unable to remove registry entry for %s: %q", sock.KeyName, err)
 			removalErrors = append(removalErrors, fmt.Errorf("failed to remove sock %s: %w", sock.KeyName, err))
diff --git a/pkg/machine/vmconfigs/config_windows.go b/pkg/machine/vmconfigs/config_windows.go
index 163d4bcb97..a287835156 100644
--- a/pkg/machine/vmconfigs/config_windows.go
+++ b/pkg/machine/vmconfigs/config_windows.go
@@ -12,6 +12,8 @@ type HyperVConfig struct {
 	ReadyVsock vsock.HVSockRegistryEntry
 	// NetworkVSock is for the user networking
 	NetworkVSock vsock.HVSockRegistryEntry
+	// FileserverVSocks are for machine mounts (one entry per mount)
+	FileserverVSocks []vsock.HVSockRegistryEntry
 }
 
 type WSLConfig struct {
diff --git a/test/e2e/common_windows_test.go b/test/e2e/common_windows_test.go
new file mode 100644
index 0000000000..9de67d0e52
--- /dev/null
+++ b/test/e2e/common_windows_test.go
@@ -0,0 +1,86 @@
+//go:build windows
+
+package integration
+
+import (
+	"os"
+	"path/filepath"
+	"testing"
+
+	. "github.com/onsi/ginkgo/v2"
+	. "github.com/onsi/gomega"
+	"go.podman.io/podman/v6/pkg/machine/windows"
+	. "go.podman.io/podman/v6/test/utils"
+)
+
+type PodmanTestIntegration struct {
+	PodmanTest
+	TempDir string
+}
+
+var podmanTest *PodmanTestIntegration
+
+type PodmanSessionIntegration struct {
+	*PodmanSession
+}
+
+func TestMain(m *testing.M) {
+	os.Exit(m.Run())
+}
+
+func TestE2E(t *testing.T) {
+	RegisterFailHandler(Fail)
+	RunSpecs(t, "E2E Suite - Windows")
+}
+
+var _ = BeforeEach(func() {
+	tempDir, err := os.MkdirTemp("", "podman_test")
+	Expect(err).ToNot(HaveOccurred())
+	podmanTest = PodmanTestCreate(tempDir)
+})
+
+var _ = AfterEach(func() {
+	if podmanTest != nil && podmanTest.TempDir != "" {
+		os.RemoveAll(podmanTest.TempDir)
+	}
+})
+
+func PodmanTestCreate(tempDir string) *PodmanTestIntegration {
+	cwd, _ := os.Getwd()
+	podmanBinary := filepath.Join(cwd, "../../bin/windows/podman.exe")
+	if envBinary := os.Getenv("PODMAN_BINARY"); envBinary != "" {
+		podmanBinary = envBinary
+	}
+
+	p := &PodmanTestIntegration{
+		PodmanTest: PodmanTest{
+			PodmanBinary: podmanBinary,
+		},
+		TempDir: tempDir,
+	}
+	p.PodmanMakeOptions = p.makeOptions
+	return p
+}
+
+func skipIfNotAdmin(reason string) {
+	if !windows.HasAdminRights() {
+		Skip(reason)
+	}
+}
+
+func (p *PodmanTestIntegration) makeOptions(args []string, _ PodmanExecOptions) []string {
+	return args
+}
+
+func (p *PodmanTestIntegration) Podman(args []string) *PodmanSessionIntegration {
+	podmanSession := p.PodmanExecBaseWithOptions(args, PodmanExecOptions{})
+	return &PodmanSessionIntegration{podmanSession}
+}
+
+func (p *PodmanTestIntegration) PodmanExitCleanly(args ...string) *PodmanSessionIntegration {
+	GinkgoHelper()
+	session := p.Podman(args)
+	session.WaitWithDefaultTimeout()
+	Expect(session).Should(ExitCleanly())
+	return session
+}
diff --git a/test/e2e/system_hyperv_prep_test.go b/test/e2e/system_hyperv_prep_test.go
new file mode 100644
index 0000000000..a03f5a6106
--- /dev/null
+++ b/test/e2e/system_hyperv_prep_test.go
@@ -0,0 +1,96 @@
+//go:build windows
+
+package integration
+
+import (
+	"os/exec"
+	"os/user"
+	"strings"
+
+	"go.podman.io/podman/v6/pkg/machine/hyperv/vsock"
+
+	. "github.com/onsi/ginkgo/v2"
+	. "github.com/onsi/gomega"
+	. "go.podman.io/podman/v6/test/utils"
+)
+
+var _ = Describe("podman system hyperv-prep", func() {
+	It("rejects incompatible flags together", func() {
+		session := podmanTest.Podman([]string{"system", "hyperv-prep", "--status", "--reset"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).To(ExitWithError(125, "none of the others can be"))
+		session = podmanTest.Podman([]string{"system", "hyperv-prep", "--status", "--mounts", "1"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).To(ExitWithError(125, "none of the others can be"))
+		session = podmanTest.Podman([]string{"system", "hyperv-prep", "--reset", "--mounts", "1"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).To(ExitWithError(125, "none of the others can be"))
+	})
+
+	It("creates registry entries and resets them", func() {
+		skipIfNotAdmin("test requires an elevated (admin) terminal")
+
+		// Preconditions: no existing registry entries and user not in Hyper-V Administrators group
+		Expect(vsock.CheckIfHVSockRegistryEntriesExist(1)).To(BeFalse(),
+			"vsock registry entries already exist, cannot run test")
+		Expect(isCurrentUserHyperVAdmin()).To(BeFalse(),
+			"user is already a member of the Hyper-V Administrators group, cannot run test")
+
+		// Run `--status` a first time to check that it reports correctly that:
+		//   - No vsock registry keys exist
+		//   - User isn't a member of the Hyper-V Administrators group
+		session := podmanTest.Podman([]string{"system", "hyperv-prep", "--status"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).Should(ExitCleanly())
+		Expect(session.OutputToString()).To(ContainSubstring("No vsock registry entries found"))
+		Expect(session.OutputToString()).To(ContainSubstring("Current user is NOT a member"))
+
+		// Run hyperv-prep to create registry entries
+		session = podmanTest.Podman([]string{"system", "hyperv-prep"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).Should(ExitCleanly())
+		Expect(session.OutputToString()).To(ContainSubstring("Network"))
+		Expect(session.OutputToString()).To(ContainSubstring("Events"))
+		Expect(session.OutputToString()).To(ContainSubstring("Fileserver"))
+
+		// Check that running hyperv-prep worked:
+		//  - The registry entries for vsock have been created (for 2 mounts)
+		//  - The user is a member of the Hyper-V Administrators group
+		Expect(vsock.CheckIfHVSockRegistryEntriesExist(2)).To(BeTrue(),
+			"vsock registry entries don't exist after running hyperv-prep")
+		Expect(isCurrentUserHyperVAdmin()).To(BeTrue(),
+			"user isn't a member of the Hyper-V Administrators group after running hyperv-prep")
+
+		// Run --status a second time to shows the created entries
+		session = podmanTest.Podman([]string{"system", "hyperv-prep", "--status"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).Should(ExitCleanly())
+		Expect(session.OutputToString()).To(ContainSubstring("Network"))
+		Expect(session.OutputToString()).To(ContainSubstring("Events"))
+		Expect(session.OutputToString()).To(ContainSubstring("Fileserver"))
+
+		// Reset the entries to clean up
+		session = podmanTest.Podman([]string{"system", "hyperv-prep", "--reset", "--force"})
+		session.WaitWithDefaultTimeout()
+		Expect(session).Should(ExitCleanly())
+		Expect(session.OutputToString()).To(ContainSubstring("Successfully removed"))
+	})
+})
+
+func isCurrentUserHyperVAdmin() bool {
+	u, err := user.Current()
+	if err != nil {
+		return false
+	}
+	out, err := exec.Command("powershell", "-NoProfile", "-Command",
+		`Get-LocalGroupMember -Name "Hyper-V Administrators"`).Output()
+	if err != nil {
+		return false
+	}
+	for _, line := range strings.Split(string(out), "\n") {
+		if strings.Contains(line, u.Username) {
+			return true
+		}
+	}
+	return false
+}
diff --git a/winmake.ps1 b/winmake.ps1
index ae3b7467db..c0820b7c9b 100644
--- a/winmake.ps1
+++ b/winmake.ps1
@@ -78,6 +78,15 @@ function Local-Machine {
     param (
         [string]$files
     );
+    Ginkgo-Run -files $files -testPath 'pkg/machine/e2e/.' -defaultTimeout '50m'
+}
+
+function Ginkgo-Run {
+    param (
+        [string]$files,
+        [string]$testPath = 'test/e2e/.',
+        [string]$defaultTimeout = '5m'
+    );
     Build-Ginkgo
     if ($files) {
         $files = "--focus-file ""$files"""
@@ -89,8 +98,8 @@ function Local-Machine {
         $focus = "--focus ""$FOCUS"" --silence-skips"
     }
 
-    if ($null -eq $ENV:GINKGOTIMEOUT) { $ENV:GINKGOTIMEOUT = '--timeout=50m' }
-    Run-Command "./bin/ginkgo.exe -vv --tags `"$remotetags`" ${ENV:GINKGOTIMEOUT} --trace --no-color $focus $files pkg/machine/e2e/."
+    if ($null -eq $ENV:GINKGOTIMEOUT) { $ENV:GINKGOTIMEOUT = "--timeout=$defaultTimeout" }
+    Run-Command "./bin/ginkgo.exe -vv --tags `"$remotetags`" ${ENV:GINKGOTIMEOUT} --trace --no-color $focus $files $testPath"
 }
 
 # Expect starting directory to be /podman
@@ -379,6 +388,12 @@ switch ($target) {
         }
         Local-Machine -files $files
     }
+    'ginkgo-run' {
+        if ($params.Count -gt 1) {
+            $files = $params[1]
+        }
+        Ginkgo-Run -files $files
+    }
     'clean' {
         Make-Clean
     }
@@ -431,6 +446,12 @@ switch ($target) {
         Write-Host 'Example: Run specific machine tests '
         Write-Host ' .\winmake localmachine 'basic_test.go""
         Write-Host
+        Write-Host 'Example: Run all e2e tests '
+        Write-Host ' .\winmake ginkgo-run'
+        Write-Host
+        Write-Host 'Example: Run specific e2e tests '
+        Write-Host ' .\winmake ginkgo-run "system_hyperv_prep_test.go"'
+        Write-Host
         Write-Host 'Example: Download win-gvproxy and win-sshproxy helpers'
         Write-Host ' .\winmake win-gvproxy'
         Write-Host