diff --git a/pkg/machine/e2e/config_init_test.go b/pkg/machine/e2e/config_init_test.go
index 51dd397159..c0c2b1c89f 100644
--- a/pkg/machine/e2e/config_init_test.go
+++ b/pkg/machine/e2e/config_init_test.go
@@ -19,16 +19,17 @@ type initMachine struct {
 	      --volume-driver string   Optional volume driver
 
 	*/
-	cpus         *uint
-	diskSize     *uint
-	ignitionPath string
-	username     string
-	imagePath    string
-	memory       *uint
-	now          bool
-	timezone     string
-	rootful      bool
-	volumes      []string
+	cpus               *uint
+	diskSize           *uint
+	ignitionPath       string
+	username           string
+	imagePath          string
+	memory             *uint
+	now                bool
+	timezone           string
+	rootful            bool
+	volumes            []string
+	userModeNetworking bool
 
 	cmd []string
 }
@@ -65,6 +66,9 @@ func (i *initMachine) buildCmd(m *machineTestBuilder) []string {
 	if i.rootful {
 		cmd = append(cmd, "--rootful")
 	}
+	if i.userModeNetworking {
+		cmd = append(cmd, "--user-mode-networking")
+	}
 	cmd = append(cmd, m.name)
 	i.cmd = cmd
 	return cmd
@@ -118,3 +122,8 @@ func (i *initMachine) withRootful(r bool) *initMachine {
 	i.rootful = r
 	return i
 }
+
+func (i *initMachine) withUserModeNetworking(r bool) *initMachine {
+	i.userModeNetworking = r
+	return i
+}
diff --git a/pkg/machine/e2e/config_set_test.go b/pkg/machine/e2e/config_set_test.go
index 1ebd97d118..09e71f00f8 100644
--- a/pkg/machine/e2e/config_set_test.go
+++ b/pkg/machine/e2e/config_set_test.go
@@ -5,10 +5,11 @@ import (
 )
 
 type setMachine struct {
-	cpus     *uint
-	diskSize *uint
-	memory   *uint
-	rootful  bool
+	cpus               *uint
+	diskSize           *uint
+	memory             *uint
+	rootful            bool
+	userModeNetworking bool
 
 	cmd []string
 }
@@ -27,6 +28,9 @@ func (i *setMachine) buildCmd(m *machineTestBuilder) []string {
 	if i.rootful {
 		cmd = append(cmd, "--rootful")
 	}
+	if i.userModeNetworking {
+		cmd = append(cmd, "--user-mode-networking")
+	}
 	cmd = append(cmd, m.name)
 	i.cmd = cmd
 	return cmd
@@ -50,3 +54,8 @@ func (i *setMachine) withRootful(r bool) *setMachine {
 	i.rootful = r
 	return i
 }
+
+func (i *setMachine) withUserModeNetworking(r bool) *setMachine {
+	i.userModeNetworking = r
+	return i
+}
diff --git a/pkg/machine/e2e/config_test.go b/pkg/machine/e2e/config_test.go
index 06f9ca9f0b..321d276678 100644
--- a/pkg/machine/e2e/config_test.go
+++ b/pkg/machine/e2e/config_test.go
@@ -6,6 +6,7 @@ import (
 	"os"
 	"os/exec"
 	"path/filepath"
+	"runtime"
 	"strings"
 	"time"
 
@@ -201,3 +202,16 @@ func (matcher *ValidJSONMatcher) FailureMessage(actual interface{}) (message str
 func (matcher *ValidJSONMatcher) NegatedFailureMessage(actual interface{}) (message string) {
 	return format.Message(actual, "to _not_ be valid JSON")
 }
+
+func checkReason(reason string) {
+	if len(reason) < 5 {
+		panic("Test must specify a reason to skip")
+	}
+}
+
+func SkipIfNotWindows(reason string) {
+	checkReason(reason)
+	if runtime.GOOS != "windows" {
+		Skip("[not windows]: " + reason)
+	}
+}
diff --git a/pkg/machine/e2e/init_test.go b/pkg/machine/e2e/init_test.go
index 9cd3ffa0fd..8d156abc4d 100644
--- a/pkg/machine/e2e/init_test.go
+++ b/pkg/machine/e2e/init_test.go
@@ -186,7 +186,7 @@ var _ = Describe("podman machine init", func() {
 
 	})
 
-	It("machine init rootful docker.sock check", func() {
+	It("machine init rootful with docker.sock check", func() {
 		i := initMachine{}
 		name := randomString()
 		session, err := mb.setName(name).setCmd(i.withImagePath(mb.imagePath).withRootful(true)).run()
@@ -198,6 +198,13 @@ var _ = Describe("podman machine init", func() {
 		Expect(err).ToNot(HaveOccurred())
 		Expect(ssession).Should(Exit(0))
 
+		inspect := new(inspectMachine)
+		inspect = inspect.withFormat("{{.Rootful}}")
+		inspectSession, err := mb.setName(name).setCmd(inspect).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(inspectSession).To(Exit(0))
+		Expect(inspectSession.outputToString()).To(Equal("true"))
+
 		ssh2 := sshMachine{}
 		sshSession2, err := mb.setName(name).setCmd(ssh2.withSSHCommand([]string{"readlink /var/run/docker.sock"})).run()
 		Expect(err).ToNot(HaveOccurred())
@@ -205,4 +212,21 @@ var _ = Describe("podman machine init", func() {
 		output := strings.TrimSpace(sshSession2.outputToString())
 		Expect(output).To(Equal("/run/podman/podman.sock"))
 	})
+
+	It("init with user mode networking ", func() {
+		SkipIfNotWindows("setting user mode networking is only honored on Windows")
+
+		i := new(initMachine)
+		name := randomString()
+		session, err := mb.setName(name).setCmd(i.withImagePath(mb.imagePath).withUserModeNetworking(true)).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(session).To(Exit(0))
+
+		inspect := new(inspectMachine)
+		inspect = inspect.withFormat("{{.UserModeNetworking}}")
+		inspectSession, err := mb.setName(name).setCmd(inspect).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(inspectSession).To(Exit(0))
+		Expect(inspectSession.outputToString()).To(Equal("true"))
+	})
 })
diff --git a/pkg/machine/e2e/set_test.go b/pkg/machine/e2e/set_test.go
index 1dd34e9627..a1f12cdad6 100644
--- a/pkg/machine/e2e/set_test.go
+++ b/pkg/machine/e2e/set_test.go
@@ -101,7 +101,7 @@ var _ = Describe("podman machine set", func() {
 		Expect(sshSession3.outputToString()).To(ContainSubstring("100 GiB"))
 	})
 
-	It("set rootful, docker sock change", func() {
+	It("set rootful with docker sock change", func() {
 		name := randomString()
 		i := new(initMachine)
 		session, err := mb.setName(name).setCmd(i.withImagePath(mb.imagePath)).run()
@@ -118,6 +118,13 @@ var _ = Describe("podman machine set", func() {
 		Expect(err).ToNot(HaveOccurred())
 		Expect(startSession).To(Exit(0))
 
+		inspect := new(inspectMachine)
+		inspect = inspect.withFormat("{{.Rootful}}")
+		inspectSession, err := mb.setName(name).setCmd(inspect).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(inspectSession).To(Exit(0))
+		Expect(inspectSession.outputToString()).To(Equal("true"))
+
 		ssh2 := sshMachine{}
 		sshSession2, err := mb.setName(name).setCmd(ssh2.withSSHCommand([]string{"readlink /var/run/docker.sock"})).run()
 		Expect(err).ToNot(HaveOccurred())
@@ -125,4 +132,26 @@ var _ = Describe("podman machine set", func() {
 		output := strings.TrimSpace(sshSession2.outputToString())
 		Expect(output).To(Equal("/run/podman/podman.sock"))
 	})
+
+	It("set user mode networking", func() {
+		SkipIfNotWindows("Setting user mode networking is only honored on Windows")
+
+		name := randomString()
+		i := new(initMachine)
+		session, err := mb.setName(name).setCmd(i.withImagePath(mb.imagePath)).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(session).To(Exit(0))
+
+		set := setMachine{}
+		setSession, err := mb.setName(name).setCmd(set.withUserModeNetworking(true)).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(setSession).To(Exit(0))
+
+		inspect := new(inspectMachine)
+		inspect = inspect.withFormat("{{.UserModeNetworking}}")
+		inspectSession, err := mb.setName(name).setCmd(inspect).run()
+		Expect(err).ToNot(HaveOccurred())
+		Expect(inspectSession).To(Exit(0))
+		Expect(inspectSession.outputToString()).To(Equal("true"))
+	})
 })