diff --git a/plugins/provisioners/shell/config.rb b/plugins/provisioners/shell/config.rb
index 19d5180a9..aaadb8081 100755
--- a/plugins/provisioners/shell/config.rb
+++ b/plugins/provisioners/shell/config.rb
@@ -81,7 +81,7 @@ module VagrantPlugins
           errors << I18n.t("vagrant.provisioners.shell.args_bad_type")
         end
 
-        if @elevated_interactive == true && @privileged == false
+        if elevated_interactive && !privileged
           errors << I18n.t("vagrant.provisioners.shell.interactive_not_elevated")
         end
 
diff --git a/test/unit/plugins/communicators/winrm/communicator_test.rb b/test/unit/plugins/communicators/winrm/communicator_test.rb
index e98f646b3..829170bd6 100644
--- a/test/unit/plugins/communicators/winrm/communicator_test.rb
+++ b/test/unit/plugins/communicators/winrm/communicator_test.rb
@@ -93,6 +93,15 @@ describe VagrantPlugins::CommunicatorWinRM::Communicator do
       expect(subject.execute("dir", { elevated: true })).to eq(0)
     end
 
+    it "wraps command in elevated and interactive shell script when elevated and interactive are true" do
+      expect(shell).to receive(:upload).with(kind_of(String), "c:/tmp/vagrant-elevated-shell.ps1")
+      expect(shell).to receive(:powershell) do |cmd|
+        expect(cmd).to eq("powershell -executionpolicy bypass -file \"c:/tmp/vagrant-elevated-shell.ps1\" " +
+          "-username \"vagrant\" -password \"password\" -encoded_command \"ZABpAHIAOwAgAGUAeABpAHQAIAAkAEwAQQBTAFQARQBYAEkAVABDAE8ARABFAA==\"")
+      end.and_return({ exitcode: 0 })
+      expect(subject.execute("dir", { elevated: true, interactive: true })).to eq(0)
+    end
+
     it "can use cmd shell" do
       expect(shell).to receive(:cmd).with(kind_of(String)).and_return({ exitcode: 0 })
       expect(subject.execute("dir", { shell: :cmd })).to eq(0)
diff --git a/test/unit/plugins/provisioners/shell/config_test.rb b/test/unit/plugins/provisioners/shell/config_test.rb
index 946b4c2a8..582740162 100644
--- a/test/unit/plugins/provisioners/shell/config_test.rb
+++ b/test/unit/plugins/provisioners/shell/config_test.rb
@@ -85,6 +85,19 @@ describe "VagrantPlugins::Shell::Config" do
         I18n.t("vagrant.provisioners.shell.args_bad_type")
       ])
     end
+
+    it "returns an error if elevated_interactive is true but privileged is false" do
+      subject.path = file_that_exists
+      subject.elevated_interactive = true
+      subject.privileged = false
+      subject.finalize!
+
+      result = subject.validate(machine)
+
+      expect(result["shell provisioner"]).to eq([
+        I18n.t("vagrant.provisioners.shell.interactive_not_elevated")
+      ])
+    end
   end
 
   describe 'finalize!' do