diff --git a/plugins/communicators/winrm/command_filter.rb b/plugins/communicators/winrm/command_filter.rb
new file mode 100644
index 000000000..dcae3d1fc
--- /dev/null
+++ b/plugins/communicators/winrm/command_filter.rb
@@ -0,0 +1,47 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+   
+    # Handles loading and applying all available WinRM command filters
+    class CommandFilter
+
+      @@cmd_filters = [
+        "cat",
+        "chmod",
+        "chown",
+        "rm",
+        "test",
+        "uname",
+        "which"
+      ]
+
+      # Filter the given Vagrant command to ensure compatibility with Windows
+      #
+      # @param [String] The Vagrant shell command
+      # @returns [String] Windows runnable command or empty string
+      def filter(command)
+        command_filters.each { |c| command = c.filter(command) if c.accept?(command) }
+        command
+      end
+
+      # All the available Linux command filters
+      #
+      # @returns [Array] All Linux command filter instances
+      def command_filters
+        @command_filters ||= create_command_filters()
+      end
+
+      private
+
+      def create_command_filters
+        [].tap do |filters|
+          @@cmd_filters.each do |cmd|
+            require_relative "command_filters/#{cmd}"
+            class_name = "VagrantPlugins::CommunicatorWinRM::CommandFilters::#{cmd.capitalize}"
+            filters << Module.const_get(class_name).new
+          end
+        end
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/cat.rb b/plugins/communicators/winrm/command_filters/cat.rb
new file mode 100644
index 000000000..5d9cf8e01
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/cat.rb
@@ -0,0 +1,27 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Handles the special case of determining the guest OS using cat
+      class Cat
+
+        def filter(command)
+          # cat /etc/release | grep -i OmniOS
+          # cat /etc/redhat-release
+          # cat /etc/issue | grep 'Core Linux'
+          # cat /etc/release | grep -i SmartOS
+          ''
+        end
+
+        def accept?(command)
+          # cat works in PowerShell, however we don't want to run Guest
+          # OS detection as this will fail on Windows because the lack of the
+          # grep command
+          command.start_with?('cat /etc/')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/chmod.rb b/plugins/communicators/winrm/command_filters/chmod.rb
new file mode 100644
index 000000000..a336f5dd4
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/chmod.rb
@@ -0,0 +1,21 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Converts a *nix 'chmod' command to a PowerShell equivalent
+      class Chmod
+
+        def filter(command)
+          # Not support on Windows, the communicator will skip this command
+          ''
+        end
+
+        def accept?(command)
+          command.start_with?('chmod ')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/chown.rb b/plugins/communicators/winrm/command_filters/chown.rb
new file mode 100644
index 000000000..127731ff6
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/chown.rb
@@ -0,0 +1,21 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Converts a *nix 'chown' command to a PowerShell equivalent
+      class Chown
+
+        def filter(command)
+          # Not support on Windows, the communicator will skip this command
+          ''
+        end
+
+        def accept?(command)
+          command.start_with?('chown ')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/rm.rb b/plugins/communicators/winrm/command_filters/rm.rb
new file mode 100644
index 000000000..a0078c83d
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/rm.rb
@@ -0,0 +1,28 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Converts a *nix 'rm' command to a PowerShell equivalent
+      class Rm
+
+        def filter(command)
+          # rm -Rf /some/dir
+          # rm /some/dir
+          cmd_parts = command.strip.split(/\s+/)
+          dir = cmd_parts[1]
+          if dir == '-Rf'
+            dir = cmd_parts[2]
+            return "rm '#{dir}' -recurse -force"
+          end
+          return "rm '#{dir}' -force"
+        end
+
+        def accept?(command)
+          command.start_with?('rm ')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/test.rb b/plugins/communicators/winrm/command_filters/test.rb
new file mode 100644
index 000000000..d837ece0c
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/test.rb
@@ -0,0 +1,37 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Converts a *nix 'test' command to a PowerShell equivalent
+      class Test
+
+        def filter(command)
+          # test -d /tmp/dir
+          # test -f /tmp/afile
+          # test -L /somelink
+          # test -x /tmp/some.exe
+          
+          cmd_parts = command.strip.split(/\s+/)
+          if cmd_parts[1] == '-d'
+            # ensure it exists and is a directory
+            return "if ((Test-Path '#{cmd_parts[2]}') -and (get-item '#{cmd_parts[2]}').PSIsContainer) { exit 0 } exit 1"
+          elsif cmd_parts[1] == '-f' || cmd_parts[1] == '-x'
+            # ensure it exists and is a file
+            return "if ((Test-Path '#{cmd_parts[2]}') -and (!(get-item '#{cmd_parts[2]}').PSIsContainer)) { exit 0 } exit 1"
+          end
+
+          # otherwise, just check for existence
+          return "if (Test-Path '#{cmd_parts[2]}') { exit 0 } exit 1"
+        end
+
+        # if (Test-Path 'c:\windows' && (get-item 'c:\windows').PSIsContainer) { Write-Host 0 } Write-Host 1
+
+        def accept?(command)
+          command.start_with?('test ')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/uname.rb b/plugins/communicators/winrm/command_filters/uname.rb
new file mode 100644
index 000000000..4a8b0836d
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/uname.rb
@@ -0,0 +1,31 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Converts a *nix 'uname' command to a PowerShell equivalent
+      class Uname
+
+        def filter(command)
+          # uname -s | grep 'Darwin'
+          # uname -s | grep VMkernel
+          # uname -s | grep 'FreeBSD'
+          # uname -s | grep 'Linux'
+          # uname -s | grep NetBSD
+          # uname -s | grep 'OpenBSD'
+          # uname -sr | grep SunOS | grep -v 5.11
+          # uname -sr | grep 'SunOS 5.11'
+
+          # uname is used to detect the guest type in Vagrant, so don't bother running
+          # to speed up OS detection
+          ''
+        end
+
+        def accept?(command)
+          command.start_with?('uname ')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/plugins/communicators/winrm/command_filters/which.rb b/plugins/communicators/winrm/command_filters/which.rb
new file mode 100644
index 000000000..cf046ca19
--- /dev/null
+++ b/plugins/communicators/winrm/command_filters/which.rb
@@ -0,0 +1,26 @@
+module VagrantPlugins
+  module CommunicatorWinRM
+    module CommandFilters
+
+      # Converts a *nix 'which' command to a PowerShell equivalent
+      class Which
+
+        def filter(command)
+          executable = command.strip.split(/\s+/)[1]
+          return <<-EOH
+            $command = [Array](Get-Command #{executable} -errorAction SilentlyContinue)
+            if ($null -eq $command) { exit 1 }
+            write-host $command[0].Definition
+            exit 0
+          EOH
+        end
+
+        def accept?(command)
+          command.start_with?('which ')
+        end
+
+      end
+
+    end
+  end
+end
diff --git a/test/unit/plugins/communicators/winrm/command_filter_test.rb b/test/unit/plugins/communicators/winrm/command_filter_test.rb
new file mode 100644
index 000000000..71010154d
--- /dev/null
+++ b/test/unit/plugins/communicators/winrm/command_filter_test.rb
@@ -0,0 +1,70 @@
+require File.expand_path("../../../../base", __FILE__)
+
+require Vagrant.source_root.join("plugins/communicators/winrm/command_filter")
+
+describe VagrantPlugins::CommunicatorWinRM::CommandFilter, :unit => true do
+
+  describe '.command_filters' do
+    it 'initializes all command filters in command filters directory' do
+      expect(subject.command_filters()).not_to be_empty
+    end
+  end
+
+  describe '.filter' do
+    it 'filters out uname commands' do
+      expect(subject.filter('uname -s stuff')).to eq('')
+    end
+
+    it 'filters out which commands' do
+      expect(subject.filter('which ruby')).to include(
+        '[Array](Get-Command ruby -errorAction SilentlyContinue)')
+    end
+
+    it 'filters out test -d commands' do
+      expect(subject.filter('test -d /tmp/dir')).to eq(
+        "if ((Test-Path '/tmp/dir') -and (get-item '/tmp/dir').PSIsContainer) { exit 0 } exit 1")
+    end
+
+    it 'filters out test -f commands' do
+      expect(subject.filter('test -f /tmp/file.txt')).to eq(
+        "if ((Test-Path '/tmp/file.txt') -and (!(get-item '/tmp/file.txt').PSIsContainer)) { exit 0 } exit 1")
+    end
+
+    it 'filters out test -x commands' do
+      expect(subject.filter('test -x /tmp/file.txt')).to eq(
+        "if ((Test-Path '/tmp/file.txt') -and (!(get-item '/tmp/file.txt').PSIsContainer)) { exit 0 } exit 1")
+    end
+
+    it 'filters out other test commands' do
+      expect(subject.filter('test -L /tmp/file.txt')).to eq(
+        "if (Test-Path '/tmp/file.txt') { exit 0 } exit 1")
+    end
+
+    it 'filters out rm -Rf commands' do
+      expect(subject.filter('rm -Rf /some/dir')).to eq(
+        "rm '/some/dir' -recurse -force")
+    end
+
+    it 'filters out rm commands' do
+      expect(subject.filter('rm /some/dir')).to eq(
+        "rm '/some/dir' -force")
+    end
+
+    it 'filters out chown commands' do
+      expect(subject.filter("chown -R root '/tmp/dir'")).to eq('')
+    end
+
+    it 'filters out chmod commands' do
+      expect(subject.filter("chmod 0600 ~/.ssh/authorized_keys")).to eq('')
+    end
+
+    it 'filters out certain cat commands' do
+      expect(subject.filter("cat /etc/release | grep -i OmniOS")).to eq('')
+    end
+
+    it 'should not filter out other cat commands' do
+      expect(subject.filter("cat /tmp/somefile")).to eq('cat /tmp/somefile')
+    end
+  end
+
+end