diff --git a/plugins/communicators/ssh/communicator.rb b/plugins/communicators/ssh/communicator.rb
index ac6589591..6ae96cc39 100644
--- a/plugins/communicators/ssh/communicator.rb
+++ b/plugins/communicators/ssh/communicator.rb
@@ -287,6 +287,16 @@ module VagrantPlugins
 
         # Open the channel so we can execute or command
         channel = connection.open_channel do |ch|
+          if @machine.config.ssh.pty
+            ch.request_pty do |ch2, success|
+              if success
+                @logger.debug("pty obtained for connection")
+              else
+                @logger.warn("failed to obtain pty, will try to continue anyways")
+              end
+            end
+          end
+
           ch.exec(shell_cmd) do |ch2, _|
             # Setup the channel callbacks so we can get data and exit status
             ch2.on_data do |ch3, data|
diff --git a/plugins/kernel_v2/config/ssh.rb b/plugins/kernel_v2/config/ssh.rb
index 883697acb..e39ec65ce 100644
--- a/plugins/kernel_v2/config/ssh.rb
+++ b/plugins/kernel_v2/config/ssh.rb
@@ -11,6 +11,7 @@ module VagrantPlugins
       attr_accessor :keep_alive
       attr_accessor :shell
       attr_accessor :proxy_command
+      attr_accessor :pty
 
       attr_reader :default
 
@@ -22,6 +23,7 @@ module VagrantPlugins
         @guest_port    = UNSET_VALUE
         @keep_alive    = UNSET_VALUE
         @proxy_command = UNSET_VALUE
+        @pty           = UNSET_VALUE
         @shell         = UNSET_VALUE
 
         @default    = SSHConnectConfig.new
@@ -42,6 +44,7 @@ module VagrantPlugins
         @guest_port = nil if @guest_port == UNSET_VALUE
         @keep_alive = false if @keep_alive == UNSET_VALUE
         @proxy_command = nil if @proxy_command == UNSET_VALUE
+        @pty        = false if @pty == UNSET_VALUE
         @shell      = nil if @shell == UNSET_VALUE
 
         @default.finalize!