diff --git a/Vagrantfile b/Vagrantfile
index dfa95cc74..90f91c8bc 100644
--- a/Vagrantfile
+++ b/Vagrantfile
@@ -6,7 +6,7 @@
 Vagrant.configure("2") do |config|
   config.vagrant.host = "hahah"
 
-  config.ssh.connection_timeout = 30
+  config.ssh.connect_timeout = 30
 
   config.winrm.username = "test"
   config.winrm.password = "test"
@@ -25,7 +25,7 @@ Vagrant.configure("2") do |config|
   ["a", "b"].each do |m|
     config.vm.define m do |c|
       c.vagrant.host = "ubuntu"
-      c.winrm_host = "computer-#{m}"
+      c.winrm.host = "computer-#{m}"
       c.vm.hostname = "computer-#{m}"
       c.vm.box = "hashicorp/bionic64"
       c.vm.network "forwarded_port", guest: 80, host: 8080
diff --git a/internal/server/proto/ruby_vagrant/ruby-server.pb.go b/internal/server/proto/ruby_vagrant/ruby-server.pb.go
index f3a4ef873..5f20d2763 100644
--- a/internal/server/proto/ruby_vagrant/ruby-server.pb.go
+++ b/internal/server/proto/ruby_vagrant/ruby-server.pb.go
@@ -623,30 +623,7 @@ type VagrantfileComponents_ConfigSSH struct {
 	sizeCache     protoimpl.SizeCache
 	unknownFields protoimpl.UnknownFields
 
-	Compresssion          bool     `protobuf:"varint,1,opt,name=compresssion,proto3" json:"compresssion,omitempty"`
-	ConnectTimeout        int64    `protobuf:"varint,2,opt,name=connect_timeout,json=connectTimeout,proto3" json:"connect_timeout,omitempty"`
-	Config                string   `protobuf:"bytes,3,opt,name=config,proto3" json:"config,omitempty"`
-	DsaAuthentication     bool     `protobuf:"varint,4,opt,name=dsa_authentication,json=dsaAuthentication,proto3" json:"dsa_authentication,omitempty"`
-	ExportCommandTemplate string   `protobuf:"bytes,5,opt,name=export_command_template,json=exportCommandTemplate,proto3" json:"export_command_template,omitempty"`
-	ExtraArgs             []string `protobuf:"bytes,6,rep,name=extra_args,json=extraArgs,proto3" json:"extra_args,omitempty"`
-	ForwardAgent          bool     `protobuf:"varint,7,opt,name=forward_agent,json=forwardAgent,proto3" json:"forward_agent,omitempty"`
-	ForwardEnv            []string `protobuf:"bytes,8,rep,name=forward_env,json=forwardEnv,proto3" json:"forward_env,omitempty"`
-	ForwardX11            bool     `protobuf:"varint,9,opt,name=forward_x11,json=forwardX11,proto3" json:"forward_x11,omitempty"`
-	GuestPort             int32    `protobuf:"varint,10,opt,name=guest_port,json=guestPort,proto3" json:"guest_port,omitempty"`
-	Host                  string   `protobuf:"bytes,11,opt,name=host,proto3" json:"host,omitempty"`
-	InsertKey             bool     `protobuf:"varint,12,opt,name=insert_key,json=insertKey,proto3" json:"insert_key,omitempty"`
-	KeepAlive             bool     `protobuf:"varint,13,opt,name=keep_alive,json=keepAlive,proto3" json:"keep_alive,omitempty"`
-	KeysOnly              bool     `protobuf:"varint,14,opt,name=keys_only,json=keysOnly,proto3" json:"keys_only,omitempty"`
-	Paranoid              bool     `protobuf:"varint,15,opt,name=paranoid,proto3" json:"paranoid,omitempty"`
-	Port                  int32    `protobuf:"varint,16,opt,name=port,proto3" json:"port,omitempty"`
-	PrivateKeyPath        []string `protobuf:"bytes,17,rep,name=private_key_path,json=privateKeyPath,proto3" json:"private_key_path,omitempty"`
-	ProxyCommand          string   `protobuf:"bytes,18,opt,name=proxy_command,json=proxyCommand,proto3" json:"proxy_command,omitempty"`
-	Pty                   bool     `protobuf:"varint,19,opt,name=pty,proto3" json:"pty,omitempty"`
-	RemoteUser            string   `protobuf:"bytes,20,opt,name=remote_user,json=remoteUser,proto3" json:"remote_user,omitempty"`
-	Shell                 string   `protobuf:"bytes,21,opt,name=shell,proto3" json:"shell,omitempty"`
-	SudoCommand           string   `protobuf:"bytes,22,opt,name=sudo_command,json=sudoCommand,proto3" json:"sudo_command,omitempty"`
-	Username              string   `protobuf:"bytes,23,opt,name=username,proto3" json:"username,omitempty"`
-	VerifyHostKey         string   `protobuf:"bytes,24,opt,name=verify_host_key,json=verifyHostKey,proto3" json:"verify_host_key,omitempty"`
+	Config *any.Any `protobuf:"bytes,1,opt,name=config,proto3" json:"config,omitempty"`
 }
 
 func (x *VagrantfileComponents_ConfigSSH) Reset() {
@@ -681,195 +658,19 @@ func (*VagrantfileComponents_ConfigSSH) Descriptor() ([]byte, []int) {
 	return file_proto_ruby_vagrant_ruby_server_proto_rawDescGZIP(), []int{4, 1}
 }
 
-func (x *VagrantfileComponents_ConfigSSH) GetCompresssion() bool {
-	if x != nil {
-		return x.Compresssion
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetConnectTimeout() int64 {
-	if x != nil {
-		return x.ConnectTimeout
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetConfig() string {
+func (x *VagrantfileComponents_ConfigSSH) GetConfig() *any.Any {
 	if x != nil {
 		return x.Config
 	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetDsaAuthentication() bool {
-	if x != nil {
-		return x.DsaAuthentication
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetExportCommandTemplate() string {
-	if x != nil {
-		return x.ExportCommandTemplate
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetExtraArgs() []string {
-	if x != nil {
-		return x.ExtraArgs
-	}
 	return nil
 }
 
-func (x *VagrantfileComponents_ConfigSSH) GetForwardAgent() bool {
-	if x != nil {
-		return x.ForwardAgent
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetForwardEnv() []string {
-	if x != nil {
-		return x.ForwardEnv
-	}
-	return nil
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetForwardX11() bool {
-	if x != nil {
-		return x.ForwardX11
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetGuestPort() int32 {
-	if x != nil {
-		return x.GuestPort
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetHost() string {
-	if x != nil {
-		return x.Host
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetInsertKey() bool {
-	if x != nil {
-		return x.InsertKey
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetKeepAlive() bool {
-	if x != nil {
-		return x.KeepAlive
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetKeysOnly() bool {
-	if x != nil {
-		return x.KeysOnly
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetParanoid() bool {
-	if x != nil {
-		return x.Paranoid
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetPort() int32 {
-	if x != nil {
-		return x.Port
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetPrivateKeyPath() []string {
-	if x != nil {
-		return x.PrivateKeyPath
-	}
-	return nil
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetProxyCommand() string {
-	if x != nil {
-		return x.ProxyCommand
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetPty() bool {
-	if x != nil {
-		return x.Pty
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetRemoteUser() string {
-	if x != nil {
-		return x.RemoteUser
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetShell() string {
-	if x != nil {
-		return x.Shell
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetSudoCommand() string {
-	if x != nil {
-		return x.SudoCommand
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetUsername() string {
-	if x != nil {
-		return x.Username
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigSSH) GetVerifyHostKey() string {
-	if x != nil {
-		return x.VerifyHostKey
-	}
-	return ""
-}
-
 type VagrantfileComponents_ConfigWinRM struct {
 	state         protoimpl.MessageState
 	sizeCache     protoimpl.SizeCache
 	unknownFields protoimpl.UnknownFields
 
-	Username  string `protobuf:"bytes,1,opt,name=username,proto3" json:"username,omitempty"`
-	Password  string `protobuf:"bytes,2,opt,name=password,proto3" json:"password,omitempty"`
-	Host      string `protobuf:"bytes,3,opt,name=host,proto3" json:"host,omitempty"`
-	Port      int32  `protobuf:"varint,4,opt,name=port,proto3" json:"port,omitempty"`
-	GuestPort int32  `protobuf:"varint,5,opt,name=guest_port,json=guestPort,proto3" json:"guest_port,omitempty"`
-	// Note: this could be an enum, however in order to make
-	// the ruby -> proto translation a bit more simple, leaving
-	// this as a string
-	Transport           string `protobuf:"bytes,6,opt,name=transport,proto3" json:"transport,omitempty"`
-	BasicAuthOnly       bool   `protobuf:"varint,7,opt,name=basic_auth_only,json=basicAuthOnly,proto3" json:"basic_auth_only,omitempty"`
-	ExecutionTimeLimit  string `protobuf:"bytes,8,opt,name=execution_time_limit,json=executionTimeLimit,proto3" json:"execution_time_limit,omitempty"`
-	SslPeerVerification bool   `protobuf:"varint,9,opt,name=ssl_peer_verification,json=sslPeerVerification,proto3" json:"ssl_peer_verification,omitempty"`
-	Timeout             int32  `protobuf:"varint,10,opt,name=timeout,proto3" json:"timeout,omitempty"`
-	MaxTries            int32  `protobuf:"varint,11,opt,name=max_tries,json=maxTries,proto3" json:"max_tries,omitempty"`
-	RetryDelay          int32  `protobuf:"varint,12,opt,name=retry_delay,json=retryDelay,proto3" json:"retry_delay,omitempty"`
-	Codepage            string `protobuf:"bytes,13,opt,name=codepage,proto3" json:"codepage,omitempty"`
+	Config *any.Any `protobuf:"bytes,1,opt,name=config,proto3" json:"config,omitempty"`
 }
 
 func (x *VagrantfileComponents_ConfigWinRM) Reset() {
@@ -904,95 +705,11 @@ func (*VagrantfileComponents_ConfigWinRM) Descriptor() ([]byte, []int) {
 	return file_proto_ruby_vagrant_ruby_server_proto_rawDescGZIP(), []int{4, 2}
 }
 
-func (x *VagrantfileComponents_ConfigWinRM) GetUsername() string {
+func (x *VagrantfileComponents_ConfigWinRM) GetConfig() *any.Any {
 	if x != nil {
-		return x.Username
+		return x.Config
 	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetPassword() string {
-	if x != nil {
-		return x.Password
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetHost() string {
-	if x != nil {
-		return x.Host
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetPort() int32 {
-	if x != nil {
-		return x.Port
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetGuestPort() int32 {
-	if x != nil {
-		return x.GuestPort
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetTransport() string {
-	if x != nil {
-		return x.Transport
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetBasicAuthOnly() bool {
-	if x != nil {
-		return x.BasicAuthOnly
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetExecutionTimeLimit() string {
-	if x != nil {
-		return x.ExecutionTimeLimit
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetSslPeerVerification() bool {
-	if x != nil {
-		return x.SslPeerVerification
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetTimeout() int32 {
-	if x != nil {
-		return x.Timeout
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetMaxTries() int32 {
-	if x != nil {
-		return x.MaxTries
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetRetryDelay() int32 {
-	if x != nil {
-		return x.RetryDelay
-	}
-	return 0
-}
-
-func (x *VagrantfileComponents_ConfigWinRM) GetCodepage() string {
-	if x != nil {
-		return x.Codepage
-	}
-	return ""
+	return nil
 }
 
 type VagrantfileComponents_ConfigWinssh struct {
@@ -1000,14 +717,7 @@ type VagrantfileComponents_ConfigWinssh struct {
 	sizeCache     protoimpl.SizeCache
 	unknownFields protoimpl.UnknownFields
 
-	ForwardAgent          bool     `protobuf:"varint,1,opt,name=forward_agent,json=forwardAgent,proto3" json:"forward_agent,omitempty"`
-	ForwardEnv            []string `protobuf:"bytes,2,rep,name=forward_env,json=forwardEnv,proto3" json:"forward_env,omitempty"`
-	ProxyCommand          string   `protobuf:"bytes,3,opt,name=proxy_command,json=proxyCommand,proto3" json:"proxy_command,omitempty"`
-	KeepAlive             bool     `protobuf:"varint,4,opt,name=keep_alive,json=keepAlive,proto3" json:"keep_alive,omitempty"`
-	Shell                 string   `protobuf:"bytes,5,opt,name=shell,proto3" json:"shell,omitempty"`
-	ExportCommandTemplate string   `protobuf:"bytes,6,opt,name=export_command_template,json=exportCommandTemplate,proto3" json:"export_command_template,omitempty"`
-	SudoCommand           string   `protobuf:"bytes,7,opt,name=sudo_command,json=sudoCommand,proto3" json:"sudo_command,omitempty"`
-	UploadDirectory       string   `protobuf:"bytes,8,opt,name=upload_directory,json=uploadDirectory,proto3" json:"upload_directory,omitempty"`
+	Config *any.Any `protobuf:"bytes,1,opt,name=config,proto3" json:"config,omitempty"`
 }
 
 func (x *VagrantfileComponents_ConfigWinssh) Reset() {
@@ -1042,62 +752,13 @@ func (*VagrantfileComponents_ConfigWinssh) Descriptor() ([]byte, []int) {
 	return file_proto_ruby_vagrant_ruby_server_proto_rawDescGZIP(), []int{4, 3}
 }
 
-func (x *VagrantfileComponents_ConfigWinssh) GetForwardAgent() bool {
+func (x *VagrantfileComponents_ConfigWinssh) GetConfig() *any.Any {
 	if x != nil {
-		return x.ForwardAgent
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigWinssh) GetForwardEnv() []string {
-	if x != nil {
-		return x.ForwardEnv
+		return x.Config
 	}
 	return nil
 }
 
-func (x *VagrantfileComponents_ConfigWinssh) GetProxyCommand() string {
-	if x != nil {
-		return x.ProxyCommand
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinssh) GetKeepAlive() bool {
-	if x != nil {
-		return x.KeepAlive
-	}
-	return false
-}
-
-func (x *VagrantfileComponents_ConfigWinssh) GetShell() string {
-	if x != nil {
-		return x.Shell
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinssh) GetExportCommandTemplate() string {
-	if x != nil {
-		return x.ExportCommandTemplate
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinssh) GetSudoCommand() string {
-	if x != nil {
-		return x.SudoCommand
-	}
-	return ""
-}
-
-func (x *VagrantfileComponents_ConfigWinssh) GetUploadDirectory() string {
-	if x != nil {
-		return x.UploadDirectory
-	}
-	return ""
-}
-
 type VagrantfileComponents_ConfigVagrant struct {
 	state         protoimpl.MessageState
 	sizeCache     protoimpl.SizeCache
@@ -1687,7 +1348,7 @@ var file_proto_ruby_vagrant_ruby_server_proto_rawDesc = []byte{
 	0x74, 0x2e, 0x56, 0x61, 0x67, 0x72, 0x61, 0x6e, 0x74, 0x66, 0x69, 0x6c, 0x65, 0x43, 0x6f, 0x6d,
 	0x70, 0x6f, 0x6e, 0x65, 0x6e, 0x74, 0x73, 0x2e, 0x56, 0x61, 0x67, 0x72, 0x61, 0x6e, 0x74, 0x66,
 	0x69, 0x6c, 0x65, 0x52, 0x0b, 0x76, 0x61, 0x67, 0x72, 0x61, 0x6e, 0x74, 0x66, 0x69, 0x6c, 0x65,
-	0x22, 0xd4, 0x24, 0x0a, 0x15, 0x56, 0x61, 0x67, 0x72, 0x61, 0x6e, 0x74, 0x66, 0x69, 0x6c, 0x65,
+	0x22, 0x87, 0x1a, 0x0a, 0x15, 0x56, 0x61, 0x67, 0x72, 0x61, 0x6e, 0x74, 0x66, 0x69, 0x6c, 0x65,
 	0x43, 0x6f, 0x6d, 0x70, 0x6f, 0x6e, 0x65, 0x6e, 0x74, 0x73, 0x1a, 0xa7, 0x0d, 0x0a, 0x08, 0x43,
 	0x6f, 0x6e, 0x66, 0x69, 0x67, 0x56, 0x4d, 0x12, 0x3d, 0x0a, 0x1b, 0x61, 0x6c, 0x6c, 0x6f, 0x77,
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@@ -1795,209 +1456,124 @@ var file_proto_ruby_vagrant_ruby_server_proto_rawDesc = []byte{
 	0x6f, 0x6e, 0x73, 0x45, 0x6e, 0x74, 0x72, 0x79, 0x12, 0x10, 0x0a, 0x03, 0x6b, 0x65, 0x79, 0x18,
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 }
 
 var (
@@ -2045,25 +1621,28 @@ var file_proto_ruby_vagrant_ruby_server_proto_depIdxs = []int32{
 	14, // 5: hashicorp.vagrant.VagrantfileComponents.ConfigVM.networks:type_name -> hashicorp.vagrant.VagrantfileComponents.Network
 	12, // 6: hashicorp.vagrant.VagrantfileComponents.ConfigVM.provisioners:type_name -> hashicorp.vagrant.VagrantfileComponents.Provisioner
 	15, // 7: hashicorp.vagrant.VagrantfileComponents.ConfigVM.synced_folders:type_name -> hashicorp.vagrant.VagrantfileComponents.SyncedFolder
-	6,  // 8: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_vm:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigVM
-	7,  // 9: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_ssh:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigSSH
-	8,  // 10: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_winrm:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigWinRM
-	9,  // 11: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_winssh:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigWinssh
-	10, // 12: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_vagrant:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigVagrant
-	18, // 13: hashicorp.vagrant.VagrantfileComponents.Provisioner.config:type_name -> google.protobuf.Any
-	18, // 14: hashicorp.vagrant.VagrantfileComponents.Provider.config:type_name -> google.protobuf.Any
-	18, // 15: hashicorp.vagrant.VagrantfileComponents.Network.config:type_name -> google.protobuf.Any
-	18, // 16: hashicorp.vagrant.VagrantfileComponents.SyncedFolder.config:type_name -> google.protobuf.Any
-	11, // 17: hashicorp.vagrant.VagrantfileComponents.Vagrantfile.machine_configs:type_name -> hashicorp.vagrant.VagrantfileComponents.MachineConfig
-	19, // 18: hashicorp.vagrant.RubyVagrant.GetPlugins:input_type -> google.protobuf.Empty
-	3,  // 19: hashicorp.vagrant.RubyVagrant.ParseVagrantfile:input_type -> hashicorp.vagrant.ParseVagrantfileRequest
-	1,  // 20: hashicorp.vagrant.RubyVagrant.GetPlugins:output_type -> hashicorp.vagrant.GetPluginsResponse
-	4,  // 21: hashicorp.vagrant.RubyVagrant.ParseVagrantfile:output_type -> hashicorp.vagrant.ParseVagrantfileResponse
-	20, // [20:22] is the sub-list for method output_type
-	18, // [18:20] is the sub-list for method input_type
-	18, // [18:18] is the sub-list for extension type_name
-	18, // [18:18] is the sub-list for extension extendee
-	0,  // [0:18] is the sub-list for field type_name
+	18, // 8: hashicorp.vagrant.VagrantfileComponents.ConfigSSH.config:type_name -> google.protobuf.Any
+	18, // 9: hashicorp.vagrant.VagrantfileComponents.ConfigWinRM.config:type_name -> google.protobuf.Any
+	18, // 10: hashicorp.vagrant.VagrantfileComponents.ConfigWinssh.config:type_name -> google.protobuf.Any
+	6,  // 11: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_vm:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigVM
+	7,  // 12: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_ssh:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigSSH
+	8,  // 13: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_winrm:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigWinRM
+	9,  // 14: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_winssh:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigWinssh
+	10, // 15: hashicorp.vagrant.VagrantfileComponents.MachineConfig.config_vagrant:type_name -> hashicorp.vagrant.VagrantfileComponents.ConfigVagrant
+	18, // 16: hashicorp.vagrant.VagrantfileComponents.Provisioner.config:type_name -> google.protobuf.Any
+	18, // 17: hashicorp.vagrant.VagrantfileComponents.Provider.config:type_name -> google.protobuf.Any
+	18, // 18: hashicorp.vagrant.VagrantfileComponents.Network.config:type_name -> google.protobuf.Any
+	18, // 19: hashicorp.vagrant.VagrantfileComponents.SyncedFolder.config:type_name -> google.protobuf.Any
+	11, // 20: hashicorp.vagrant.VagrantfileComponents.Vagrantfile.machine_configs:type_name -> hashicorp.vagrant.VagrantfileComponents.MachineConfig
+	19, // 21: hashicorp.vagrant.RubyVagrant.GetPlugins:input_type -> google.protobuf.Empty
+	3,  // 22: hashicorp.vagrant.RubyVagrant.ParseVagrantfile:input_type -> hashicorp.vagrant.ParseVagrantfileRequest
+	1,  // 23: hashicorp.vagrant.RubyVagrant.GetPlugins:output_type -> hashicorp.vagrant.GetPluginsResponse
+	4,  // 24: hashicorp.vagrant.RubyVagrant.ParseVagrantfile:output_type -> hashicorp.vagrant.ParseVagrantfileResponse
+	23, // [23:25] is the sub-list for method output_type
+	21, // [21:23] is the sub-list for method input_type
+	21, // [21:21] is the sub-list for extension type_name
+	21, // [21:21] is the sub-list for extension extendee
+	0,  // [0:21] is the sub-list for field type_name
 }
 
 func init() { file_proto_ruby_vagrant_ruby_server_proto_init() }
diff --git a/internal/server/proto/ruby_vagrant/ruby-server.proto b/internal/server/proto/ruby_vagrant/ruby-server.proto
index 6e8bc7b45..d0ad5c07c 100644
--- a/internal/server/proto/ruby_vagrant/ruby-server.proto
+++ b/internal/server/proto/ruby_vagrant/ruby-server.proto
@@ -98,60 +98,15 @@ message VagrantfileComponents {
   }
 
   message ConfigSSH {
-    bool compresssion = 1;
-    int64 connect_timeout = 2;
-    string config = 3;
-    bool dsa_authentication = 4;
-    string export_command_template = 5;
-    repeated string extra_args = 6;
-    bool forward_agent = 7;
-    repeated string forward_env = 8;
-    bool forward_x11 = 9;
-    int32 guest_port = 10;
-    string host = 11;
-    bool insert_key = 12;
-    bool keep_alive = 13;
-    bool keys_only = 14;
-    bool paranoid = 15;
-    int32 port = 16;
-    repeated string private_key_path = 17;
-    string proxy_command = 18;
-    bool pty = 19;
-    string remote_user = 20;
-    string shell = 21;
-    string sudo_command = 22;
-    string username = 23;
-    string verify_host_key = 24;
+    google.protobuf.Any config = 1;
   }
 
   message ConfigWinRM {
-    string username = 1;
-    string password = 2;
-    string host = 3;
-    int32 port = 4;
-    int32 guest_port = 5;
-    // Note: this could be an enum, however in order to make 
-    // the ruby -> proto translation a bit more simple, leaving
-    // this as a string
-    string transport = 6;
-    bool basic_auth_only = 7;
-    string execution_time_limit = 8;
-    bool ssl_peer_verification = 9;
-    int32 timeout = 10;
-    int32 max_tries = 11;
-    int32 retry_delay = 12;
-    string codepage = 13;
+    google.protobuf.Any config = 1;
   }
 
   message ConfigWinssh {
-    bool forward_agent = 1;
-    repeated string forward_env = 2;
-    string proxy_command = 3;
-    bool keep_alive = 4;
-    string shell = 5;
-    string export_command_template = 6;
-    string sudo_command = 7;
-    string upload_directory = 8;
+    google.protobuf.Any config = 1;
   }
   
   message ConfigVagrant {
diff --git a/lib/vagrant/protobufs/proto/ruby_vagrant/ruby-server_pb.rb b/lib/vagrant/protobufs/proto/ruby_vagrant/ruby-server_pb.rb
index ec8677cc8..844d53f07 100644
--- a/lib/vagrant/protobufs/proto/ruby_vagrant/ruby-server_pb.rb
+++ b/lib/vagrant/protobufs/proto/ruby_vagrant/ruby-server_pb.rb
@@ -65,55 +65,13 @@ Google::Protobuf::DescriptorPool.generated_pool.build do
       repeated :synced_folders, :message, 33, "hashicorp.vagrant.VagrantfileComponents.SyncedFolder"
     end
     add_message "hashicorp.vagrant.VagrantfileComponents.ConfigSSH" do
-      optional :compresssion, :bool, 1
-      optional :connect_timeout, :int64, 2
-      optional :config, :string, 3
-      optional :dsa_authentication, :bool, 4
-      optional :export_command_template, :string, 5
-      repeated :extra_args, :string, 6
-      optional :forward_agent, :bool, 7
-      repeated :forward_env, :string, 8
-      optional :forward_x11, :bool, 9
-      optional :guest_port, :int32, 10
-      optional :host, :string, 11
-      optional :insert_key, :bool, 12
-      optional :keep_alive, :bool, 13
-      optional :keys_only, :bool, 14
-      optional :paranoid, :bool, 15
-      optional :port, :int32, 16
-      repeated :private_key_path, :string, 17
-      optional :proxy_command, :string, 18
-      optional :pty, :bool, 19
-      optional :remote_user, :string, 20
-      optional :shell, :string, 21
-      optional :sudo_command, :string, 22
-      optional :username, :string, 23
-      optional :verify_host_key, :string, 24
+      optional :config, :message, 1, "google.protobuf.Any"
     end
     add_message "hashicorp.vagrant.VagrantfileComponents.ConfigWinRM" do
-      optional :username, :string, 1
-      optional :password, :string, 2
-      optional :host, :string, 3
-      optional :port, :int32, 4
-      optional :guest_port, :int32, 5
-      optional :transport, :string, 6
-      optional :basic_auth_only, :bool, 7
-      optional :execution_time_limit, :string, 8
-      optional :ssl_peer_verification, :bool, 9
-      optional :timeout, :int32, 10
-      optional :max_tries, :int32, 11
-      optional :retry_delay, :int32, 12
-      optional :codepage, :string, 13
+      optional :config, :message, 1, "google.protobuf.Any"
     end
     add_message "hashicorp.vagrant.VagrantfileComponents.ConfigWinssh" do
-      optional :forward_agent, :bool, 1
-      repeated :forward_env, :string, 2
-      optional :proxy_command, :string, 3
-      optional :keep_alive, :bool, 4
-      optional :shell, :string, 5
-      optional :export_command_template, :string, 6
-      optional :sudo_command, :string, 7
-      optional :upload_directory, :string, 8
+      optional :config, :message, 1, "google.protobuf.Any"
     end
     add_message "hashicorp.vagrant.VagrantfileComponents.ConfigVagrant" do
       optional :host, :string, 1
diff --git a/parse_vagrantfile.rb b/parse_vagrantfile.rb
index 5418838bd..7f9ddc72d 100644
--- a/parse_vagrantfile.rb
+++ b/parse_vagrantfile.rb
@@ -35,7 +35,7 @@ def stringify_symbols(m)
       next
     end
     k = k.to_s if k.is_a?(Symbol)
-    v = v.to_s if v.is_a?(Symbol)
+    m[k] = v.to_s if v.is_a?(Symbol)
   end
 end
 
@@ -139,6 +139,70 @@ def extract_synced_folders(target, synced_folders)
   end
 end
 
+def extract_config_component(config_cls, config)
+  config_proto = config_cls.new()
+  config.instance_variables_hash.each do |k, v|
+    # Skip config that has not be set
+    next if v.class == Object 
+
+    # Going to deal with these seperately because they are more involved
+    next if ["provisioners", "networks", "synced_folders", "disks", "cloud_init_configs"].include?(k)
+
+    # Skip all variables that are internal
+    next if k.start_with?("_")
+
+    if v.nil? 
+      # If v is nil, set it to the default value defined by the proto
+      v = config_proto.send(k)
+    end
+
+    if v.is_a?(Range)
+      v = v.to_a
+    end
+
+    if v.is_a?(Hash)
+      m = config_proto.send(k)
+      v.each do |k,v2|
+        m[k] = v2
+      end 
+      v = m
+    end
+
+    if v.is_a?(Array)
+      m = config_proto.send(k)
+      v.each do |v2|
+        m << v2
+      end 
+      v = m
+    end
+
+    begin
+      config_proto.send("#{k}=", v)
+    rescue NoMethodError
+      # Reach here when Hashicorp::Vagrant::VagrantfileComponents::ConfigVM does not
+      # have a config variable for one of the instance methods. This is ok.
+    end
+  end
+  config_proto
+end
+
+def extract_communicator(config_cls, config)
+  protoize = config.instance_variables_hash
+  protoize.map do |k,v|
+    if v.is_a?(Vagrant.plugin("2", :config))
+      hashed_config = v.instance_variables_hash
+      hashed_config.delete_if{|k,v| k.start_with?("_") }
+      protoize[k] = hashed_config
+    end
+  end
+  stringify_symbols(protoize)
+  # Remote variables that are internal
+  protoize.delete_if{|k,v| k.start_with?("_") }
+  config_struct = Google::Protobuf::Struct.from_hash(protoize)
+  config_any = Google::Protobuf::Any.pack(config_struct)
+  config_cls.new(config: config_any)
+end
+
 
 def parse_vagrantfile(path)
   # Load up/parse the vagrantfile
@@ -151,55 +215,23 @@ def parse_vagrantfile(path)
   # Get the config for each machine
   v.machine_names.each do |mach|
     machine_info = v.machine_config(mach, nil, nil, false)
-    # TODO: Get config.ssh, config.winrm, config.winssh, config.vagrant from
-    #       root config
     root_config = machine_info[:config]
     vm_config = root_config.vm
 
-    config_vm_proto = CONFIG_VM_CLS.new()
-    vm_config.instance_variables_hash.each do |k, v|
-      # Skip config that has not be set
-      next if v.class == Object 
+    # Get config.ssh.*
+    config_ssh_proto = extract_communicator(CONFIG_SSH_CLS, root_config.ssh)
 
-      # Going to deal with these seperately because they are more involved
-      next if ["provisioners", "networks", "synced_folders", "disks", "cloud_init_configs"].include?(k)
+    # Get config.winrm.*
+    config_winrm_proto = extract_communicator(CONFIG_WINRM_CLS, root_config.winrm)
 
-      # Skip all variables that are internal
-      next if k.start_with?("_")
+    #Get config.winssh.*
+    config_winssh_proto = extract_communicator(CONFIG_WINSSH_CLS, root_config.winssh)
 
-      if v.nil? 
-        # If v is nil, set it to the default value defined by the proto
-        v = config_vm_proto.send(k)
-      end
-
-      if v.is_a?(Range)
-        v = v.to_a
-      end
-
-      if v.is_a?(Hash)
-        m = config_vm_proto.send(k)
-        v.each do |k,v2|
-          m[k] = v2
-        end 
-        v = m
-      end
-
-      if v.is_a?(Array)
-        m = config_vm_proto.send(k)
-        v.each do |v2|
-          m << v2
-        end 
-        v = m
-      end
-
-      begin
-        config_vm_proto.send("#{k}=", v)
-      rescue NoMethodError
-        # Reach here when Hashicorp::Vagrant::VagrantfileComponents::ConfigVM does not
-        # have a config variable for one of the instance methods. This is ok.
-      end
-    end
+    # Get config.vagrant.*
+    config_vagrant_proto = extract_config_component(CONFIG_VAGRANT_CLS, root_config.vagrant)
 
+    # Get's config.vm.*
+    config_vm_proto = extract_config_component(CONFIG_VM_CLS, vm_config)
     extract_provisioners(config_vm_proto.provisioners, vm_config.provisioners)
     extract_network(config_vm_proto.networks, vm_config.networks)
     extract_synced_folders(config_vm_proto.synced_folders, vm_config.synced_folders)
@@ -208,6 +240,11 @@ def parse_vagrantfile(path)
     machine_configs << Hashicorp::Vagrant::VagrantfileComponents::MachineConfig.new(
       name: mach.to_s,
       config_vm: config_vm_proto,
+      config_vagrant: config_vagrant_proto,
+      config_ssh: config_ssh_proto,
+      config_winrm: config_winrm_proto,
+      config_winssh: config_winssh_proto,
+
     )
   end