Windows Server 2012r2 login Vagrant - vagrant

Question

I have created a custom .box for windows server 2012r2, I can get it up with Vagrant until the point he has to login.
Apparently vagrant can't login in the GUI from Windows Server (I have a username vagrant with password vagrant).
Now vagrant times out, I stop the vm it created manually, and can start it with virtualbox
Vagrantfile:
# -*- mode: ruby -*-
# vi: set ft=ruby :
# Vagrantfile API/syntax version. Don't touch unless you know what you're doing!
VAGRANTFILE_API_VERSION = "2"
Vagrant.configure(VAGRANTFILE_API_VERSION) do |config|
# All Vagrant configuration is done here. The most common configuration
# options are documented and commented below. For a complete reference,
# please see the online documentation at vagrantup.com.
# Every Vagrant virtual environment requires a box to build off of.
config.vm.box = "windows2012r2"
config.vm.boot_timeout = 600
# The url from where the 'config.vm.box' box will be fetched if it
# doesn't already exist on the user's system.
config.vm.box_url = "dropbox link"
# Create a forwarded port mapping which allows access to a specific port
# within the machine from a port on the host machine. In the example below,
# accessing "localhost:8080" will access port 80 on the guest machine.
# config.vm.network :forwarded_port, guest: 80, host: 8080
# Create a private network, which allows host-only access to the machine
# using a specific IP.
# config.vm.network :private_network, ip: "192.168.33.10"
# Create a public network, which generally matched to bridged network.
# Bridged networks make the machine appear as another physical device on
# your network.
# config.vm.network :public_network
# If true, then any SSH connections made will enable agent forwarding.
# Default value: false
# config.ssh.forward_agent = true
# Share an additional folder to the guest VM. The first argument is
# the path on the host to the actual folder. The second argument is
# the path on the guest to mount the folder. And the optional third
# argument is a set of non-required options.
# config.vm.synced_folder "../data", "/vagrant_data"
# Provider-specific configuration so you can fine-tune various
# backing providers for Vagrant. These expose provider-specific options.
# Example for VirtualBox:
#
# config.vm.provider :virtualbox do |vb|
# # Don't boot with headless mode
# vb.gui = true
#
# # Use VBoxManage to customize the VM. For example to change memory:
# vb.customize ["modifyvm", :id, "--memory", "1024"]
# end
#
# View the documentation for the provider you're using for more
# information on available options.
# Enable provisioning with Puppet stand alone. Puppet manifests
# are contained in a directory path relative to this Vagrantfile.
# You will need to create the manifests directory and a manifest in
# the file base.pp in the manifests_path directory.
#
# An example Puppet manifest to provision the message of the day:
#
# # group { "puppet":
# # ensure => "present",
# # }
# #
# # File { owner => 0, group => 0, mode => 0644 }
# #
# # file { '/etc/motd':
# # content => "Welcome to your Vagrant-built virtual machine!
# # Managed by Puppet.\n"
# # }
#
# config.vm.provision :puppet do |puppet|
# puppet.manifests_path = "manifests"
# puppet.manifest_file = "site.pp"
# end
# Enable provisioning with chef solo, specifying a cookbooks path, roles
# path, and data_bags path (all relative to this Vagrantfile), and adding
# some recipes and/or roles.
#
# config.vm.provision :chef_solo do |chef|
# chef.cookbooks_path = "../my-recipes/cookbooks"
# chef.roles_path = "../my-recipes/roles"
# chef.data_bags_path = "../my-recipes/data_bags"
# chef.add_recipe "mysql"
# chef.add_role "web"
#
# # You may also specify custom JSON attributes:
# chef.json = { :mysql_password => "foo" }
# end
# Enable provisioning with chef server, specifying the chef server URL,
# and the path to the validation key (relative to this Vagrantfile).
#
# The Opscode Platform uses HTTPS. Substitute your organization for
# ORGNAME in the URL and validation key.
#
# If you have your own Chef Server, use the appropriate URL, which may be
# HTTP instead of HTTPS depending on your configuration. Also change the
# validation key to validation.pem.
#
# config.vm.provision :chef_client do |chef|
# chef.chef_server_url = "https://api.opscode.com/organizations/ORGNAME"
# chef.validation_key_path = "ORGNAME-validator.pem"
# end
#
# If you're using the Opscode platform, your validator client is
# ORGNAME-validator, replacing ORGNAME with your organization name.
#
# If you have your own Chef Server, the default validation client name is
# chef-validator, unless you changed the configuration.
#
# chef.validation_client_name = "ORGNAME-validator"
end

Answer 1

Vagrant supports Windows (without plugin) since version 1.6. This post was talking about the only one line to add :
config.vm.communicator = "winrm"
In addition into WinRM specific options documentation you will have to check this Windows options (cf. complete list into base config):
Set-Item WSMan:\localhost\Service\AllowUnencrypted -Value True
Set-Item WSMan:\localhost\Service\Auth\Basic -Value True
you could update the timeout from 300 to 600 sec
line to change:
config.vm.boot_timeout = 600
you could check WinRM access by hand
Check WinRM :
start / powershell + ENTER
winrs -r:localhost:55985 -u:vagrant dir
you could add VirtualBox Guest Additions
you could start vagrant in verbose mode
verbose up
vagrant up --debug
NB/ for windows user : do not use vagrant from cygwin shell ;)