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I am running vagrant 1.3.5 on OSX 10.9. I have a Windows Server 2008 VM installed via VirtualBox. I am trying to set it up so I can ssh into Windows Server 2008 box using vagrant. The steps I am trying to take in order to do that are as follows.

  • Install Windows Server 2008 on virtual box
  • Install virtualbox guest additions
  • Install cygwin and openSSH
  • Create a vagrant box using vagrant package --base Server2008
  • Edit my VagrantFile to account for this new change
 config.vm.define "worker" do |worker|
    worker.vm.box = "windows.box"
    worker.vm.box_url = "~/boxes/windows.box"
  end
  • Lastly, call vagrant up, vagrant ssh.

I have completed all these steps. When I call vagrant up it says it is initializing the windows worker, I look in virtualbox and see that it is indeed running. It hangs here and I have to Ctrl+C to make it stop. When I call vagrant ssh it just hangs. What do I need to do to get ssh access to a windows virtual machine w/ vagrant?

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    open port 22 in the windows server firewall? – Iain Dec 11 '13 at 9:58
  • 1
    I love you @lain – The Internet Dec 11 '13 at 19:56
2

Don't forget to open port 22 on you windows server instance.

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