I got tired fighting with a maven docker plugin so I figured I would be able to fake it. This is how:
Using boot2docker and the following bat file makes it look like you're running docker natively. Place it on your path.
@set SSH="C:\Program Files (x86)\Git\bin\ssh.exe"
@set RUN_REMOTE='docker %*'
@ %SSH% -o IdentitiesOnly=yes -o StrictHostKeyChecking=no -o UserKnownHostsFile=/dev/null -o LogLevel=quiet -p 2022 -i %HOMEPATH%/.ssh/id_boot2docker -tt docker@localhost %RUN_REMOTE%
The ssh.exe comes from the msys-git package which is bundled with boot2docker.
I'm pretty sure this solution have quite a few caveats, but it works pretty good for me.
Place this file on your path and bob's yer uncle.