For what it's worth, the like, backcountry cabins say from the Green Mountain Club get scooped up immediately on their reservation system. So, plan for winter 23-24 for that kind of experience.

Probably you should find an Airbnb that fits your criteria and planning on taking a car to the trailhead.

You can probably find rentals that are like "cabin camping" though. Holiday weeks do get busy up here, though.

Remember, conditions can be life threatening during alpine travel in The Greens, and especially in the winter. Be prepared, and carry spikes and maybe be prepared with snowshoes (along with all the other stuff, lamps, dry layers, emergency bivvy, etc etc) New years is a crapshoot for snow pack levels.

Camel's Hump is a pretty typical winter objective. Plan on a full day, but it's a really cool objective that's an achievable challenge.

Signed,

Some smelly telemark skier that wishes he had better winter hiking objectives for you.