Southern Vermont showing autumn leaves and a garden

Vacation Homes in Windham County

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Vacation Homes in Windham County

"We enjoyed our stay at the tiny home!"

"Beautiful property "

Smart TV, fireplace, DVD player, ping pong

"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"

"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "

"Clean, ideal location, great communication."

"Perfect house for a few families to gather and have fun. "

"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "

"Great location, close to Mount Snow, ideal for skiing. Property is newly renovated, very functional and well appointed. We really enjoyed our stay."

"Perfect little spot for a ski trip to Stratton!"

"Super nice place (very clean and modern) in a quiet area."

"Great property. Enjoyed our stay."

"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...

Smart TV, fireplace, table football, ping pong

"Consistently great time at this place (3rd time there)"

"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"