Search Chalets in Windham

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

Chalets in Windham

"The cabin was very clean and matched expectations. We enjoyed the hot tub and the kitchen was well equipped. Emilio was very quick to reply to any questions. The only slight negatives were that the roads to the cabin were a bit dicey in the snow and the gas fireplace and TV were a bit confusing to operate. Overall a great stay and would definitely book again!"

"A terrific place. Highly recommended. We had a great family ski vacation."

AED 7,338 total

includes taxes & fees

10 Aug - 11 Aug

"Girls family weekend, relaxing, visiting and enjoying the hot tub."

"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "

"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."

AED 1,664 total

includes taxes & fees

28 Jul - 29 Jul

"Excellent location to skiing Spacious rooms Plenty of towels Kitchen stocked with appliances Close to market "

"All around great stay. Had some slight heat issues day 1 that were fixed imemdiately!"

"We had a great time at the Wine Moose! The sauna kept us super warm in the super cold temps. Very very close to Mt. Snow and we also hit up Berkshire East and Magic an hour south and north respectively, easily. I'd recommend staying here!"

"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."

AED 1,831 total

includes taxes & fees

30 Jul - 31 Jul

"The house was equipped with everything we needed! Cant wait to come back! "

"This spot was perfect for a weekend at mount snow! It was so quick to get to the mountain and good area for food and shops. I would definitely stay here again!"

AED 2,150 total

includes taxes & fees

4 Aug - 5 Aug

"This place was perfect for our teens, dogs, and extra family! We cooked most nights, pool table, Netflix, everything was there! Thank you!"

"Nick’s cabin was perfect. Beautifully built and decorated, the cabin was amazing. Nick’s place had everything we needed and more. The location was tucked away with beautiful surroundings and close to Stratton mountain. Nick was always quick to reply with any questions and made sure our stay was perfect. Only regret is we didn’t stay here longer! "

"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "

"Roshanak was an excellent host and the place is beautiful. We love the location and its proximity to Okemo and the town. The property is gorgeous, we would book again."

"When we first arrived we couldn’t find extra trash bags. We sent a message to the host, Jason, and he replied immediately to assist us. I appreciate the attentiveness and genuine hospitality. This place is cozy and clean. Made for the perfect weekend getaway!"

"The house was great for our family of 5 and our dog. Located so close to Mt. Snow, it was an easy drive, clean and had anything we needed to cook and relax. The hosts are very communicative!"

"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"

"Brought friends from overseas to show them the Northeast, this remote house in the mountains was the perfect spot. It was not to far from the small cute town but far enough that it was extremely relaxing. The hot tub and fire was perfect, and the kitchen was wonderful to cook in 10/10 Excellent Stay!"

"Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year."