Search Chalets in Brattleboro from CA $105

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Browse Select Brattleboro Chalets

Relax in a serene hot tub surrounded by a tranquil natural setting.

"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!"

Relax in this serene living space with a view of the surrounding trees, featuring a large window, two sofas, a coffee table, and a mounted television.

"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! "

Relax on the covered deck amidst lush foliage and trees.

"Real Vermont feel. Pretty and nice quiet neighborhood!"

Situated over a small stream, this gazebo offers a serene outdoor space surrounded by trees and grass.

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

Welcome to 50 Colonial Ridge, a charming home in a wooded setting.

"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!"

Relax in a hot tub surrounded by lush foliage on a secluded deck with a seating area.

"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!"

CA $816 total

includes taxes & fees

Aug 12 - Aug 13

Enjoy a forest view from the kitchen window, where you can cook and prepare meals with a refrigerator, sink, and stove.

"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! "

Escape to a serene forest retreat with a balcony overlooking lush surroundings.

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

Relax in this spacious living area with a high ceiling, featuring a flat-screen TV, comfortable sofa, and dining table.

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

"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!"

CA $966 total

includes taxes & fees

Aug 6 - Aug 7

Enjoy cooking in this well-equipped kitchen with a large island, stainless steel range hood, and oven.

"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "

CA $693 total

includes taxes & fees

Aug 28 - Aug 29

Relax in this inviting room with a brick fireplace, dining table, and comfortable seating area.

"We were all very rested and relaxed. We enjoyed the beautiful spaces to sit and enjoy each other’s company. The chalet, flowers and setting made a terrific base to come and go from as we celebrated a family wedding."

Relax on the deck with a seating area featuring two chairs and a table, surrounded by a railing and lush greenery.

"We had an amazing trip, and the host was very responsive and helpful with everything. The house was great, had everything we needed, and the private ski run back to the property was really fun. Highly recommend this property and the best host we have ever had!! Favoriting this place for a future stay!"

CA $506 total

includes taxes & fees

Aug 5 - Aug 6

Relax in this inviting living room with a comfortable sofa and large glass doors leading to an outdoor area.

"Loved the location and the house was great. All amenities were as described. Great host. Highly recommend. "

Relax in a serene outdoor space surrounded by tall trees and a wooden fence.

"Clean, great location. Pet friendly and well thought out. "

CA $567 total

includes taxes & fees

Aug 5 - Aug 6

Relax on the deck with a hot tub, outdoor seating, and a barbecue grill.

"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!"

CA $1,143 total

includes taxes & fees

Aug 17 - Aug 18