Wilmington featuring a city and autumn leaves

Southern Vermont Chalets

Upfront pricing

Our total price for your stay includes taxes and fees

Treat yourself

Save 10% or more on over 100,000 hotels worldwide with Member Prices

Learn about One Key

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 Southern Vermont

Standalone cabin with a spacious porch and staircase, nestled among trees and a grassy area.

"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 on the deck with Adirondack chairs and enjoy the surrounding natural landscape.

"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! "

Guests can enjoy a cabin with a deck overlooking a serene frozen lake, surrounded by dense woods.

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

Escape to a serene cabin surrounded by lush greenery, perfect for relaxation and nature.

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

Relax on the deck surrounded by lush trees, with two Adirondack chairs inviting you to unwind.

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

Relax in a tranquil setting with a hot tub, Adirondack chairs, and a cozy fire pit.

"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 on the deck with comfortable wicker sofas and a small table, surrounded by lush greenery.

"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!"

$524 nightly

Aug 12 - Aug 13

Total includes taxes and fees

Enjoy cooking in this well-equipped kitchen with a central island and bar seating, featuring a refrigerator, dishwasher, and granite countertop.

"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!"

Enjoy a meal or relax on the deck overlooking the lush landscape.

"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!"

$620 nightly

Aug 6 - Aug 7

Total includes taxes and fees

Stunning two-story residence with a central entrance, flanked by windows, and a charming wreath above the door.

"Really enjoyed this home. Was a weekend getaway with friends and there was lots of room for us. Especially enjoyed the sauna. Kitchen is well stocked. All was great. "

Enjoy the serene view of lush greenery from this balcony, featuring a table and chair, perfect for taking in the surrounding landscape.

"Perfect spot to getaway for a weekend trip"

Surrounded by nature, this cabin-style building offers a peaceful retreat with a spacious front deck and second-level balcony.

"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. "

$335 nightly

Aug 13 - Aug 14

Total includes taxes and fees

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!"

$325 nightly

Aug 5 - Aug 6

Total includes taxes and fees

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 on the elevated deck surrounded by lush trees, taking in the breathtaking views of the surrounding landscape.

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

$364 nightly

Aug 5 - Aug 6

Total includes taxes and fees

Relax in a hot tub surrounded by a lush forest and vibrant flowers.

"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!"

$754 nightly

Aug 17 - Aug 18

Total includes taxes and fees