Some info has been automatically translated. Show original language

Chalet holiday rentals in Windham County

Find and book unique chalets on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Windham County chalet rentals

Family-friendly chalet rentals

Superhost
Chalet in Peru
4.88 out of 5 average rating, 64 reviews

Getaway in Green Mountains

AndrewRating, 5 stars3 months ago
We stayed here with another couple and their dog two years back and had a wonderful time. I am so grateful that we came back this year with our dog, Chili, and she had the absolute best time! Old Manchester rd is really quiet and is great for off leash walks. Chili loved frequently seeing the other neighbors and their dogs (who were all friendly) on her walks. We’re also runners and so the road is great for running (mostly flat, minimal traffic, frequently plowed, amazing views of Bromley). Jennifer and Dan are both very friendly too. Jennifer did a good job of reaching out to us often making sure we had what we needed. Dan often came by to plow the driveway which was really nice too. Our last day was during a snow storm and they were flexible with checkout which was really helpful. This place really has everything you need and the location is excellent (close to Stratton, Manchester which has a dog park, and downtown Peru which has an outdoor ice skating rink
Guest favourite
Chalet in Wilmington
4.95 out of 5 average rating, 98 reviews

Rustic Sunny Vermont Home near Mount Snow

AndreaRating, 5 stars3 months ago
Couldn't say enough great things about both the hosts and the property. Just lovely home - very spacious, and clean and cosy. The area is gorgeous, with a lot to do. Mt. Snow and Hermitage skiing are very close, and Wilmington and the area are charming. Host was very gracious and kind..thank you!
Superhost
Chalet in Jamaica
4.78 out of 5 average rating, 453 reviews

Chalet 7min to Ski Stratton-WoodStove,Views,DogsOK

JasonRating, 5 stars2 weeks ago
The chalet is secluded, quiet and peaceful. We appreciated its location in the woodland, right near a stream. It was comfortable for our family and we would return again in the future.
Superhost
Chalet in Jamaica
4.86 out of 5 average rating, 94 reviews

Pickleball Pool Golf 7min-Stratton DogsOK Fire Pit

DanielRating, 5 stars3 months ago
Our stay was fantastic. The house was conveniently located relative to Stratton mountain, very comfortable, and the host was fantastic
Superhost
Chalet in Wilmington
4.57 out of 5 average rating, 91 reviews

Cozy House - Mount Snow, VT

VincyRating, 5 stars4 months ago
Mariah’s cabin was perfect for our getaway. Lots of natural light, clean and had everything we needed. It was a quick drive to Mt Snow and close to some cute restaurants in Wilmington. I was given clear and very lengthy instructions for check in/check out and Mariah was responsive to some minor questions we had throughout our stay. I missed the opportunity to book the hot tub/clubhouse when we first made the reservation. Hoping future guests don’t make the same mistake and be sure to request it at the time of booking!
Top Guest favourite
Chalet in Dover
4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

CaterinaRating, 5 stars3 months ago
Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.
Guest favourite
Chalet in Peru
4.85 out of 5 average rating, 89 reviews

Bromley Aframe - King Master Bed, Wood Fireplace

SamanthaRating, 5 stars2 months ago
All around a wonderful experience. Michael was lovely, super responsive and went out of his way to make sure we were comfortable. The house and amenities are well appointed. Bed was super comfy. Would absolutely stay again.
Guest favourite
Chalet in Jamaica
4.95 out of 5 average rating, 62 reviews

Mountain Chalet with Hot Tub!

PaulRating, 5 stars7 months ago
Perfect home for a mountain escape . Beautiful kitchen, hot tub and sauna. Hope to come back again

Luxury chalet rentals

Guest favourite
Chalet in Dover
5 out of 5 average rating, 48 reviews

Authentic Vermont Chalet: Year Round Vacation Home

ChristinaRating, 5 stars3 months ago
Beautiful spot with a cozy yet spacious house. Instructions were very clear on how to get in and the different features of the house. Perfect for a relaxing get-away with friends!
Top Guest favourite
Chalet in Dover
5 out of 5 average rating, 35 reviews

Charming Mountain Chalet w/ Spa near Mt Snow

Caitlin Rating, 5 stars2 months ago
Lovely stay in a cozy, comfortable house only 15 minutes from Mount Snow. We enjoyed post ski-day nights by the fire, with plenty of comfortable seating and board games galore. The yard was great for our dogs and features like the koi pond and hot tub were easy to enjoy in a peaceful and private environment. We’ll be back!
Superhost
Chalet in Dover
4.83 out of 5 average rating, 6 reviews

Relaxing Retreat in the Heart of Dover

DiedraRating, 5 stars1 week ago
Home is very spacious and clean. Great communication from host and very accommodating. Only problem we encountered was a guy would pull in front of the home at 1-2am and play loud music and sit there for hours. Came back the next day and did the exact same thing. Other than that, the place is perfect and as described. We would definitely stay again if in the area. It’s worth every penny and John is an educator so he gets mad props for his service to the community. Wish you the best and thanks for the great stay.
Superhost
Chalet in Dover
4.81 out of 5 average rating, 58 reviews

Spacious Vermont Chalet for Group Getaways

AnnaRating, 5 stars3 months ago
We stayed here with a large group when a lot of snow was falling! The Horst was very communicative about when the plow was coming etc. when we got there the hot tub needed some more water and treatment and they came the next day to fix it all up! It’s tucked away and felt private. We loved the fire pit area outside with snow falling around us as well as the indoor fire place! It was cozy and just as advertised! We enjoyed our stay here and would come back again.
Top Guest favourite
Chalet in Winhall
5 out of 5 average rating, 50 reviews

Summer Fun in Winhall! Family Game Room & Deck!

BryanRating, 5 stars3 weeks ago
This was an enjoyable stay. Slept 6 comfortably. We also had such a great time in the game room playing pool, watching tv, and utilizing the arcade games. Totally recommend!
Superhost
Chalet in Dover
4.8 out of 5 average rating, 35 reviews

Beautiful Mt. Snow 3 Bed 2 Bath Chalet W/ Hot Tub

WilliamRating, 5 stars3 months ago
The place was exactly as advertised. Everything was clean and well organized. We were very conveniently located by Mount Snow, and there were plenty of local restaurants as dinner options.
Guest favourite
Chalet in Winhall
4.93 out of 5 average rating, 40 reviews

Stratton Chalet w/ Golf Simulator and Hot Tub

RyanRating, 5 stars2 weeks ago
Great place to stay if you are looking to travel with a mid-sized group. There was always something to do at the house and it was reachable from downtown Manchester and the Stratton Village.
Top Guest favourite
Chalet in Winhall
5 out of 5 average rating, 27 reviews

Luxurious Fireside Lodge w/Stratton View

ChrisRating, 5 stars2 weeks ago
Had a group of 13 friends together for the long weekend and it was fantastic. The check-in and out process was smooth, the house was well organized and equipped with things you need for the kitchen, and plenty of firewood for the indoor and outdoor fireplaces. House was well done with a gigantic main room for everyone to hang out in, either on the comfortable couch and easy chairs, rocking chairs, dining table, or around the stunning kitchen island. Nice view of the mountains. Vermont surrounds are beautiful! Would come again!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Chalet rentals