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Compare 16 Chalets in Walpole with updated reviews, rates, and availability.

Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK
Large 3 FL Chalet

Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

10.0 out of 10, Exceptional, (6)
"We had a lovely weekend ski trip with friends here and everything was excellent. The house was even more beautiful in person than in the photos. Plenty of room in the driveway for lots of cars, had a tricky time connecting the Bluetooth speaker to the projector but our host Eric was very helpful in talking us through how to connect it. Hot tub was hot and worked great all weekend, I was honestly very impressed with how well it was able to maintain its heat in single digit temperatures outside....
Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK
Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.
Property grounds

Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.

10.0 out of 10, Exceptional, (8)
"Great place ! Very clean, close to attractions and communication with owner was great ! Can’t wait to come back. "
Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.
Mountain chalet
Property grounds

Mountain chalet

10.0 out of 10, Exceptional, (38)
"This is our third year staying at this mountain chalet and we will continue to return in the future! The cleanliness, comforts and location are nothing short of perfect! Thank you for making this beautiful home available for rental. Looking forward to next year!!"
Mountain chalet
Mandy's Mountain Chalet minutes from Mount Snow,
Aerial view

Mandy's Mountain Chalet minutes from Mount Snow,

10.0 out of 10, Exceptional, (6)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
The price is AED 364
AED 1,366 total
includes taxes & fees
4 Dec - 5 Dec
Mandy's Mountain Chalet minutes from Mount Snow,
Swiss Chalet Family Retreat w/ lake access
Room

Swiss Chalet Family Retreat w/ lake access

Swiss Chalet Family Retreat w/ lake access
Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks
Nestled in the trees yet walkable to Magic's bars, restaurants, and hiking.

Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks

9.6 out of 10, Exceptional, (4)
"We had a great stay here! The host was very informative and pleasant to work with and the house offered a lot of amenities. Lots of beds which is perfect for a big group. Thank you for hosting us!"
Green Mt Getaway: Close to Magic, Stratton, Bromley, Okemo Parks
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Living Room

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

10.0 out of 10, Exceptional, (2)
"Cabin was well thought out, super clean and a functional space. Close to Mt snow and Stratton. The only negatives was it is close to the road and driveway was muddy. We would definitely stay there again."
The price is AED 2,185
AED 3,582 total
includes taxes & fees
22 Dec - 23 Dec
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
LUXE Forest Retreat
Exterior

LUXE Forest Retreat

The price is AED 1,113
AED 1,765 total
includes taxes & fees
28 Nov - 29 Nov
LUXE Forest Retreat
Ski Okemo, Killington, Magic & Bromley
Exterior

Ski Okemo, Killington, Magic & Bromley

10.0 out of 10, Exceptional, (9)
"My adult children and I spent Labor Day weekend working on a building project in Chester. This home was just what we needed -convenient location, 4 bedrooms set up for couples, a very serviceable kitchen (we prefer to cook for each other), solid WiFi, and a private restful outdoor space. We would definitely stay there again!"
Ski Okemo, Killington, Magic & Bromley
Cozy Chalet on Magic Mountain
Outdoor dining

Cozy Chalet on Magic Mountain

Cozy Chalet on Magic Mountain
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Welcome to private living in Chester, VT located on 2 acres surrounded by woods

Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain

Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Modern Cottage between Stratton and Mount Snow
Living area

Modern Cottage between Stratton and Mount Snow

Modern Cottage between Stratton and Mount Snow
Mountain retreat on 10 acres. 11 mins to Okemo, 15 mins to Plymouth State Park.
Room

Mountain retreat on 10 acres. 11 mins to Okemo, 15 mins to Plymouth State Park.

Mountain retreat on 10 acres. 11 mins to Okemo, 15 mins to Plymouth State Park.
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Exterior

Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow
Exterior

Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow

Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Walpole

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outside

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,353 total
includes taxes & fees
27 Nov - 28 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Sit by the fire and then take a dip in the pool!

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Hawks Mountain Farm, full apartment on a working farm.
Hawk Mountain Farm

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (30)
"Beautiful spot in a natural setting. Property owner was very informative about the areas around us as well as the area we were in. A tour of his rescue animals was very enjoyable and informative. It was the perfect getaway. The apartment supplied everything we needed. I would highly recommend a stay there."
Hawks Mountain Farm, full apartment on a working farm.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.