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Search Chalets in Dorset from CA $221

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Dorset Chalets

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Stunning hallway with carpeted floor, wooden staircase, and panelled walls.

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

10.0 out of 10, Exceptional, (24)
"A terrific place. Highly recommended. We had a great family ski vacation."
The price is CA $1,382
CA $2,763 total
includes taxes & fees
Aug 10 - Aug 11
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
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.

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

8.8 out of 10, Excellent, (3)
"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! "
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
Escape to a serene cabin surrounded by lush greenery, perfect for relaxation and nature.

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

10.0 out of 10, Exceptional, (51)
"All around great stay. Had some slight heat issues day 1 that were fixed imemdiately!"
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
New! Mt Snow Chalet w/land, privacy, relaxation
Situated over a small stream, this gazebo offers a serene outdoor space surrounded by trees and grass.

New! Mt Snow Chalet w/land, privacy, relaxation

9.2 out of 10, Wonderful, (5)
"Excellent location to skiing Spacious rooms Plenty of towels Kitchen stocked with appliances Close to market "
New! Mt Snow Chalet w/land, privacy, relaxation
Cozy Creekside Chalet centrally located near 4 ski resorts
Escape to a serene forest retreat with a cozy cabin featuring a charming front porch and balcony overlooking the surrounding trees.

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (11)
"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."
The price is CA $249
CA $674 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Creekside Chalet centrally located near 4 ski resorts
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
Relax in a hot tub surrounded by lush foliage on a secluded deck with a seating area.

Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

10.0 out of 10, Exceptional, (12)
"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!"
The price is CA $277
CA $824 total
includes taxes & fees
Aug 26 - Aug 27
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
Cozy cabin with a rustic charm, featuring a dining table, bar area, and kitchen with a view of the surrounding landscape.

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

10.0 out of 10, Exceptional, (107)
"The house was equipped with everything we needed! Cant wait to come back! "
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
The MountainTop
Staircase leads to an upper level, flanked by comfortable seating and a cozy reading nook.

The MountainTop

10.0 out of 10, Exceptional, (1)
"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! "
The MountainTop
Stylish Mountain Getaway close to Stratton w/ Spa
Relax in this spacious living area with a high ceiling, featuring a flat-screen TV, comfortable sofa, and dining table.

Stylish Mountain Getaway close to Stratton w/ Spa

9.8 out of 10, Exceptional, (7)
"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "
Stylish Mountain Getaway close to Stratton w/ Spa
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
Enjoy cooking in this kitchen with a central island, bar stools, stainless steel appliances, and a large window offering a view of the outdoors.

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

9.6 out of 10, Exceptional, (5)
"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."
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking
Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck
Fridge, microwave, oven, stovetop

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

8.6 out of 10, Excellent, (11)
"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!"
Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour
Experience the charm of this two-story building with a balcony perfect for evening gatherings.

Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour

9.8 out of 10, Exceptional, (103)
"My family was so fortunate to find this wonderful home away from home. We lacked for nothing. The three floors allowed us privacy when needed and the middle floor accommodated our large family comfortably and cozily. The kitchen had all the supplies for all of us to be comfortably seated AND the kitchen table was big enough to seat 9 of us with room to spare. The location was peaceful. There are many activities to participate in in the area. We especially liked Merck forest but would have been...
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, complemented by a dining area with a wooden table and chairs.

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (35)
"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!"
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Brian Piece of Heaven for fall Foliage. Beautiful colors
Kitchen area with a stove, microwave, coffee maker, and dish rack.

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (30)
"Perfect spot to getaway for a weekend trip"
Brian Piece of Heaven for fall Foliage. Beautiful colors
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Relax in a serene forest setting with a fire pit and Adirondack chair.

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

9.8 out of 10, Exceptional, (125)
"We found the hosts to be super helpful and friendly. Location was fantastic. We loved the hot tub and wood burning stove. It was a perfect stay for my extended family and I. The beds were also super comfortable-we slept great! We would definitely recommend this spot!"
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Two Bedroom Chalet, Charming, Quiet, River Front
Relax in this inviting living room with a comfortable sofa and large glass doors leading to an outdoor area.

Two Bedroom Chalet, Charming, Quiet, River Front

9.4 out of 10, Exceptional, (74)
"Loved the location and the house was great. All amenities were as described. Great host. Highly recommend. "
Two Bedroom Chalet, Charming, Quiet, River Front
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Relax in a serene outdoor space surrounded by tall trees and a wooden fence.

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

10.0 out of 10, Exceptional, (13)
"Clean, great location. Pet friendly and well thought out. "
The price is CA $221
CA $569 total
includes taxes & fees
Aug 5 - Aug 6
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Green Mountain Manor - Ski and Summer Chalet
Guests can enjoy a warm fire by the outdoor stove, surrounded by snow-covered scenery.

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"
Green Mountain Manor - Ski and Summer Chalet
Stylish Farmhouse - Close to Ski, Golf + Hot Tub
Enjoy cooking in this kitchen with a sleek countertop, stainless steel appliances, and white cabinetry, offering a view of the outdoors.

Stylish Farmhouse - Close to Ski, Golf + Hot Tub

10.0 out of 10, Exceptional, (6)
"Very large, bright and completely remodeled. Plenty of space for a large family to hang out in the kitchen area and living room."
The price is CA $264
CA $846 total
includes taxes & fees
Aug 6 - Aug 7
Stylish Farmhouse - Close to Ski, Golf + Hot Tub
Classic Stratton Ski Chalet: Perfect for Families
Relax on the cabin's outdoor deck, featuring a bench and picnic table amidst a serene natural setting.

Classic Stratton Ski Chalet: Perfect for Families

10.0 out of 10, Exceptional, (1)
"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."
Classic Stratton Ski Chalet: Perfect for Families
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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Top Dorset Hotel Reviews

The Inn at Manchester

The Inn at Manchester

10/10 Excellent
"Greeting warmly by Todd. Very energetic and welcoming. Room was great and breakfast was delicious!"
Susan 2-night trip
Posted 2 days ago
The Inn at Manchester