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Compare 52 Chalets in Dorset with updated reviews, rates, and availability.

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

8.8 out of 10, Excellent, (3)
"Perfect location for a mount snow ski weekend!"
New! Mt Snow Chalet w/land, privacy, relaxation

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

10.0 out of 10, Exceptional, (1)
"We stayed for four nights between Christmas and New Year’s Eve. This home fit our needs for a family of 4 perfectly, but certainly could have handled a larger group with ease (max two couples and a total of 6 kids given the beds). The highlights of the home are the unique architectural design, the thoughtful and creative improvements, and the location which provides easy access to Stratton.(including a shuttle that arrives at the end of the driveway every 30 minutes each morning and drops you...
Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (31)
"We had 9 people in 2 family units staying at house. Then about another 6 that came each night to hang out. Plenty of room. 3 living room areas for everyone to spread out. Best stocked home EVER!!! There was literally everything and anything that we needed…..and then some. Inside sauna so cool. Unfortunately way too cold to go out and enjoy the hot tub. Decorations beyond beautiful. Owner very quick with communication. Highly recommend staying here. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub

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

9.8 out of 10, Exceptional, (10)
"Super cozy and very clean. As described. Convenient to Magic Mountain- not a walk with ski gear on (at least for us!) but a 3 min drive. Master bed was very comfortable. "
Cozy Chalet on Magic Mountain. Close to Stratton, Bromley and Okemo.

Charming 5BR Chalet@Base of Stratton Mt Has It All

9.6 out of 10, Exceptional, (10)
"Our multi-generational group had a wonderful stay at this perfect ski house! The house is well represented by the listing photos. It’s clean, spacious, and had everything we needed. I had several questions for the owner before and during our stay. His responses were timely and helpful. We would love to stay here again! "
Charming 5BR Chalet@Base of Stratton Mt Has It All

Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

10.0 out of 10, Exceptional, (9)
"Just got back from three nights at this wonderful property with a group of 50-somethings to compete in a gravel bike race. This property was ideally located near our start line, very very clean, plenty of room for us, basically as advertised. Would definitely rent here again in the future given all of the above.."
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

Stylish Mountain Getaway close to Stratton w/ Spa

9.8 out of 10, Exceptional, (7)
"Overall, a very good stay. The house is a bit smaller than we thought, but it was very clean and well stocked. The indoor fireplace and provided wood was a nice perk. The hot tub was not clean or well kept, so beware of that. There were body hairs and a brown scum ring around the edge."
Stylish Mountain Getaway close to Stratton w/ Spa

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

10.0 out of 10, Exceptional, (7)
"The house was exactly as advertised - just a few mins from Mount Snow and some restaurants/shops, comfortable for our family, really fun (with the games and hot tub) and very clean (even by my high standards of cleanliness). Would definitely recommend and stay again. "
The price is SAR 2,851
SAR 4,939 total
includes taxes & fees
3 Feb - 4 Feb
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

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

9.6 out of 10, Exceptional, (5)
"Our family of grandparents, parents and young adults enjoyed the house for 3 nights. We skied at the golf course, had a long walk up the road and put together a difficult puzzle (took 3 days). We would have loved a larger table for the puzzle - we brought in one of our car's rear folding covers.The only complaint was the beds - they all have VERY firm mattresses.I told the owner that the toilet paper holder was not secured to the wall in the upstairs bathroom. "
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

Modern Lux Cabin w/ Mtn Views | Fire Pit

Modern Lux Cabin w/ Mtn Views | Fire Pit

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

10.0 out of 10, Exceptional, (20)
"The house was located right next to Sachem trail, making it a true ski in/ski out and super convenient especially with the ample garage storage for skiis and roomy mudroom for putting on boots. The house was very roomy for our large group and had nice touches like a shuffleboard table, two large kitchen tables, a lovely central fireplace. Would definitely stay here again when visiting Okemo. One thing to note is that others may be staying in the house in the attached apartments so depending on...
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

9.6 out of 10, Exceptional, (45)
"We had a very nice stay. The house had plenty of room for our family including the living, dining, and sleeping areas. The location was great."
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (9)
"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."
The price is SAR 822
SAR 2,059 total
includes taxes & fees
4 Feb - 5 Feb
Cozy Creekside Chalet centrally located near 4 ski resorts

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

10.0 out of 10, Exceptional, (49)
"We had a great trip even though the weather did not cooperate. The home was just right for a group our size with plenty of extra room to spread out and relax. We loved the charm and feel of an old inn and close proximity to the mountain, town and shopping. Owners were very responsive and receptive to feedback. Would love to stay again. "
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

Okemo Mountain Chalet W/ Hot Tub and Game Room

9.8 out of 10, Exceptional, (159)
"Absolutely perfect! Clean, beautiful house with well stocked kitchen, cozy wood stove, comfortable beds, plenty of blankets and pillows, and amazing hot tub. Bob was readily available and helpful. Driveway was even plowed after snow! Can’t wait to stay again!!!"
Okemo Mountain Chalet W/ Hot Tub and Game Room

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Relaxing VT stay . You are in a rural setting but places to stock up on supplies was less then 10 miniutes away . We watched the fireworks that stratton displayed pretty much from the comfort of the property .Our children are young adults and they had a blast finding local swimholes . As well as spending a day at Bromley Mountain ( 20 mins away ) where they did water slides , alpine slides , the giant swing to name a few . House is large and the ability to accomodate large families or groups ....
Green Mountain Manor - Ski and Summer Chalet

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

9.4 out of 10, Exceptional, (6)
"We were absolutely thrilled to experience a fresh powder drop during our stay, which was a delightful surprise in an otherwise dry season. The house surpassed all our expectations, providing the perfect haven for our large group. It was impeccably clean, incredibly warm, and featured an abundance of comfortable beds, all while being conveniently close to the mountain. A standout feature for us was the Tesla charger in the garage, which met our specific needs perfectly. We are already eagerly...
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (29)
"The place was adorable , very clean , view was pretty and Brian the host was very friendly and accommodating. Loved it!"
Brian Piece of Heaven for fall Foliage. Beautiful colors

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

10.0 out of 10, Exceptional, (34)
"This was the second time we have stayed at this property and it did not disappoint. Plenty of room for everyone. Clean and well furnished. Highly recommend it."
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

9.2 out of 10, Wonderful, (19)
"As a yearly VRBO renter I am accustom to renting a few houses and this one had some disappointing takes and some great attributes. First the houses layout and location is great for a large get together and the views are amazing! But apon arriving you could first tell the slate entry way and door knob was in need of repair. From there we had a few other dissapointments, the dishes were dirty, scattered about the kitchen. Towels were damp and we later learned why, it was because the dryer simply...
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton
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 Dorset

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,467
SAR 1,823 total
includes taxes & fees
28 Jan - 29 Jan
Long Trail House at Stratton Mountain Resort

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (35)
"Convenient to Okemo. Has everything you need for a ski week or weekend! "
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

10.0 out of 10, Exceptional, (163)
"This Vermont home is the perfect getaway in the winter. Deb and Ang have beautiful land for all of your cold weather needs. Their home is equipped with a REAL fireplace. Book here and you will not regret it!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
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.