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

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

Beautiful- Ski/Golf home, Hot tub, mins to MTN

8.4 out of 10, Very Good, (5)
"The property was perfect for eight people. We stayed with our grown children and their plus ones. There was plenty of room for all of us to enjoy family time and quiet personal space , if needed. The kitchen was fully stocked and it was a nice location to skiing, Wilmington and local watering holes. The hot tub worked great and when the fire place was being finicky the property manager got right back to me to try and resolve the issue."
Beautiful- Ski/Golf home, Hot tub, mins to MTN

Ski chalet near Wilmington and beautiful Mt. Snow.

10.0 out of 10, Exceptional, (23)
"This was our second time staying at the ski chalet. Great location to Mount Snow and local restaurants. House was the perfect size for us. The wood stove and glove rack/cloth hooks was a nice way to dry our ski gear. Check in and check out was super easy. "
Ski chalet near Wilmington and beautiful Mt. Snow.

Sunny Chalet Nestled in the Woods of Ashfield

9.4 out of 10, Exceptional, (15)
"Great spot for a friends' getaway! The house is spacious with a bright, big living room perfect for gatherings. The location is stunning, nestled in a beautiful area with a hiking trail right in the backyard. Plus, there are interesting places to visit nearby like Historic Deerfield and Shelburne Falls. The only downside was some machinery noise from the first floor, especially at night. Overall, a lovely stay!"
Sunny Chalet Nestled in the Woods of Ashfield

Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

10.0 out of 10, Exceptional, (5)
"Helpful, fun and warm. "
The price is AED 643
AED 2,474 total
includes taxes & fees
5 May - 6 May
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

Spectacular 4 Season Home on Spruce Lake

9.8 out of 10, Exceptional, (65)
"The place and location are gorgeous, we absolutely loved it."
Spectacular 4 Season Home on Spruce Lake

Spacious Vermont Chalet for Group Getaways

10.0 out of 10, Exceptional, (3)
"Great stay! We have a large family get together for the Thanksgiving weekend. Could not have been better. While not luxurious, It was clean and great for our stay! Hosts communication was spot on.and quick to respond to any questions. They provided all the necessities and were great! The area was convienent with much to do in downtown Wilmington."
Spacious Vermont Chalet for Group Getaways

Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

9.8 out of 10, Exceptional, (7)
"Our 2024 Christmas gift to our family was a ski weekend at Stratton Mountain. This property was perfect for us. Nestled in a wooded lot, it slept 10, kept us warm and cosy even in single digit temps. We would definitely recommend this property."
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck

MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

10.0 out of 10, Exceptional, (15)
"Six of us women from Vermont golf courses stayed while playing a tournament at Haystack Country Club. The house suited us perfectly. We had some issues with the bathtub plumbing not turning off but we had prompt attention from a service person. The house had a great kitchen and tv to accommodate us."
The price is AED 349
AED 1,262 total
includes taxes & fees
3 May - 4 May
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

10.0 out of 10, Exceptional, (3)
"Last minute booking and Jennifer was quick to communicate and take care to insure us a nice stay"
The price is AED 1,028
AED 2,030 total
includes taxes & fees
4 May - 5 May
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

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

10.0 out of 10, Exceptional, (11)
"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. "
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.

9.8 out of 10, Exceptional, (35)
"Clean, spacious and perfect location!!"
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

Vikings Villages Resort - Double Bed Room

The price is AED 1,010
AED 1,347 total
includes taxes & fees
4 May - 5 May
Vikings Villages Resort - Double Bed Room

Mt. Snow Chalet: walk to hiking/biking trails and golf course

2.0 star property
9.6 out of 10, Exceptional, (4)
"The house is very clean and comfortable. The kitchen is very well appointed and there is a great fireplace with plenty of seasoned firewood. A huge dining table seated 10 comfortably. Couldn't have been more satisfied with the stay."
The price is AED 459
AED 1,826 total
includes taxes & fees
13 May - 14 May
Mt. Snow Chalet: walk to hiking/biking trails and golf course

Mandy's Mountain Chalet minutes from Mount Snow,

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
The price is AED 364
AED 1,366 total
includes taxes & fees
4 May - 5 May
Mandy's Mountain Chalet minutes from Mount Snow,

Chimney Hill home mins to Mt Snow, Clubhouse w/indoor pool&hot tub. Skating ring

9.6 out of 10, Exceptional, (14)
"Perfect for a family of four, close to Mt Snow"
Chimney Hill home mins to Mt Snow, Clubhouse w/indoor pool&hot tub. Skating ring

Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

9.8 out of 10, Exceptional, (8)
"Cute place but alittle smaller than it appears in pictures but overall good clean place. Would stay again!! Close to Mount snow and very nice development w amenities."
Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

10.0 out of 10, Exceptional, (17)
"Great accommodations, host communicated everything very clearly, had a great weekend!"
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
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 Charlemont

Bear Creek Cabin

9.8 out of 10, Exceptional, (29)
"Loved it, will definitely book again!"
The price is AED 1,469
AED 2,146 total
includes taxes & fees
4 May - 5 May
Bear Creek Cabin

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1802)
"The property was clean and the staff very accommodated."
The price is AED 434
AED 525 total
includes taxes & fees
8 May - 9 May
Vacation Village in the Berkshires
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.