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Compare 75 Chalets in Brookline with updated reviews, rates, and availability.

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

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

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

10.0 out of 10, Exceptional, (14)
"Great location! Will be back!"
The price is AED 349
AED 1,266 total
includes taxes & fees
1 Apr - 2 Apr
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

Two Bedroom Chalet, Charming, Quiet, River Front

9.4 out of 10, Exceptional, (74)
"Cindy was a pleasure to work with! Her home was exactly as described. We felt very comfortable in her home and the town of Jamaica is so cute! We went to the cutest little general store every morning to get breakfast and lunch. There are plenty of board games to enjoy waiting for you as you arrive… it is 15 minutes from Stratton Mountain. There is a foyer to leave your boots and jackets to hang. "
Two Bedroom Chalet, Charming, Quiet, River Front

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 AED 841
AED 2,044 total
includes taxes & fees
11 Mar - 12 Mar
Cozy Creekside Chalet centrally located near 4 ski resorts

The Snow Owl Chalet in Dover, Gorgeous 4-Bd 3-Bath - 10 Min. to Mount Snow!

10.0 out of 10, Exceptional, (2)
"Last minute booking and Jennifer was quick to communicate and take care to insure us a nice stay"
The price is AED 1,285
AED 2,361 total
includes taxes & fees
16 Mar - 17 Mar
The Snow Owl Chalet in Dover, Gorgeous 4-Bd 3-Bath - 10 Min. to Mount Snow!

1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop

10.0 out of 10, Exceptional, (3)
"The house was great for our family of 5 and our dog. Located so close to Mt. Snow, it was an easy drive, clean and had anything we needed to cook and relax. The hosts are very communicative!"
The price is AED 841
AED 2,747 total
includes taxes & fees
11 Mar - 12 Mar
1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop

Ski chalet near Wilmington and beautiful Mt. Snow.

10.0 out of 10, Exceptional, (23)
"Great place, close to everything, all amenities and most importantly great hosts!"
Ski chalet near Wilmington and beautiful Mt. Snow.

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

10.0 out of 10, Exceptional, (4)
"Clean, great location. Pet friendly and well thought out. "
The price is AED 514
AED 1,407 total
includes taxes & fees
25 Mar - 26 Mar
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

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

10.0 out of 10, Exceptional, (17)
"great space for adults and teenagers. loved the hot tub! "
The price is AED 951
AED 2,615 total
includes taxes & fees
13 Mar - 14 Mar
8 minutes to ski Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

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

9.8 out of 10, Exceptional, (7)
"The house was clean, spacious, and we’ll set up for ski groups. We used the pool and the club house. Plowing was prompt even with a big snow storm. "
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

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

9.8 out of 10, Exceptional, (7)
"This property was fantastic! We had 8 people total with us and never felt too crowded. Each person had their own bed and they were comfy too! The game/ reading book section was amazing we got to listen to a few records while playing board games. We were able to light a fire in the fire place to give a great ambiance and warmth to the place. The stairs outside were a little icy but we added some salt to them to help with traction. Same with the driveway it was a tad slippery but if you follow...
Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

Expansive 7-BR Chalet 5-min from Mt. Snow

10.0 out of 10, Exceptional, (3)
"House is great, we had a large group. 2 living rooms, one with tv one without was a nice separation. To give some details on the layout, the bunk bed rm and twin room are off the living room on the main level, all other bd rooms are on the second floor. From the parking area to the main front door there are 31 steps.... not sure that was stated anywhere but hopefully everyone reads this review. I will stay here again if my group size demands it, it's close to mt snow, pretty secluded overall...
Expansive 7-BR Chalet 5-min from Mt. Snow

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

10.0 out of 10, Exceptional, (6)
"Space worked well for our family! Kids enjoyed the lower level and everyone liked the hot tub. Several fires in the pit with s'mores!"
Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

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

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

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

9.6 out of 10, Exceptional, (45)
"This is a beautiful property that is convenient to town. The only problem with this property is that there is a long term rental below this property that has a fairly large number of tenants who are at best inconsiderate, and at worst deliberately noisy. Expect doors being slammed hard enough to shake the entire unit at 3 AM and people arguing throughout the night. That is on a good night. If you can sleep through that noise this is the place for you. "
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

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

9.8 out of 10, Exceptional, (34)
"Clean, spacious and perfect location!!"
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.

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

10.0 out of 10, Exceptional, (10)
"We stayed 3 nights in this comfortable, warm, clean, & convenient ski home. We normally ski at Okemo & opt for ski-in-ski out, however decided to try something different this year. Although not on the mt, the location makes getting to the Mt Snow easy - literally a 4-minute drive. We enjoyed having the extra space to spread out and extra amenities that this house provides. Our tweens loved the game room & having the lower level to themselves. The house is very clean - I've learned over the...
The price is AED 1,285
AED 2,855 total
includes taxes & fees
25 Mar - 26 Mar
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

Cozy Springtime Retreat on Magic Mountain

10.0 out of 10, Exceptional, (11)
"From the excellent communication and problem solving of our hosts to the fabulous location and completely comfortable accommodations, our stay was perfect. Would absolutely stay here again. "
Cozy Springtime Retreat on Magic Mountain
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 Brookline

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (73)
"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 AED 1,341
AED 1,666 total
includes taxes & fees
1 Apr - 2 Apr
Long Trail House at Stratton Mountain Resort

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (162)
"Great location and property. Owner communication was great. Overall the property was nice. An occasional deep cleaning is needed as the cleaning service really isn't doing a great job.Ski on/ off is great with kids as long as they are decent skiers. Could be challenging if someone was a newer skier."
The price is AED 826
AED 1,058 total
includes taxes & fees
24 Mar - 25 Mar
Seasons On Mount Snow - Ski-in/Ski-out

Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK

Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
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.