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Compare 91 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

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.

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
18 Mar - 19 Mar
Cozy Creekside Chalet centrally located near 4 ski resorts

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 992
AED 2,934 total
includes taxes & fees
31 Mar - 1 Apr
1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop

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 1,087
AED 2,108 total
includes taxes & fees
18 Mar - 19 Mar
The Snow Owl Chalet in Dover, Gorgeous 4-Bd 3-Bath - 10 Min. to Mount Snow!

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

9.6 out of 10, Exceptional, (11)
"Our trip this past weekend to Chalet O'Bear was just what we wanted! Booking and communication with the property manager was seamless. Any issues we had were addressed immediately and taken care of. We loved the location of the property and made our stay at Stratton perfect! We will be looking to book again! "
Charming 5BR Chalet@Base of Stratton Mt Has It All

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 1,403 total
includes taxes & fees
18 Mar - 19 Mar
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

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

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

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

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.

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

10.0 out of 10, Exceptional, (15)
"Great location! Will be back!"
The price is AED 349
AED 1,253 total
includes taxes & fees
1 Apr - 2 Apr
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

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

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

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

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

10.0 out of 10, Exceptional, (11)
"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 AED 1,285
AED 2,814 total
includes taxes & fees
30 Mar - 31 Mar
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, (34)
"Clean, spacious and perfect location!!"
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.
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
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is AED 1,267
AED 1,575 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort

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

9.8 out of 10, Exceptional, (164)
"Wonderful host / fantastic location "
The price is AED 826
AED 1,046 total
includes taxes & fees
24 Mar - 25 Mar
Seasons On Mount Snow - Ski-in/Ski-out

Mountain-view condo with private balcony, fireplace, & updated interior

8.2 out of 10, Very Good, (13)
"A short walk to the base of Stratton, my son hiked to the peak and loved the views! It's close to other towns, and a perfectly outfitted condo with plenty of space and amenities. Dishwasher hadn't been emptied (a note for the cleaning service) but otherwise was neat and clean. Thank you!"
Mountain-view condo with private balcony, fireplace, & updated interior
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.