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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
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18 Rab. II - 20 Rab. II

Compare 7 Chalets in Stratton with updated reviews, rates, and availability.

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
Living area

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

2.0 star property
10.0 out of 10, Exceptional, (4)
"This house was perfect for our friends’ ski weekend. We had 3 families, and the accommodations fit our group comfortably. Alaina was excellent to work with, and very quick to respond to any questions. Definitely recommend 4WD cars - we received 12 inches of snow and while the plowing was good, you need a vehicle that can handle snow and hills. Thank you, Alaina, for a great stay!"
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
Dog-friendly chalet + hot tub, EV charger
Beautiful ski lodge - private wooded lot

Dog-friendly chalet + hot tub, EV charger

10.0 out of 10, Exceptional, (16)
"The house was perfect. Clean, well maintained and a short drive to the mountain. Communication with Gregory was clear and prompt Gregory was even gracious enough to help coordinate getting some items back that we left the behind!"
Dog-friendly chalet + hot tub, EV charger
Charming mountain chalet with fireplace, firepit & shuttle bus to Sugarloaf

Charming mountain chalet with fireplace, firepit & shuttle bus to Sugarloaf

10.0 out of 10, Exceptional, (1)
Charming mountain chalet with fireplace, firepit & shuttle bus to Sugarloaf
The Epic Sugarloaf Getaway

The Epic Sugarloaf Getaway

10.0 out of 10, Exceptional, (1)
"Just one suggestion, in the listing it appears as if there are 4 bunk beds, but it is 2 bunk beds.Nothing but good things to say about this property and the host/manager. Thank you very much!!"
The price is SAR 2,244
SAR 3,938 total
includes taxes & fees
11 Mar - 12 Mar
The Epic Sugarloaf Getaway
Private Chalet on Saddleback Mountain Ski Resort - Ski In / Ski Out
Exterior

Private Chalet on Saddleback Mountain Ski Resort - Ski In / Ski Out

10.0 out of 10, Exceptional, (16)
"We had a great time staying at the ski house.Ryan was very helpful and responsive to any questions, details about the area and checkin / check out process.The house easily accommodated our group of 7. Three pairs of adults and a 2 1/2 year old.There was plenty of space to relax and socialize and the home was very well stocked to cook meals for the group.We would definitely return.Steve"
Private Chalet on Saddleback Mountain Ski Resort - Ski In / Ski Out
High View Lodge, log chalet with unparalleled views of Western Maine Mountains
Exterior

High View Lodge, log chalet with unparalleled views of Western Maine Mountains

2.0 star property
High View Lodge, log chalet with unparalleled views of Western Maine Mountains
The Chalet 7 bedroom near Sugarloaf, UTV trails, Hiking, Golf and Flagstaff Lake
Bathroom

The Chalet 7 bedroom near Sugarloaf, UTV trails, Hiking, Golf and Flagstaff Lake

2.0 star property
10.0 out of 10, Exceptional, (1)
"Enjoyed our annual fall foliage off-roading weekend in this lovely chalet. Place was clean, well decorated and had everything we needed. The ability to leverage the different spaces really worked well for our group of 3 couples and 1 dog. Communications with the hosts were excellent and very much appreciated. Thanks very much!"
The Chalet 7 bedroom near Sugarloaf, UTV trails, Hiking, Golf and Flagstaff Lake
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 Stratton

Sugarloaf/Flagstaff Lake Cottage /Hot Tub/Ski 7miles, Snowmobile, ATV, Hike
Hot Tub in back yard

Sugarloaf/Flagstaff Lake Cottage /Hot Tub/Ski 7miles, Snowmobile, ATV, Hike

9.8 out of 10, Exceptional, (56)
"We stayed at this lovely little cabin for several days this summer. Immaculate and comfortable, with all the necessary amenities. Beautifully set up outdoor space with a wonderful hot tub to relax in after hiking.So close to kayaking and swimming on a beautiful lake, great hiking (Appalachian Trail is nearby) and the restaurants in town were fabulous. We enjoyed having our hiking dog with us. The host has paid close attention to every detail on this property. Would absolutely visit again! "
Sugarloaf/Flagstaff Lake Cottage /Hot Tub/Ski 7miles, Snowmobile, ATV, Hike
Lakefront Cabin/Hot Tub/Dock Lake Access/Ski Sugarloaf Mountain12mi/Trail Access
Lighted path from the hot tub to the dock

Lakefront Cabin/Hot Tub/Dock Lake Access/Ski Sugarloaf Mountain12mi/Trail Access

9.4 out of 10, Exceptional, (46)
"Great place for 4. Very cute. "
Lakefront Cabin/Hot Tub/Dock Lake Access/Ski Sugarloaf Mountain12mi/Trail Access
Pip's Place-10 Mins to Sugarloaf
Exterior

Pip's Place-10 Mins to Sugarloaf

10.0 out of 10, Exceptional, (5)
"Property as described. Easy access to Sugar Loaf. Laura reached out many times to be attentive to us. Would stay here again."
Pip's Place-10 Mins to Sugarloaf
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.