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Compare 8 Chalets in Stratton with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (1)
"Close to the mountain with plenty of space/amenities for ski getaway."
Charming mountain chalet with fireplace, firepit & shuttle bus to Sugarloaf

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"Thanks so much—we had an amazing weekend celebrating our engagement with our best friends and family. So many great memories! "
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Dog-friendly chalet w/hot tub & EV charger

10.0 out of 10, Exceptional, (17)
"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 w/hot tub & EV charger

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

10.0 out of 10, Exceptional, (17)
"Stayed there with our family of little kids and we had a great stay! Very close to the mountain, clean, accommodating and communicative owner. Wonderful stay! We hope to be back"
Private Chalet on Saddleback Mountain Ski Resort - Ski In / Ski Out

New Built! 2025 Cozy 3-bedroom chalet with water access to Rangeley Lake

10.0 out of 10, Exceptional, (1)
"My wife and I had a fantastic stay. The house was perfect for us in every way. It was very comfortable, cozy and as clean as they come. Mark was easy to deal with and very responsive to questions prior to booking. The location was perfect. It is close to town and just far enough away for some peace and quiet. We will definitely be booking here again. "
New Built! 2025 Cozy 3-bedroom chalet with water access to Rangeley Lake

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 Epic Sugarloaf Getaway

The Chalet 7 bedroom near Sugarloaf, Snowmobile/UTV, Hiking, Golf and Flagstaff

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, Snowmobile/UTV, Hiking, Golf and Flagstaff

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
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

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

9.6 out of 10, Exceptional, (48)
"This is our second time staying at this property. We love it here!"
Lakefront Cabin/Hot Tub/Dock Lake Access/Ski Sugarloaf Mountain12mi/Trail Access

Pip's Place-10 Mins to Sugarloaf

10.0 out of 10, Exceptional, (6)
"We enjoyed the stay and location was great"
Pip's Place-10 Mins to Sugarloaf

Rangeley Lake Resort a Ramada by Wyndham

2.5 star property
9.4 out of 10, Exceptional, (59)
"Not too many food options while we were there in April. "
Rangeley Lake Resort a Ramada by Wyndham
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.