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21 places to stay

SUPERHOST
Entire apartment
Rating 4.94 out of 580 reviews
The Blue Gondola / Sugarloaf Ski Area
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen
Price:$65 / night
Entire cabin
Rating 4.80 out of 520 reviews
Cozy little camp 10 minutes north of sugarloaf mnt
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Indoor fireplace
Price:$80 / night
Entire cabin
Rating 4.65 out of 520 reviews
Sugarloaf, Stratton, Eustis, Rangeley Rental
5 guests · 2 bedrooms · 4 beds · 1 bath
Wifi · Kitchen
Price:$135 / night
SUPERHOST
Entire cottage
Rating 4.75 out of 54 reviews
Rt 27 Cottage
4 guests · 2 bedrooms · 2 beds · 1 bath
Kitchen
Price:$150 / night
Entire house
Dead River "Cafe" Retreat
9 guests · 5 bedrooms · 5 beds · 1.5 baths
Wifi · Kitchen
Price:$250 / night
Entire house
Rating 5.0 out of 56 reviews
Flagstaff Lodge
10 guests · 3 bedrooms · 4 beds · 2 baths
Wifi · Kitchen · Indoor fireplace
Price:$250 / night
SUPERHOST
Entire cabin
Rating 4.89 out of 519 reviews
Cozy Cabin close to Sugarloaf Mountain
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Indoor fireplace
Price:$110 / night
Camper/RV
Rating 5.0 out of 58 reviews
Pineswater
5 guests · 2 bedrooms · 7 beds · 1 bath
Wifi · Kitchen
Price:$75 / night
Entire house
Rating 5.0 out of 56 reviews
Sugarloaf area vacation rental.
6 guests · 2 bedrooms · 4 beds · 1 bath
Wifi · Kitchen
Price:$250 / night
SUPERHOST
Entire house
Rating 4.97 out of 530 reviews
Sugarloaf/Mountain Views -Flagstaff Lakefront Home
10 guests · 3 bedrooms · 7 beds · 2 baths
Wifi · Kitchen · Indoor fireplace
Price:$235 / night
SUPERHOST
Entire cabin
Rating 4.83 out of 56 reviews
Rustic Log Home, 10 minutes from Sugarloaf Mtn.
8 guests · 3 bedrooms · 4 beds · 2 baths
Wifi · Kitchen · Indoor fireplace
Price:$250 / night
Entire house
Rating 4.79 out of 525 reviews
A gem in the rough! Views, space, privacy!
5 guests · Studio · 3 beds · 1 bath
Wifi · Kitchen
Price:$100 / night
Entire chalet
Rating 4.83 out of 56 reviews
Chateau Corbin - Large AFrame Near Sugarloaf
6 guests · 2 bedrooms · 4 beds · 2 baths
Wifi · Kitchen
Price:$100 / night
SUPERHOST
Entire house
Rating 4.86 out of 58 reviews
10 minutes to Sugarloaf and private
12 guests · 5 bedrooms · 9 beds · 2 baths
Wifi · Kitchen · Indoor fireplace
Price:$250 / night
Entire house
Flagstaff Lodge
10 guests · 3 bedrooms · 4 beds · 2 baths
Wifi · Kitchen
Price:$262 / night

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Multi-day trips led by local experts—activities, meals, and stays included
Entire house
Rating 5.0 out of 57 reviews
Spillover Inn at Stratton Brook
11 guests · 5 bedrooms · 7 beds · 2 baths
Wifi · Kitchen · Indoor fireplace
Price:$365 / night
Entire house
Xanadu House, near Maine's mountains and lakes.
6 guests · 3 bedrooms · 3 beds · 3 baths
Wifi · Kitchen · Indoor fireplace
Price:$171 / night
SUPERHOST
Entire house
Rating 4.83 out of 518 reviews
SPACIOUS SUGARLOAF 6-8 BR 2-3 BA
16+ guests · 6 bedrooms · 10 beds · 2 baths
Wifi · Kitchen · Indoor fireplace
Price:$350 / night
1 18 of 21 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.