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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19
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Recommended hotels in Madrid

Property grounds
Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel
3.5 star property
9.2 out of 10, Wonderful, (543)
"Lovely hotel in a pretty location. Helpful staff at the reception."
United States
Keith Anthony
$218 nightly
The price is $237
Jan 19 - Jan 20, 2026
Total with taxes and fees
Sugarloaf Mountain Hotel
Exterior
Mountain View Motel & Campground

Motel in Stratton

Mountain View Motel & Campground
2.5 star property
9.2 out of 10, Wonderful, (93)
"Nice quiet place"
United States
Patty
$139 nightly
The price is $152
Jan 13 - Jan 14, 2026
Total with taxes and fees
Mountain View Motel & Campground
Exterior
Sugarloaf Inn

Sugarloaf Inn

Sugarloaf Inn
3.0 star property
8.2 out of 10, Very Good, (195)
"Nice view of the mountain for the fall colors. "
United States
DARRELL
$156 nightly
The price is $170
Dec 25 - Dec 26
Total with taxes and fees
Sugarloaf Inn
Terrace/patio
Hillholm Estate

Inn in Kingfield

Hillholm Estate
3.5 star property
8.8 out of 10, Excellent, (196)
"Very nice place to stay "
United States
Evgeny
$253 nightly
The price is $276
Dec 26 - Dec 27
Total with taxes and fees
Hillholm Estate
Exterior
Pip's Place-10 Mins to Sugarloaf

Vacation Home in Stratton

Pip's Place-10 Mins to Sugarloaf
9.8 out of 10, Exceptional, (10)
"We enjoyed the stay and location was great"
United States
Justin S.
$431 nightly
The price is $470
Dec 27 - Dec 28
Total with taxes and fees
Pip's Place-10 Mins to Sugarloaf
Exterior
Summit Haus - Golf & Liftside Penthouse!

Apartment in Carrabassett Valley

Summit Haus - Golf & Liftside Penthouse!
8.6 out of 10, Excellent, (4)
"Enjoyed the comfy accommodations. Terrific having the washer/dryer after hiking each day. "
United States
Patricia W.
$463 nightly
The price is $505
Jan 14 - Jan 15, 2026
Total with taxes and fees
Summit Haus - Golf & Liftside Penthouse!
Exterior
Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts

Vacation Home in Madrid

Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts
8.0 out of 10, Very Good, (2)
"Beautiful views, great space. Easy access no issues. The view alone is worth the trip!"
United States
Joseph G.
$395 nightly
The price is $431
Dec 25 - Dec 26
Total with taxes and fees
Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts
Outdoor dining
Standard queen bed room sleeps 2

Standard queen bed room sleeps 2

Standard queen bed room sleeps 2
6.0 out of 10, (3)
"Owner is very nice. Room was newly renovated and had a nice kitchen. Fun lounge and game room. Easy load in and out. They had Carrabassett Coffee company for the room too and sold toothbrushes in the office! Beds were so-so for comfort but overall a great stay."
United States
Julie
$168 nightly
The price is $183
Dec 25 - Dec 26
Total with taxes and fees
Standard queen bed room sleeps 2
Exterior
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Chalet in Carrabassett Valley

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
2.0 star property
10.0 out of 10, Exceptional, (10)
"Beautiful property in great condition located in a quiet, awesome area. Highly recommend! "
United States
Scott M.
$780 nightly
The price is $850
Jan 6 - Jan 7, 2026
Total with taxes and fees
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
Exterior
Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley

Apartment in Rangeley

Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
10.0 out of 10, Exceptional, (175)
"great location; great property!"
United States
Patricia
$189 nightly
The price is $206
Jan 4 - Jan 5, 2026
Total with taxes and fees
Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
Exterior
Sugarloaf West Mountain Summit Lodge

Vacation Home in Sugarloaf

Sugarloaf West Mountain Summit Lodge
9.4 out of 10, Exceptional, (48)
"This was the second time I've stayed at Jill's with my family and we had a great time! Plenty of space for our group!"
United States
Kailey H.
$1,188 nightly
The price is $1,295
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sugarloaf West Mountain Summit Lodge
Exterior
The Epic Sugarloaf Getaway

Chalet in Carrabassett Valley

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!!"
United States
Matteo B.
$971 nightly
The price is $1,058
Jan 21 - Jan 22, 2026
Total with taxes and fees
The Epic Sugarloaf Getaway
Outdoor dining
Studio Suite 1 with full kitchen

Apartment in Stratton

Studio Suite 1 with full kitchen
$180 nightly
The price is $196
Dec 25 - Dec 26
Total with taxes and fees
Studio Suite 1 with full kitchen
Exterior
Luxury Ski-In/Out Condo at Whiffletree SuperQuad

Condo in Carrabassett Valley

Luxury Ski-In/Out Condo at Whiffletree SuperQuad
10.0 out of 10, Exceptional, (2)
"Our stay here was wonderful. The condo is very spacious, clean, organized and had everything we needed and then some. Steps to whiffletree made taking the scenic lift ride easy. We were able to just walk to the base lodge and all surrounding restaurants on mountain. Perfect location! Beautiful space. We will definitely be back."
United States
Ashley P.
$969 nightly
The price is $1,056
Jan 6 - Jan 7, 2026
Total with taxes and fees
Luxury Ski-In/Out Condo at Whiffletree SuperQuad
Exterior
Charming 3-bedroom house in Rangeley with trail access

Vacation Home in Rangeley

Charming 3-bedroom house in Rangeley with trail access
2.0 out of 10, (1)
$743 nightly
The price is $810
Dec 30 - Dec 31
Total with taxes and fees
Charming 3-bedroom house in Rangeley with trail access
Exterior
Terrapin Hostel

Hostel in Kingfield

Terrapin Hostel
2.0 star property
9.8 out of 10, Exceptional, (98)
"Nostalgic, beautiful house."
Canada
Bennjamin
$80 nightly
The price is $88
Dec 28 - Dec 29
Total with taxes and fees
Terrapin Hostel
Equipment storage
Hostel Of Maine

Hostel in Kingfield

Hostel Of Maine
2.0 star property
9.8 out of 10, Exceptional, (87)
"Clean rooms and great amenities!"
United States
Jeffrey
$199 nightly
The price is $217
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hostel Of Maine
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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Top Madrid Hotel Reviews

Sugarloaf Inn

Sugarloaf Inn

10/10 Excellent
"Nice view of the mountain for the fall colors. "
DARRELL 1-night trip
Posted 2 weeks ago
Sugarloaf Inn

Find out more about Madrid

Madrid Cottages information

Number of reviews
1,453
Accommodation
29 Cottages
Lowest Price
$88
Highest Price
$1,295

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