Photo by Robbie Martin

Northwest Somerset Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Northwest Somerset vacation rentals

A wooden cabin interior with a brown leather sofa, wooden dining table, and a staircase leading to a loft.

1. Mountainview Resort by Coolvacay

Mountainview Resort by Coolvacay
4.0 star property
Jackman
7.4 out of 10, Good, (6 reviews)
"Wonderful and helpful staff. A bit dated but clean and comfortable and quiet."
United States
Norris
$94 nightly
The price is $102
Dec 2 - Dec 3
Total with taxes and fees
Mountainview Resort by Coolvacay
A wooden cabin with a covered patio, a bench, and a snow-covered ground.

2. Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf

Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (121 reviews)
"We loved staying at this rustic cabin. Very clean and comfortable. Liked the outdoor screened building. Thanks Lois."
United States
Doug D.
$139 nightly
The price is $152
Nov 10 - Nov 11
Total with taxes and fees
Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
A spacious living area with a stone accent wall, a large window, and a dining area.

3. Sugarloaf Mountain Gondola VillageC2209

Sugarloaf Mountain Gondola VillageC2209
Carrabassett Vly
$385 nightly
The price is $420
Nov 29 - Nov 30
Total with taxes and fees
Sugarloaf Mountain Gondola VillageC2209
A modern interior with a wooden ceiling, a dining area with a table set for four, a sofa, and a kitchen with bar stools.

4. Ski-In/Ski-Out | Whiffletree Outside Your Door

Ski-In/Ski-Out | Whiffletree Outside Your Door
Carrabassett Valley
10.0 out of 10, Exceptional, (13 reviews)
"Lovely condo. Well appointed and surprisingly quiet (July 4 weekend). Really enjoyed our stay. Thanks!"
United States
John M.
$887 nightly
The price is $967
Nov 10 - Nov 11
Total with taxes and fees
Ski-In/Ski-Out | Whiffletree Outside Your Door
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

5. Spacious Sugarloaf Condo

Spacious Sugarloaf Condo
2.0 star property
Carrabassett Valley
$588 nightly
The price is $641
Nov 10 - Nov 11
Total with taxes and fees
Spacious Sugarloaf Condo
A rustic kitchen with wooden cabinets, a stove, and a sign that says "Hunting Stories Told Here".

6. 2 bedroom private custom built home with loft.

2 bedroom private custom built home with loft.
Jackman
8.8 out of 10, Excellent, (22 reviews)
"Clean."
United States
rich b.
$230 nightly
The price is $251
Nov 14 - Nov 15
Total with taxes and fees
2 bedroom private custom built home with loft.
A view from a window overlooking a forested landscape with mountains in the distance during sunset.

7. Summit Haus at Sugarloaf by Everrow

Summit Haus at Sugarloaf by Everrow
Carrabassett Valley
9.4 out of 10, Exceptional, (9 reviews)
"Enjoyed the comfy accommodations. Terrific having the washer/dryer after hiking each day. "
United States
Patricia W.
$357 nightly
The price is $389
Nov 10 - Nov 11
Total with taxes and fees
Summit Haus at Sugarloaf by Everrow
A two-story wooden house with a balcony, surrounded by a garden with various flowers and a stone wall.

8. Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley

Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
Rangeley
10.0 out of 10, Exceptional, (194 reviews)
"We had a great stay! Thank you!"
United States
Jodi
$178 nightly
The price is $194
Nov 10 - Nov 11
Total with taxes and fees
Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
A small, single-story building with a red door, white siding, and a wooden porch with steps.

9. 1-bedroom Cabin with AC in The Forks, sleeps 6, WIFI and TV

1-bedroom Cabin with AC in The Forks, sleeps 6, WIFI and TV
The Forks Pl
$281 nightly
The price is $306
Nov 30 - Dec 1
Total with taxes and fees
1-bedroom Cabin with AC in The Forks, sleeps 6, WIFI and TV
A wooden log cabin with a front porch, a visible mailbox, and a clear sky.

10. Sugarloaf Mountain St John Drive C6001T

Sugarloaf Mountain St John Drive C6001T
Carrabassett Valley
$458 nightly
The price is $499
Nov 12 - Nov 13
Total with taxes and fees
Sugarloaf Mountain St John Drive C6001T
A modern living room with a grey sofa, a white armchair, and a round coffee table. There is a kitchen in the background with white cabinets and a stainless steel refrigerator.

11. Sugarloaf: Walk to Lifts by Everrow

Sugarloaf: Walk to Lifts by Everrow
Carrabassett Valley
9.8 out of 10, Exceptional, (7 reviews)
"Great location, comfy beds, all you need. The gated parking nearby was a bonus!"
United States
CeCe S.
$348 nightly
The price is $379
Nov 10 - Nov 11
Total with taxes and fees
Sugarloaf: Walk to Lifts by Everrow
A room with a large sliding glass door leading to an outdoor deck with a view of autumn trees and mountains.

12. Mountain Escape - Views • Firepit • Near Sugarloaf

Mountain Escape - Views • Firepit • Near Sugarloaf
Kingfield
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful location. House was well appointed."
United States
Ruth S.
$424 nightly
The price is $462
Nov 16 - Nov 17
Total with taxes and fees
Mountain Escape - Views • Firepit • Near Sugarloaf
A snow-covered outdoor seating area with a stone fire pit and Adirondack chairs.

13. Sugarloaf West Mountain Summit Lodge

Sugarloaf West Mountain Summit Lodge
Sugarloaf
9.4 out of 10, Exceptional, (58 reviews)
"Really great spot with plenty of room. Had a fantastic time and will return to this house when we come back!"
United States
Matthew C.
$1,246 nightly
The price is $1,358
Nov 10 - Nov 11
Total with taxes and fees
Sugarloaf West Mountain Summit Lodge
A living room with a fireplace, sofa, and a kitchen area with wooden cabinets and a countertop.

14. Sugarloaf Mountain Crocker Mountain Road 2135

Sugarloaf Mountain Crocker Mountain Road 2135
Carrabassett Valley
9.4 out of 10, Exceptional, (3 reviews)
"Condo was absolutely fantastic. Large, spacious, yet with plenty of space for privacy. Kitchen was fully stocked and for a family of chefs, we found that it lacked nothing. "
United States
Maria d.
$603 nightly
The price is $657
Nov 12 - Nov 13
Total with taxes and fees
Sugarloaf Mountain Crocker Mountain Road 2135
A wooden cabin with a covered porch, a door, and two rocking chairs.

15. Cozy Maine Couples Retreat w/ Wood Stove

Cozy Maine Couples Retreat w/ Wood Stove
3.0 star property
North Anson
$322 nightly
The price is $350
Nov 10 - Nov 11
Total with taxes and fees
Cozy Maine Couples Retreat w/ Wood Stove
A cozy cabin interior with a stone fireplace, leather sofa, and a large window offering a view of the forest.

16. Sugarloaf Mountain Northwoods C5013

Sugarloaf Mountain Northwoods C5013
Carrabassett Valley
10.0 out of 10, Exceptional, (6 reviews)
"Great spot!"
United States
Tyler P.
$798 nightly
The price is $870
Dec 6 - Dec 7
Total with taxes and fees
Sugarloaf Mountain Northwoods C5013
A spacious living room with a large sectional sofa, a television, a fireplace, and a dining area with bar stools.

17. Hiking,canoeing,fishing,close to atv,utv trails

Hiking,canoeing,fishing,close to atv,utv trails
Madrid
9.0 out of 10, Wonderful, (6 reviews)
"Property was lovely,the owner was great as far as communication went,would definitely stay there again "
United States
Stephen L.
$418 nightly
The price is $456
Nov 10 - Nov 11
Total with taxes and fees
Hiking,canoeing,fishing,close to atv,utv trails
A modern living room with a beige sofa, a dining area with a wooden table and chairs, a kitchen with white cabinets, and a mounted TV on the wall.

18. Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles
Bingham
9.2 out of 10, Wonderful, (26 reviews)
"Very wonderful charming place to stay in the western mountains!"
United States
Eric S.
$143 nightly
The price is $155
Nov 10 - Nov 11
Total with taxes and fees
Charming renovated Bank building direct access for ATV/ snowmobiles
A modern living room with two sofas, a coffee table, and a kitchen area with wooden cabinets and appliances.

19. Sugarloaf Mountain Snowbrook Village C2669

Sugarloaf Mountain Snowbrook Village C2669
Carrabassett Vly
$302 nightly
The price is $329
Nov 10 - Nov 11
Total with taxes and fees
Sugarloaf Mountain Snowbrook Village C2669
A living room with a brown leather sofa, a dining table with chairs, and a kitchen area with cabinets and a TV.

20. Sugarloaf Mountain Snowbrook Village C2585

Sugarloaf Mountain Snowbrook Village C2585
Carrabassett Vly
$302 nightly
The price is $329
Nov 10 - Nov 11
Total with taxes and fees
Sugarloaf Mountain Snowbrook Village C2585
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 Northwest Somerset Hotel Reviews

A bedroom with a wooden floor, a bed with a plaid blanket, a desk with a chair, a dresser, and a window with curtains.
The Spillover Motel

The Spillover Motel

The Spillover Motel
Stratton

10/10 Excellent

Super convenient and very clean
United States
Jason
Reviewed November 8, 2026
The Spillover Motel

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