Holiday rentals near West Mountain Chairlift

We found 482 holiday rentals — enter your dates for availability

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August 2025

September 2025

Discover a selection of private holiday rentals close to West Mountain Chairlift that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, including parking and a TV. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - West Mountain Chairlift

Showing deals for:14 Nov - 21 Nov

Exceptional

(9 reviews)

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

Carrabassett Valley, ME

8% off

£524 per night

includes taxes & fees

Exceptional

(18 reviews)

Comfortable mountainside living w/ large outdoor patio, super close to golfing

Carrabassett Valley, ME

8% off

£406 per night

includes taxes & fees

Exceptional

(5 reviews)

Air conditioned house! Private house and yard close to golf, hiking, and biking

Carrabassett Valley, ME

8% off

£311 per night

includes taxes & fees

Exceptional

(6 reviews)

Valley Home with Game Room, Walking Distance to Narrow Gauge Trails & Restaurant

Carrabassett Valley, ME

7% off

£209 per night

includes taxes & fees

Exceptional

(12 reviews)

Sugarloaf Mountain Condo with Indoor Pool, Shuttle and Direct Trail Access!

Carrabassett Valley, ME

8% off

£361 per night

includes taxes & fees

House view from trail - Breakaway apartment entrance is lower right hand corner.

Exceptional

(5 reviews)

West Mountain Trailside - ski in/ski out breakaway apartment.

Carrabassett Valley, ME

16% off

£453 per night

includes taxes & fees

Exceptional

(25 reviews)

Ski In Ski Out Family Friendly Sugarloaf Condo @ Snubber Trail Mid Station on Mt

Carrabassett Valley, ME

8% off

£215 per night

includes taxes & fees

Exceptional

(89 reviews)

Trailside, four bedroom, sun filled condo, with pool, view of Sugarloaf and AC

Carrabassett Valley, ME

11% off

£215 per night

includes taxes & fees

Exceptional

(8 reviews)

Beautiful Trailside Condo - Ski In Ski Out - Shared Seasonal or Nightly Rental

Carrabassett Valley, ME

8% off

£224 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - West Mountain Chairlift

Beach area and dock complete with dock bench, canoe, and paddle boat.

Lake House with Swim Area, Dock, Deck, Canoe, & Paddle Boat - 1BR+, Sleeps 4-6

Sleeps 6 · 1 bedroom · 1 bathroom

nestled in the mountains you wont forget this trip

Your Adventure! 360° Mountaintop Views / Off-Grid Retreat on 300 Acres

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated rentals - West Mountain Chairlift

Premier Host

Fabulous stay in hideaway cabin

Our stay with Lois and Paul in their amazing cabin was wonderful. The acccommodation was top notch and there wasn't a single thing that hadn't been thought of. The self catering facilities were the best we've ever had - 100%. The area was beautiful and peaceful and we were privileged to see moose on the back roads one evening at dusk and bears are often seen in the area. A great location, friendly owners and an amazing cabin - I hope we'll be back Kathryn and Jon

Kathryn H.

Stayed Oct 2023

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
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More space, more privacy, more amenities — more value