Holiday rentals in Carrabassett Valley

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Top-rated holiday rentals in Carrabassett Valley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in New Portland

4.94 out of 5 average rating, 118 reviews

Cozy two-bedroom cabin on Lemon Stream

Relax at this unique, conveniently situated 2 bedroom cabin located on Route 27 between Farmington (15 miles) and Kingfield (7 miles). For winter skiing and summer activities as well, Sugarloaf is just 30 minutes away. The cabin is just off the main road to minimize weather issues. Lemon Stream runs through the property and you can go fishing and explore the 3 acre woodland. Nicely furnished with new appliances, a new hot tub, and all the amenities, this little cabin is the perfect getaway!

29 Jan – 5 Feb

$242 SGD per night

Guest favourite

Cabin in Coplin

4.91 out of 5 average rating, 22 reviews

Pip's Place-10 Mins to Sugarloaf

Perfect base camp for exploring northwestern Maine! Pip's Place is a clean and charming, newly refinished 900 sq ft cabin located in a humble woodsy village just outside Stratton/Eustis where you will find gas, bars/restaurants, + grocery stores. Connect to ATV and snowmobile trails right out the driveway! You can be at Sugarloaf, the AT, or Flagstaff Lake in 10 minutes or less. Saddleback and the Rangeley Lakes are 1/2 hour away. All the amenities you need while still keeping it cabin-y!

15–22 May

$162 SGD per night

Guest favourite

Flat in Eustis

4.9 out of 5 average rating, 113 reviews

Western mountain Retreat, Minutes to Sugarloaf

Perfectly located 7 miles north of Sugarloaf ski resort, and 27miles east to saddleback ski resort. Snowmobile and ATV trail access, right behind the building! Within minutes of great hiking trails including part of the Appalachian Trail, Also some of the best Hunting and Fishing in New England. Our place is within walking distance to the beautiful, and historical Flagstaff Lake, downtown Stratton, the local town park, local restaurants, and a convenience store/Gas station right next door!

6–13 Mar

$206 SGD per night

Guest favourite

Flat in Carrabassett Valley

5.0 out of 5 average rating, 21 reviews

On-Piste, Ski-in/Ski-out Condo

*NEW LISTING* Book your stay at this ski-in ski-out, cozy studio condo centrally located at Sugarloaf USA. Upon arrival, no need to move your car! You will receive 2 parking passes, be steps from the Snubber Chair lift, settle your belongings in your personalized ski locker and walk a few minutes to the many shops and restaurants in the village. Warm up beside the electric fireplace between runs when you come in for lunch or a cup of coffee. Location, location, location! End unit condo!

30 Jun – 7 Jul

$230 SGD per night

Guest favourite

Flat in Kingfield

4.97 out of 5 average rating, 286 reviews

On The River 2

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

8–15 Mar

$147 SGD per night

Guest favourite

Apartment in Carrabassett Valley

4.96 out of 5 average rating, 76 reviews

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

This cozy and comfy ski in/ski out condo, one of the few in the area with AC for summer, is in a desirable location and just a short chairlift ride to the base of Sugarloaf Mountain. Ski or mountain bike directly from the condo! Family friendly. A queen bed settled in an alcove, queen murphy bed and pull out full size sofa bed provide plenty of sleeping space. Convenient indoor access to the pool, hot tubs, and sauna at the Sugarloaf Sports and Fitness Center (additional fees apply).

3–10 May

$235 SGD per night

Superhost

Home in Eustis

4.8 out of 5 average rating, 87 reviews

Cozy, quiet & private near Sugarloaf

This relaxing spot in the western Maine mountains is perfect for nature lovers throughout the seasons. Close to Sugarloaf, Bigelow Preserve, Flagstaff Lake and the Appalachian trail. Snowmobile rentals & 70 miles of groomed trails are 0.3 miles from our front door! Fishing, swimming, hiking, skiing, boating, Sugarloaf’s outdoor adventure center and 138 miles of ATV trails are all available close by. Restaurants, bars and local stores are walkable. Check out our guidebook!

15–22 Jul

$153 SGD per night

Guest favourite

Flat in Kingfield

4.98 out of 5 average rating, 84 reviews

Village Top Floor With Riverview

Located right in downtown Kingfield, this cozy 1 bedroom, top floor unit provides a comfortable escape as well as easy access to in-town amenities. The perfect getaway spot for a couple or a single traveler. Right in the heart of the Western Maine mountains: 20 minutes from Sugarloaf, minutes from the snowmobile and mountain biking trailheads, kayaking, fishing, etc. If you're into outdoor activity this is the place to be! Easy walk to local restaurants and shops.

29 Nov – 6 Dec

$171 SGD per night

Guest favourite

Home in Carrabassett Valley

4.9 out of 5 average rating, 82 reviews

4 Bed 1 Bath on River: Skiing & Mountain bike!

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

1–8 May

$169 SGD per night

Guest favourite

Cabin in Carrabassett Valley

4.93 out of 5 average rating, 198 reviews

Private Cabin next to Narrow Gauge Trails & River

Historic Ski camp built in 1957! Located a mile from Sugarloaf access road. View of Sugarloaf! Private trail to the Narrow Gauge Parking lot & Trail system. Biking and Hiking right out the door! Only a 4 minute drive to Super Quad and on the Shuttle route. Located within a mile from Anti~Gravity Center, Outdoor Center, Hugs restaurant, Carrabassett Public Library, Mountain Side Grocery Store & Gas station.

22–29 May

$237 SGD per night

Guest favourite

Flat in Eustis

4.95 out of 5 average rating, 219 reviews

The Blue Gondola in Western Maine Apt.#1

The Blue Gondola is Ten minutes north of Sugarloaf Ski area. Minuets from Flagstaff lake, Local Markets, Bars and Restaurants. All with in walking distance. The area offers Mountain Views as well as Fishing, Boating, Hiking, Biking, Tours and lift rides depending on the seasons. As well as Cross Country Skiing, Snowmobiling and Ice Skating. Come explore for yourself the Mountains of Western Maine.

28 Apr – 5 May

$153 SGD per night

Guest favourite

Holiday home in Carrabassett Valley

4.89 out of 5 average rating, 83 reviews

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf

Relax, ski, snowshoe, mountain bike, hike or just flake out our spacious three-bedroom apartment in Reddington East -- just 10-minutes from the Loaf. 1500 square feet, fully equipped kitchen, comfortable living area great for watching the game, blazing fast internet, and a spectacular view of the mountain. There's plenty of room for your skis, coats, and other items in the secure entryway.

29 May – 5 Jun

$144 SGD per night