Places to stay in Carrabassett Valley

4.98 out of 5 average rating, 130 reviews

Chalet in Kingfield

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

4.99 out of 5 average rating, 102 reviews

A lone moose is depicted standing on a winding dirt path, surrounded by lush greenery. The background features a dense forest with various trees and foliage, reflecting the natural beauty of the area.

Apartment in Eustis

The Dead River Ranch-16 miles from Sugarloaf

A rustic, cozy lower level apartment that offers plenty of open space for a couples retreat. Enjoy, mornings of provided coffee and the great outdoors! Steps away from Pumpkin Pond to the North Branch of Dead River. Enjoy boating on near-by Flagstaff Lake, fishing, hunting, ATV/snowmobile riding for miles on end! Short walk to Trails End Steak House and Tavern, in Eustis village. Skiing or golfing at Sugarloaf Mountain is less then 25 minutes away. Come kick back in the great North Country!

Train in Carrabassett Valley

4.94 out of 5 average rating, 173 reviews

Train Caboose on Mountain

Sugarloaf Village 1 - on mt ,w free shuttle. featured in "Maine Homes by Downeast" mag "Love Train". This beautifully restored caboose w/3 separate sleeping areas - a master bedroom w full bed - single comfortable bunk and a convertible couch. Fully equipped w many ammenities- Flat Screen tv w chromebox- tiled shower -great bedding/linens- full stove & microwave.-fridge- pots pans & cooking supplies -keurig & trad coffe pot-great deck & 1 1/4 yard w pines . U-Tube video JohannaFowler-x5w

Condo in Carrabassett Valley

The indoor pool area features a spacious design with large windows allowing natural light to illuminate the space. The pool reflects the surrounding trees through the glass, creating a serene atmosphere. Wooden deck areas are present alongside the pool, providing additional seating options.

4.96 out of 5 average rating, 101 reviews

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

This cozy and comfy ski in/ski out condo 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). Full kitchen, and one of the few with AC for summer!

Two red outdoor chairs frame a circular fire pit on a wooden deck, which is surrounded by autumn foliage. A wooden table sits between the chairs, with two bottles placed atop it. Scenic views of trees and rocks provide a natural backdrop.

4.97 out of 5 average rating, 121 reviews

Tucked Away Family Chalet

Tucked Away Family Chalet is conveniently located in Carrabassett Valley close to hiking, biking, community pool/playground/tennis courts, Tufulio's restaurant and much more! A great place to enjoy nature, relax, unwind, check out from the hustle and bustle, and spend quality time with the family. Some of the best mountain biking is right out the front door and swimming in the nearby river is not to be missed. In the wintertime, access to the Narrow Gauge ski trail is a short walk away.

4.96 out of 5 average rating, 363 reviews

Apartment in Kingfield

On The River 2 with Lucy the resident cat

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.

A view of a bathroom is captured from the doorway, showcasing a window that allows natural light to enter. A laundry basket is placed on the floor, while a modern toilet and a clean vanity are visible. Soft lighting complements the wooden interior.

4.88 out of 5 average rating, 113 reviews

Welcome to our Shackteau! Close to loaf + trail!

Unique ski chalet five minutes from Sugarloaf access road, with snowshoe / XC ski trail from the property that connects to valley trail system. Cozy, all-wood interior with funky bunk bed tower, homey propane stove, and den with bar and large TV. Equally well-suited for families, friends, and responsible mountain enthusiasts! We love our shackteau and know you will, too! We received negative feedback on our last cleaner so we have a new AWESOME cleaner :)

An open-plan living area features wooden walls and ceilings, with a dining table surrounded by black chairs. A modern kitchen with stainless steel appliances is visible, alongside a comfortable seating area. Large windows allow natural light to fill the space, highlighting the natural surroundings.

4.93 out of 5 average rating, 122 reviews

Hillside Hideaway - Great Location & Hot Tub

Welcome to our cozy Sugarloaf/Carrabassett Valley home! Sitting in the back of Redington is our private home with a hot tub, firepit & grill! There is ample parking for you & your friends. Hiking/snowshoeing trail is 100 yards into the woods out of the back of the house. Check us out on the gram @hillsidehideaway_2039. About 10 minutes from the base of Sugarloaf mountain. Family friendly, wi-fi, decked out kitchen. Feel at home within minutes!

Home in Carrabassett Valley

A large window framed by warm fairy lights offers a view of a serene snowy landscape outside, with a flowing river visible and snow-covered trees lining the banks.

4.92 out of 5 average rating, 112 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.

4.93 out of 5 average rating, 186 reviews

The camp is nestled among tall trees, set slightly elevated above a clear stream. Large boulders and lush greenery surround the water's edge, offering a serene natural setting. The building features a wooden exterior with a sloped roof, harmonizing with the surrounding landscape.

Cabin in Phillips

Stream-side mountain retreat

This attractively renovated camp in the High Peaks region of western Maine is the perfect place to get away and unplug. Surrounded by conservation land, the camp is airy and bright, with views opening onto woods and stream, and is well screened. Solar panels provide water and electricity. There's limited satellite internet service for emailing and texting, and sometimes phone through wifi, depending on your service provider.

Cabin in Carrabassett Valley

A wooden deck features outdoor seating arrangements and a grill, set against a backdrop of lush greenery. The structure's exterior is clad in shingles with a vibrant blue trim, and large glass doors provide a view of the interior.

4.92 out of 5 average rating, 255 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.

Vacation home in Carrabassett Valley

An outdoor terrace is featured with a wooden picnic table and bench, surrounded by natural stone and gravel. Lush greenery encompasses the area, with trees visible in the background under a partly cloudy sky.

4.88 out of 5 average rating, 109 reviews

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

Relax, ski, snowshoe, mountain bike, hike or just flake out in our spacious three-bedroom lower-level 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Popular amenities for Carrabassett Valley places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Carrabassett Valley

Apartment in Carrabassett Valley

A gentle slope leading away from a building is seen, with vibrant autumn foliage in shades of orange and yellow. A small wooden bridge crosses a path, providing access to the grassy area. In the distance, a shuttle bus is parked near the base of a ski hill.

4.91 out of 5 average rating, 67 reviews

On Mountain Studio in the heart of Sugarloaf!

4.91 out of 5 average rating, 57 reviews

The cabin exterior features a two-story structure with brown log siding and large windows, surrounded by trees. Inside, a living area showcases warm wooden walls, a leather sofa, and soft lighting. The kitchen highlights modern appliances and a spacious dining table.

Cabin in Coplin

Pip's Place-10 Min to Sugarloaf/5 min to Flagstaff

5 out of 5 average rating, 8 reviews

A serene landscape is captured, featuring a calm lake reflecting distant mountains. The scene is framed by pine branches, while soft hues of pink and blue are visible in the sky, suggesting a peaceful dawn or dusk atmosphere.

Apartment in Stratton

Pine St. Apartment #1

Home in Carrabassett Valley

5 out of 5 average rating, 9 reviews

Redington Red House

The living room features vaulted wooden ceilings and large windows that provide natural light and views of the outdoors. A cozy seating arrangement with a sofa and armchair faces a stone fireplace, while a decorative lamp and coffee table add to the welcoming ambiance.

5 out of 5 average rating, 13 reviews

5BR chalet only 6 miles to Sugarloaf access road!

Apartment in Carrabassett Valley

A vibrant gathering is seen on the snowy slopes, with a large crowd enjoying an outdoor event. Snow-covered mountains rise in the background, showcasing ski trails. Tents and structures serve as gathering points, while participants engage in winter festivities under a partly cloudy sky.

4.98 out of 5 average rating, 64 reviews

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

Condo in Carrabassett Valley

An open living area is visible, featuring two light-colored armchairs positioned near a staircase. A small kitchen area, with a refrigerator and wooden shelving, is located in the background. Light-colored walls and wooden flooring create a bright and inviting space.

5 out of 5 average rating, 18 reviews

Valley Crossing 2 bedroom condo

A serene river flows through a rocky landscape, surrounded by lush greenery and trees under a soft, glowing sky. The water reflects the light, creating a tranquil scene that invites peaceful contemplation.