Carrabassett Valley vacation rentals

5 out of 5 average rating, 89 reviews

A private deck features several black Adirondack chairs arranged for comfort, facing a panoramic view of a sunset over rolling hills and a lake. Soft lighting from string lights enhances the inviting atmosphere of the space.

Home in Woodstock

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Condo in Carrabassett Valley

A welcoming entryway features warm wooden paneling and a spacious boot and helmet storage unit. Hooks are available for equipment, while a bench offers a resting spot. Bright red rugs line the area, creating contrast against the neutral carpet and walls.

4.97 out of 5 average rating, 67 reviews

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

4.81 out of 5 average rating, 103 reviews

A tranquil wooden dock stretches over calm lake waters, leading towards a vibrant sunset reflected on the surface. Silhouettes of two individuals can be seen near the end of the dock, with rocks lining the shore and gentle waves lapping against the edges.

Cottage in Embden

Gorgeous lakefront, sunsets, kayaks, fire pit

Enjoy breathtaking sunset views from this cozy, quiet waterfront home. Relax and play at our serene lake house, 40 feet from the water. Embden is the 3rd cleanest lake in Maine and our lot is wooded for nice privacy. Fire pit, lounge chairs and hammock at the water's edge. Kayak, paddleboard, swim, yard games, fish or relax! Great golf close by! In the winter warm up by the fire after playing outside (sugarloaf 35 mins) ski, snowmobile, ice fish for salmon! Our driveway accommodates trailers.

Home in Carrabassett Valley

5 out of 5 average rating, 16 reviews

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

Home in Carrabassett Valley

4.92 out of 5 average rating, 37 reviews

A Perfect Home For Family Summer Vacations!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

4.94 out of 5 average rating, 62 reviews

A wooden deck with railings provides access to the rental unit's entrance. Signs indicate 'Welcome' and 'GUEST PARKING.' Snow-covered surroundings include trees, while a distant mountain range is visible under a partly cloudy sky.

Guest suite in Hanover

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

4.77 out of 5 average rating, 47 reviews

Two comfortable chairs are positioned on a wooden deck, facing a serene view of Rangeley Lake. Lush greenery surrounds the area, and a single tree stands prominently near the water's edge. The scene reflects a calm and peaceful atmosphere.

Cabin in Rangeley

Waterfront Cabin on Rangeley Lake!

True Lyons Cabin 1. Two bedroom, plus sleeping loft, right on Rangeley Lake! Comfy beds and new furnishings! Wonderful little wood stove for those cold nights! 150’ beach with large dock right out front! Large fire pit. Gorgeous views all day long and amazing sunsets! Walking distance to the LOON LODGE & FARM HOUSE Downtown Rangeley 1.5miles away. One bedroom has a queen bed and other has two twins. Loft has full bed. Great WiFi! Brand new Air Conditioning system in entire cabin!

4.85 out of 5 average rating, 13 reviews

Chalet in Woodstock

Cozy Mountainside Retreat– come explore & Relax

Welcome to Your Summit Retreat Suite! • Large, cozy fireplace • Spacious loft • Well-appointed, eat-in kitchen • Fiber-optic WiFi & Smart TV • Large enclosed back porch • Baby gear & kid-friendly games • Pets considered for additional fee Nestled in the heart of the western Maine mountains, our home is minutes away from top-tier ski resorts: • Mt. Abram (5 minutes) • Sunday River (15–20 minutes) • Black Mountain (30 minutes) We look forward to hosting your group!

Apartment in Carrabassett Valley

An outdoor corridor is shown, lined with wooden railings and covered in fresh snow. Natural sunlight filters through the trees in the background, creating a serene winter landscape. The corridor leads towards a doorway marked with the number 7.

4.67 out of 5 average rating, 6 reviews

Centrally located 1 bedroom condo on mountain!

This one bedroom condo boasts a prime location at the heart of Sugarloaf. Situated along the shuttle route, it's only a brief walk from the Snubber Midstation lift. Walk to the Shipyard Brew Haus for a refreshing drink, or access the Sugarloaf Fitness Center located across the street, for an additional fee. The condo itself includes a fully equipped kitchen, a cozy living room with a gas fireplace and pull out couch, a full bathroom, and a washer/dryer for your convenience.

4.94 out of 5 average rating, 18 reviews

Home in Woodstock

Sweeping Views/Firepit/BBQ

Guests will enjoy public water access to three unique bodies of water in less than 3 miles from the front door! Extensive hiking trails suitable for all levels. Mt. Abram, Sunday River ski and golf resort, Mt. Abram Mountain Bike Park, just minutes away. Experience stunning lake and mountain views. Totally renovated interior from floor to ceiling including all new furnishings and fixtures. Not Suitable for children or pets. Guests will be required to sign rental agreement

4.82 out of 5 average rating, 17 reviews

A serene lakeside deck is adorned with two Adirondack chairs and a small white table. The reflection of trees and a vibrant sunset is visible in the calm water, creating a peaceful setting for relaxation.

Cabin in Phillips

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

Welcome to Fox Carlton Pond! Settle into our Cub Cabin surrounded by the beauty of nature at a peaceful resort on our 5 acre private pond alongside the Sandy River. Our Cub Cabin is furnished with a bunk bed (see photos) with a double mattress on the bottom bunk that sleeps 2 and a single mattress on top bunk that sleeps 1. Enjoy walking trails, lawn games, fire pit, pickle ball, use of canoes, kayaks, peddle boat and docks for exploring, fishing and swimming.

5 out of 5 average rating, 62 reviews

A historic house with a charming exterior is set amidst lush green lawns and colorful trees. A stone pathway leads to the entrance, flanked by well-maintained shrubs. A spacious front porch is adorned with a stylish railing and seasonal decorations.

Home in Bethel

Dream Vacation Home - Full Amenities & Hot Tub

The Bingham House in Bethel / Sunday River is the ultimate vacation home to meet all your needs. Sleeps up to 18 people in 6 bedrooms, 6 bathrooms. Full service amenities include: wifi, 10 HD TVs with premium cable (including HBO), 8-person hot tub, fire pit, billiards room, bar w/ wine fridge, game room, elevator, full kitchen & walk-in pantry, gas grill, fireplaces, parking, free shuttle to Sunday River, crib + high chair + booster seat

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Carrabassett Valley vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Carrabassett Valley's top sights

The Rack30 locals recommend

Tufulio's Restaurant & Bar - Craft Beer - Happy Hour - Pizza/Italian Food22 locals recommend

The SugarBowl - Craft Beer - Wine Bar - Indoor Golf - Burgers28 locals recommend

The Bag & Kettle Restaurant25 locals recommend

Sugarloaf Outdoor Center15 locals recommend

Hug's Italian Cuisine17 locals recommend

Other great vacation rentals in Carrabassett Valley

4.86 out of 5 average rating, 133 reviews

A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.

Apartment in Cornville

Large Home with Great View next to horse farm

Home in Carrabassett Valley

A spacious interior showcases a modern design with exposed wooden beams and large windows allowing natural light to fill the area. Glass railings overlook an open space below, creating a sense of openness and connection to the surrounding greenery.

5 out of 5 average rating, 4 reviews

The Epic Sugarloaf Family Getaway!

5 out of 5 average rating, 104 reviews

An outdoor seating area is presented with a spacious sectional sofa made of dark wicker, positioned under a covered patio. The lawn extends towards the private sandy beach and dock by the lake, with a view of kayaks and trees in the background.

Cottage in Belgrade

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

Home in Dallas Plantation

4.94 out of 5 average rating, 31 reviews

Ski/snowmobile retreat-hot tub

4.95 out of 5 average rating, 92 reviews

An inviting loft space features multiple beds arranged on a wooden floor, accentuated by rustic wood paneling on the walls and sloped ceiling. A patterned rug adds texture, while natural light filters through a nearby window, creating a cozy atmosphere.

Cabin in Moscow

Cabins/Sporting camps-great location

4.89 out of 5 average rating, 167 reviews

The living area features a spacious sectional couch paired with a comfortable recliner and a locally made rocking chair. Sunlight streams through multiple windows, illuminating the wooden interiors and a central coffee table topped with decorative items, creating a cozy gathering space.

Cabin in Eustis

Brivera in the Mountains-20 min to Sugarloaf!

5 out of 5 average rating, 7 reviews

Large windows frame a stunning view of the lake, allowing natural light to brighten the spacious interior. A wooden dining table is positioned near the windows, complemented by seating and a small plant. The decor features rustic touches, enhancing the lakeside ambiance.

Cabin in Belgrade

Great Pond Getaway|Lakefront|Dock|Sunset Views