House vacation rentals in Carrabassett Valley

4.94 out of 5 average rating, 173 reviews

A spacious farmhouse stands amidst a grassy area, illuminated by warm light from numerous windows. A covered porch extends along the front, featuring wooden chairs. The surrounding landscape includes mature trees providing a natural backdrop.

Home in Starks

Farm house, River, Island, animals & private Chef.

MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

LocationValueKitchen

Superhost

Home in Moscow

Beautiful home on Wyman Lake

This large one bedroom "camp" is located on Wyman Lake directly off Rt. 201, about 8 minutes north of Bingham. This is a wonderful location to unwind and decompress. With no nearby neighbors, you can enjoy a private shoreline for swimming and boating. Northern Maine at its finest with a paddle boat for exploring and a firepit for your star gazing evenings. Sip coffee on the deck while enjoying the calls of the neighborhood loons or try your hand at smoking meat on the dual smoker/propane grill.

LocationValueIndoor spaces

4.85 out of 5 average rating, 223 reviews

5.0 out of 5 average rating, 22 reviews

New Listing! The Loaf Lodge-Ski. Ride. Repeat.

Make memories and stay steps from adventure at this brand-new mountain getaway on Sugarloaf’s access road! Hop on the free shuttle to the slopes, just 2 minutes away. Also within 2-4 minutes enjoy trails, the Outdoor Center, the Antigravity Center, groceries, the library, and restaurants. After a day skiing, riding, or hiking unwind in this new build with an open-concept living room and kitchen. Bedroom 1-queen bed. Bedroom 2-twin over full bunk with twin trundle. 1 bath. Relax and enjoy!

LocationFamilyDecor

An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.

5.0 out of 5 average rating, 130 reviews

Sweet home nestled in quiet spot; Walk to dining.

Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

FamilyLocationWifi

4.85 out of 5 average rating, 13 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

FamilyLocationIndoor spaces

4.98 out of 5 average rating, 161 reviews

Mahoney Manor

My father executed his vision and built Mahoney Manor from the ground up. What started as a "camp" eventually became his full-time home before his untimely death in 2018. Nestled in the woods at the base of Ira Mountain just minutes from Sugarloaf and along the Carrabassett River, Emmett created a sanctuary. He spent the last years of his life "developing" two empty lots into a Zen-like nature trail system with hand made bridges and benches perfect for 4-season walking or snowshoeing.

FamilyValueHiking

A serene scene features a person fishing by the river, surrounded by lush greenery and mountain views in the distance. The interior showcases wooden beams and a spacious kitchen with stainless steel appliances, complemented by bar stools along a large island.

5.0 out of 5 average rating, 101 reviews

New Cabin. Mountain, River & Dam Views, Kayaks.

Newer home! See the beautiful leaves changing colors. Use the 2 Kayaks. Sugarloaf 20 mins away for Skiing biking & hiking or hop on the ATV & Snowmobile Trail right from the dooryard. Jacuzzi jetted tub, fireplace, D/W, pans, etc. High Speed wifi/internet - login to your streaming devices on the Smart TV (3TV’s). Window views of the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & take in the cascading sounds of the Dam. Trails End Restaurant steps away!

FamilyLocationCleanliness

4.95 out of 5 average rating, 106 reviews

The exterior of a log cabin is showcased, featuring a large deck with wooden railings. A bank of large windows allows natural light inside, highlighting the cabin's open design. Stacks of firewood can be seen underneath the deck, ready for use.

Home in Phillips

Hurry Back.

Cozy log cabin located on a mountain side, with 60 acres access to hiking/snowshoe trails. Appalachian trail only minutes away. 16 miles south of Rangeley, home of Saddleback Mt. Relax, take it easy at this unique and tranquil getaway. Mountain views. Snuggle up to the wood stove or enjoy the outdoor fire pit. Relax in the hot tub under the stars. Winter guests will need a 4 wheel drive, vehicle to climb steep driveway. One of two Airbnb’s on property but plenty of privacy.

LocationFamilyDecor

A spacious cabin is nestled among trees, featuring a large deck with seating. The modern design includes multiple windows, allowing natural light to brighten the interior. The surrounding greenery enhances the tranquil setting, perfect for relaxation and outdoor activities.

5.0 out of 5 average rating, 49 reviews

Fun all season home on West Mountain.

Bring the whole family to this great place with lots of room for fun. Ski, golf, hike, bike, or just relax. Basement has bar and all the games you need to entertain. Pellet stove will keep you warm after a full day of skiing. Located on West Mountain so can grab the lift or take the shuttle that picks you up right at the end of the driveway. Plenty of space for family and friends. 4 bedrooms that sleep 8 but extra couches and mattresses.

FamilyLocationAccess

A serene riverbank is framed by lush green trees and foliage. Clear water reflects the surrounding nature, with smooth stones scattered along the shore. Gentle ripples indicate flowing water, creating a tranquil atmosphere for outdoor activities.

4.92 out of 5 average rating, 133 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.

FamilyLocationHospitality

Superhost

The inviting living area features a stone fireplace with a mirror above it, surrounded by plants and wooden beams overhead. A wooden staircase leads to the upper level, while a dining area with several chairs is visible in the background, enhancing the warm and cozy ambiance.

Home in New Portland

The Riverfront Retreat - 27 minutes to Sugarloaf!

This vibrant farmhouse is surrounded by 800 ft. of Lemon Stream. Walk to the historic wire bridge! It is about 27 minutes to Sugarloaf and 8 minutes to Kingfield; located directly off Rt. 27 in route to Carrabassett Valley. You can hit the slopes then come home to a cozy, gas fireplace. There's a firepit by the stream to enjoy the stars in warmth. The home is full of color and organic decor. FAST STARLINK WIFI!

ValueLocationHospitality

4.85 out of 5 average rating, 184 reviews

A charming two-story ski house is nestled in a snowy wooded area, featuring large skylights on the upper floor. A spacious deck extends from the front, while two parked vehicles are partially covered in snow. Trees with autumn leaves frame the home.

4.96 out of 5 average rating, 108 reviews

Sugarloaf Home with amazing views

Sugarloaf Ski House, 10 minutes to baselodge, shuttle on call, awesome views, near crosscountry trails, restaurants, Outdoor Center. In summer months, 10 minutes to Sugarloaf Golf Course. Easy access to bike/ hiking trails, waterways, fishing. You can ski in and out from your vehicle from the ends of Lots E and F when the Bucksaw Quad is running. There's a ticket Kiosk at the base of the lift.

ValueLocationCheck-in

Popular amenities for Carrabassett Valley house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of the condominium is shown, featuring a modern design with gray siding. Balconies are visible on the upper floor, and large windows allow for ample natural light. Lush greenery surrounds the building, creating a serene environment.

4.85 out of 5 average rating, 88 reviews

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

LocationFamilyHospitality

The exterior of the upper-level condominium is showcased, featuring a blend of screened-in porches and large windows. The surrounding grassy area provides a natural setting, with trees visible in the background and a clear blue sky above.

4.83 out of 5 average rating, 40 reviews

*New to Market* 410 Snowflower

LocationValueSkiing

5.0 out of 5 average rating, 25 reviews

Home in New Portland

Riverway Cottage

FamilyLocationHiking

A three-story house is set against a backdrop of trees under a clear blue sky. The exterior features a combination of wood and stone, with a balcony above the entrance, and snow covering the ground around the structure.

4.88 out of 5 average rating, 66 reviews

Private ski chalet on shuttle route! AC throughout

LocationValueSleep quality

Weekly house rentals

A modern bathroom features a freestanding bathtub and a marble accent wall with a fireplace. Dark cabinetry offers storage beneath dual sinks, and a large mirror reflects the decorative wall adorned with colorful floral patterns. Natural light streams through a window, illuminating the spacious area.

5.0 out of 5 average rating, 32 reviews

Spacious in town location

FamilyLocationAccuracy

A living space features a modern fireplace framed by dark cabinetry. Two patterned armchairs are positioned around a wooden coffee table atop a plush area rug. A staircase leads to an upper level, while a well-equipped kitchen with wood cabinetry is visible in the background.

4.95 out of 5 average rating, 20 reviews

Ski-In Ski-Out Condo Perfect for Families!

LocationFamilyWalkability

5.0 out of 5 average rating, 14 reviews

Spacious Log Cabin with Mountain View

FamilyLocationCheckout

A charming cottage is framed by snow-covered ground and tall trees. Its rustic wooden exterior is complemented by a bright red door, and large windows reflect the clear blue sky. Snow blankets the surrounding landscape, creating a serene winter setting.

5.0 out of 5 average rating, 41 reviews

The Cozy Cottage

LocationFamilyOutdoor spaces

4.85 out of 5 average rating, 13 reviews

Black Bear Camp Flagstaff Lake

LocationFamilyHospitality

A spacious living area displays comfortable seating arrangements, including two recliners and a leather sofa. A wooden coffee table is positioned in the center, complemented by a stone fireplace and built-in shelves. Large windows on one wall offer views of the surrounding nature.

4.91 out of 5 average rating, 43 reviews

Spacious Home On Sugarloaf, Great For 2 Families!

ValueFamilySleep quality

4.94 out of 5 average rating, 18 reviews

Rustic Lakeside Cabin Near Sugarloaf Mountain!

FamilyValueSkiing

5.0 out of 5 average rating, 35 reviews

Home just minutes away from Sugarloaf!

ValueFamilyCleanliness

Private house rentals

5.0 out of 5 average rating, 7 reviews

Sea Wolf Chalet

LocationNearbyHospitality

5.0 out of 5 average rating, 17 reviews

Cozy Cabin

LocationValueCheckout

A wooden dock extends into calm, reflective waters surrounded by a serene landscape. Potted flowers in vibrant colors add a touch of greenery, while the sky above features soft clouds and blue tones, enhancing the tranquil lakeside atmosphere.

4.97 out of 5 average rating, 74 reviews

Flagstaff Lakeside Cabin Retreat

LocationFamilyComfort

5.0 out of 5 average rating, 31 reviews

Home in Coplin

The Blue House-Near Sugarloaf

LocationFamilyAccuracy

Tall pink foxgloves and lush green ferns are situated near a weathered wooden wall with an open window. The natural greenery enhances the farmhouse's rustic charm, providing a glimpse of the inviting garden space.

4.96 out of 5 average rating, 55 reviews

Spillover Inn at Stratton Brook

LocationFamilyCondition

The exterior of the home showcases a modern two-story design, surrounded by vibrant autumn foliage. A cozy seating area with adirondack chairs is positioned near a stone fire pit, offering an inviting space for outdoor gatherings. The upper deck features a covered area, perfect for enjoying the natural scenery.

4.97 out of 5 average rating, 63 reviews

Four Season Eustis Retreat/Direct Trail Access

FamilyValueQuiet

An open concept living area features a spacious sectional couch, accompanied by a modern gas fireplace. A festive Christmas tree is illuminated in the corner, while a ladder leads to the open loft above. Natural light fills the room through large windows.

4.91 out of 5 average rating, 23 reviews

Carrabassett Cabin

FamilyValueIndoor spaces

A spacious kitchen features warm wooden cabinetry and granite countertops. A central island provides additional cooking space, complemented by bar stools. Natural light enters through several windows, illuminating the tiled floor. A cozy dining nook is visible in the background, enhancing the communal feel.