House vacation rentals in Carrabassett Valley

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, 127 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.

4.98 out of 5 average rating, 128 reviews

Home in Stratton

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood, yet close to area restaurants & amenities - this is the perfect house for the outdoor enthusiast! The open floor plan & entertainment system are ideal for relaxing after a full day outside. Outdoor dining area, grill, firepit, deck, & covered porch. Close proximity to hiking, biking, swimming, & more! 7 miles to Sugarloaf, 1.5 miles to Flagstaff Lake. An amazing spot to launch your adventures from & a guest favorite for many years!

4.91 out of 5 average rating, 11 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.

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.

5.0 out of 5 average rating, 9 reviews

Modern Ski and Golf - West Mnt

New in 2021 4BR townhouse at Sugarloaf! Hot tub and pet friendly. Walk to the West Mnt Trail or hop the free shuttle to the base lodge. Features a master king suite, 2 queen bedrooms, full guest bath. Basement has a teen retreat including a queen bed and bunkbeds, a private bath, and living room. Two living areas with big smart TVs, mountain views, and a fully stocked kitchen. Steps from golf, hiking, and biking trails. Perfect for families or friends looking for year-round mountain fun!

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, 100 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!

4.95 out of 5 average rating, 102 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.

Superhost

5.0 out of 5 average rating, 3 reviews

The River House

The River House is a spacious riverfront retreat in the heart of Carrabassett Valley, where comfort meets adventure. Overlooking the beautiful Carrabassett River, this unique home features a private hot tub, wraparound deck, cozy living spaces, game room, wood stove, ping pong table, and a record player with surround sound. Just minutes from Sugarloaf, it's the perfect getaway for skiing, hiking, mountain biking, or simply relaxing to the peaceful sounds of the river.

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.

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, 132 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.

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!

4.85 out of 5 average rating, 181 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.

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 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.

4.82 out of 5 average rating, 39 reviews

*New to Market* 410 Snowflower

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

5.0 out of 5 average rating, 24 reviews

Home in New Portland

Riverway Cottage

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

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, 30 reviews

Spacious in town location

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!

4.85 out of 5 average rating, 13 reviews

Black Bear Camp Flagstaff Lake

5.0 out of 5 average rating, 9 reviews

Carrabassett Valley Ski Retreat

Superhost

A spacious living area features a large sectional sofa with various cushions, complemented by a dark coffee table. A flat-screen television is positioned above a fireplace. Large sliding doors allow natural light and views of the outdoor space, framed by trees outside.

4.74 out of 5 average rating, 46 reviews

Condo near wiffletree chairlift!

5.0 out of 5 average rating, 22 reviews

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

4.95 out of 5 average rating, 22 reviews

Private Home Right On The River! Great Swimming!

5.0 out of 5 average rating, 14 reviews

Spacious Log Cabin with Mountain View

Private house rentals

5.0 out of 5 average rating, 7 reviews

Sea Wolf Chalet

A cozy living area is highlighted by a stone fireplace and a large flat-screen TV. Comfy seating options, including leather recliners, surround a rustic coffee table. Natural light fills the space through large windows, enhancing the inviting atmosphere. A patterned area rug adds warmth to the hardwood floor.

4.95 out of 5 average rating, 40 reviews

3 Unit · Sleeps 18 · Steam Shower · On UTV Trail

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.

4.99 out of 5 average rating, 70 reviews

Flagstaff Lakeside Cabin Retreat

5.0 out of 5 average rating, 17 reviews

Flagstaff Lake Cabin

A living area is shown featuring wooden beams overhead and a combination of comfortable seating. A television is mounted on the wall, while a dining table with chairs occupies one side of the room. Natural light filters through the window, partially obscured by bamboo shades.

4.81 out of 5 average rating, 31 reviews

The White Bank

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

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.

5.0 out of 5 average rating, 19 reviews

Kingfield Ranch: Cozy Home with a View