Sugarloaf Mountain cabins

5 out of 5 average rating, 87 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 charming exterior of a two-story house is framed by a well-maintained garden filled with vibrant flowers and greenery. The house features a mix of gray and red siding, with multiple windows allowing ample natural light. A gravel pathway leads to the entrance.

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.

4.92 out of 5 average rating, 13 reviews

A wooden dock extends into a calm lake, surrounded by lush green mountains. A boat is tied next to the dock, while a lounge chair sits invitingly on the platform. The water reflects the serene landscape, creating a peaceful atmosphere.

Cabin in Greenwood

All seasons Lake House next to ski areas

Welcome to the Howell’s cabin ! A beautiful and peaceful lake house in the heart of Maine. Located just 5 minutes from Mt Abrahm ‘s ski area , 20 minutes from Sunday River Ski Center, and 15 minutes from Bethel, a charmy town with great restaurants and unique attractions. This has been our family getaway for nearly 40 years. Recently renovated, fully equipped kitchen, tiled bathroom, heating/ AC system, Wi-Fi and a nice deck to enjoy your morning coffee. No suitable for infants under 6

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!

4.82 out of 5 average rating, 11 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

An outdoor dining area features a wooden table surrounded by dark wicker chairs. A tray with two glasses of water sits in the center. The scenic view of mountains and trees stretches into the distance under a partly cloudy sky.

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

4.96 out of 5 average rating, 301 reviews

Chalet in Rangeley

Saddleback Ski Lodge - Ski-in-Ski out Condo

Ski in, ski out beautiful townhouse at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 55" and 40" HDTVs with directv, extra playroom w couch and Giant lovesac beanbag. Master bedroom with king bed, bunk room w double and trundle, upstairs queen. Nice deck w amazing lake views and beyond. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

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What guests are saying

Mountain Views | Hot Tub | 3 mins to Sunday River

4.93 out of 5 average rating, 43 reviews3 weeks ago

Beautiful place and location! We had a smaller group so the house was very spacious, comfortable, we all felt at home. Everyone had their own room. It was the perfect weekend for our last ski trip of the season. We got snow and plowing was taken care of. It was definitely a weight off our shoulder that we didn’t have to worry about that. The restaurants in the area were great! Food and live music! Smooth check in and out process. Recommend this place highly! Would love to come back and see how it is in the summer, but most definitely would love to come back in the winter! :D

Home in Newry

What guests are saying

R&R Mountain Retreat in Newry

5 out of 5 average rating, 40 reviews1 month ago

Bonnie and Sean’s Cabin is the perfect mountain getaway, either for skiing, hiking, golf or anything outdoors. It’s located 5 minutes away from Sunday River and is so close you’ll have a view of the slopes from your bedroom window. The cabin was spectacularly clean and was the perfect picture of a cozy mountain cabin. The hot tub was great and the privacy of the house was even better. Would definitely stay again !!

Chalet in Newry

What guests are saying

Tree House - Mooselookmeguntic Lake

5 out of 5 average rating, 4 reviews10 months ago

My family and I throughly enjoyed staying at the tree house. It’s right on the water to offer that camp feel yet also has a blend of that modern, small and cozy feel. Staying there was great, the house had all the basics one could need which helped make our stay that much easier. Unfortunately the weather was overcast most of our stay so we didn’t have a chance to fully enjoy the lake front view and dock, but our one moment where it was warm enough to jump in the water didn’t disappoint. Wish we had more opportunity to spend time down by the water. We’ve been to the Rangeley area before but this was our first time staying on this lake, we were also able to hike bald mountain and drive up quill hill in rangeley. There is plenty of spectacular views in the area and plenty of things to do. Next time we think of staying in the area we will certainly have this place in mind. We definitely would recommend staying here!

Home in Oquossoc

What guests are saying

2023 Build - Under 10 Minutes To Sunday River

4.87 out of 5 average rating, 30 reviews1 month ago

Alex’s house was great for a large group - big kitchen, dining and living room. It was a central place for us to all hang out on a weekend where we weren’t able to do a lot of skiing. Alex was very responsive to any questions we had regarding finding the house, trash, etc. the bedrooms were large and comfy. Hot tub was an added bonus for the winter weather!

Home in Bethel

What guests are saying

Private lakefront cabin Flagstaff Oasis.

4.99 out of 5 average rating, 94 reviews1 month ago

Michael is an excellent host, quickly responsive and very accommodating. The house is awesome - cozy north woods vibes, tasteful decor, comfortable furniture, very clean, and absolutely beautiful location. Private yard overlooking the lake through the trees. Super quiet and peaceful spot. This was our second time staying here and we hope to go back again!

Cabin in Eustis

What guests are saying

Ten Tempest Ridge

4.86 out of 5 average rating, 44 reviews1 month ago

Staying at Betsy's condo was a great experience. There was more than enough space for our party of 4 adults and 3 kids (and 1 dog!). The place is beautiful and very well appointed. The location can't be beat. We could ski out straight down the backyard to the Roadrunner trail and/or take a 2 minute walk to the Tempest trail. Betsy was a great communicator as well. We had a handful of ticky-tacky type questions and she was very prompt and generous in her responses.

Townhouse in Newry

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Popular amenities for Sugarloaf Mountain vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Sugarloaf Mountain houses

4.97 out of 5 average rating, 208 reviews

The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.

Home in Farmington

Carriage House

4.81 out of 5 average rating, 59 reviews

The exterior of a two-story home features a light-colored siding and a sloped roof. A gravel driveway leads to the house, with a parked boat visible at the forefront, surrounded by grassy areas and trees providing a natural backdrop.

Home in Rangeley

Snowmobile SKi ATV in Rangeley 3 bedroom home

5 out of 5 average rating, 33 reviews

Home in Belgrade

Great Pond Lake House With Western Views

5 out of 5 average rating, 11 reviews

A charming Craftsman house is viewed from the side, showcasing its green exterior and brick foundation. A spacious deck extends from the upper level, while a well-kept lawn surrounds the home. The setting highlights a tranquil neighborhood atmosphere with trees in the background.

Home in Rangeley

Rangeley Village Craftsman

4.95 out of 5 average rating, 22 reviews

The Meeting Haus is showcased under a clear blue sky, surrounded by green hills. The spacious facade features large windows and a inviting deck with several red chairs, creating an inviting outdoor space for guests to relax.

Home in Newry

The Meeting Haus : Family Reunion

4.9 out of 5 average rating, 20 reviews

A renovated house is visible along the water, surrounded by lush greenery. Two docks extend into the lake, with one seating area under a sunshade. The yard features a well-maintained lawn and cut wood nearby, creating a peaceful lakefront setting.

Home in Hartford

Maine Lake Escape* Hot Tub*

4.91 out of 5 average rating, 107 reviews

A modern cabin exterior is shown, featuring a warm wooden facade and a sloped roof. A wooden ramp leads to the front porch, adorned with potted plants. Vivid autumn leaves cover the path, adding a seasonal touch to the welcoming entrance.

Home in Rangeley

The Winter House

5 out of 5 average rating, 4 reviews

Home in West Forks

Overlook House - ATV & Snowmobile Trail Access

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Sugarloaf Mountain vacation rentals

4.81 out of 5 average rating, 37 reviews

Cottage in Madison

Maine Cottage - HOT TUB, Dead End, 100+ft shore.

4.83 out of 5 average rating, 88 reviews

An open layout reveals warm wooden walls and high beamed ceilings in this inviting space. A dining table with white chairs sits in front of a kitchen featuring modern appliances. A comfortable seating area is visible, accentuated by a decorative rug on the warm-toned flooring.

Cabin in Eustis

Sugarloaf, Stratton, Eustis, Rangeley Rental

5 out of 5 average rating, 21 reviews

A spacious living room is showcased, featuring a large gray couch with colorful throw pillows, a coffee table in front, and an oversized armchair. A 75-inch television is mounted above a woodstove, while sliding glass doors lead to an outdoor deck and winter scenery.

Home in Newry

90 second, traffic-free drive to Sunday River

4.89 out of 5 average rating, 53 reviews

A wraparound deck features wooden lounge chairs overlooking a grassy area and a serene lake. The deck is shaded by a roof, with a grill present for outdoor cooking. Surrounded by trees, the peaceful setting invites relaxation.

Cabin in Chesterville

Lakefront Log Cabin escape-boats-fishing-hot tub

4.82 out of 5 average rating, 62 reviews

Home in Mount Vernon

Lakefront w/ Dock, Kayaks, Trails, Tubing, HotTub

4.93 out of 5 average rating, 43 reviews

The interior features natural wood paneling with exposed beams overhead. A plush sectional is positioned in front of a flat-screen television, surrounded by sunlight from multiple windows. A round dining table complements the space, creating a welcoming area for relaxation and family gatherings.

Cabin in Madison

Lovely,private cabin w fire pit, bbq on 30 acres

Cabin in Carrabassett Valley

The open-concept kitchen features dark cabinetry with modern appliances. Sunlight streams in through large windows, illuminating the space. A dining table occupies one side, while a cozy living area is visible through the glass doors leading to the deck.

4.75 out of 5 average rating, 4 reviews

Scoot Cabin - On Shuttle Route!

4.89 out of 5 average rating, 19 reviews

Home in Bethel

Paradise Valley Lodge

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Other great vacation rentals in Sugarloaf Mountain

5 out of 5 average rating, 15 reviews

A covered entryway is situated beneath an upper porch, featuring a wooden bench beside a welcoming door. A stack of firewood is neatly arranged to the right, partially covered with a tarp. Soft lighting illuminates the space, accompanied by scattered autumn leaves.

Home in Greenwood

Cozy Greenwood Condo!

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!

4.91 out of 5 average rating, 140 reviews

A wooden dock extends over calm lake waters, reflecting surrounding hills and clear sky. Light glistens on the water surface, and a few floating plants are visible nearby. The scene conveys a sense of tranquility and scenic beauty.

Cabin in Strong

Lakefront Stunning Home, only 35 min to Sugarloaf!

5 out of 5 average rating, 103 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

4.93 out of 5 average rating, 29 reviews

Ski/snowmobile retreat-hot tub

4.95 out of 5 average rating, 92 reviews

A cozy cabin interior features a blend of wooden walls and laminate flooring. Comfortable seating is arranged around a wooden table. Windows allow natural light, and a door provides access to the outside. A small kitchen area is also visible, showcasing basic amenities.

Cabin in Moscow

Cabins/Sporting camps-great location

4.89 out of 5 average rating, 166 reviews

Cabin in Eustis

Brivera in the Mountains-20 min to Sugarloaf!