Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Guest favorite
A cozy cabin nestled in greenery displays a warm wooden exterior. Light filters through surrounding trees, creating a serene environment. A spacious deck is visible, providing an outdoor space for relaxation. The cabin's inviting structure harmonizes with the natural landscape.
Cabin in New Portland
4.93 out of 5 average rating, 177 reviews

Cozy cabin with Hot Tub on Lemon Stream

Relax at this unique, conveniently situated 2 bedroom cabin located on Route 27 between Farmington (15 miles) and Kingfield (7 miles). For winter skiing and summer activities as well, Sugarloaf is just 30 minutes away. The cabin is just off the main road to minimize weather issues. Lemon Stream runs through the property and you can go fishing and explore the 3 acre woodland. Nicely furnished with new appliances, a new hot tub, and all the amenities, this little cabin is the perfect getaway!

Top guest favorite
A cozy chalet is situated in a snowy landscape, framed by tall, bare trees. The wooden exterior combines rustic charm with modern design. A covered entrance welcomes guests, leading to a snow-covered pathway surrounded by a serene, wintry environment.
Chalet in Kingfield
4.98 out of 5 average rating, 150 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 267 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top guest favorite
A cozy living area features a comfortable sofa and an accent chair beside a stylish table. A propane fireplace is framed by wooden shelves displaying decorative items. A flat-screen TV is positioned on a wooden console, with board games and books available for guest use.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 104 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!

Top guest favorite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Apartment in Kingfield
4.96 out of 5 average rating, 381 reviews

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.

Top guest favorite
A private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 200 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Top guest favorite
A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.
Cabin in Kingfield
4.99 out of 5 average rating, 118 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Top guest favorite
A tranquil view of a lake at sunset, showcasing vibrant hues of orange and pink reflecting off the water. Silhouetted trees line the horizon, providing a serene backdrop to the colorful sky.
Cabin in Eustis
4.99 out of 5 average rating, 102 reviews

Flagstaff Oasis

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then warm up in the large heated mudroom built for skis and gear. Enjoy direct snowmobile trail access with plenty of parking for sleds and trailers. After the adventure, gather at the firepit or relax in the cozy cabin with all-new appliances and a fully stocked kitchen. Peaceful, private, and set on Flagstaff Lake—perfect for skiing, sledding, and winter fun!

Top guest favorite
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
4.94 out of 5 average rating, 200 reviews

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.

Guest favorite
A hot tub is seen in the foreground, bubbling with illuminated water. In the background, a darkened outdoor space features a structured seating area with white Adirondack chairs and a fire pit softly glowing, surrounded by greenery and garden lanterns.
Cabin in Eustis
4.87 out of 5 average rating, 202 reviews

Cozy Camp/Hot Tub/Ski Mountains/Lakes/Trail Access

Cozy camp located in the heart of the Western Maine Mountains. Enjoy relaxing in the hot tub after a long day of skiing, snowmobiling or whatever sport your into. Snowmobile and ATV right from the cabin. Short drive to Sugarloaf Mountain/Bigelow Mountains Hiking Trails/Local Restaurants/Kayaks available on request 2 days before arrival. Outdoor firepit & lawn furniture. Outdoor patio table. Corn hole & other outside games.

Guest favorite
An outdoor seating area features a circular stone fire pit surrounded by a blue rug. A wicker couch with blue cushions provides comfortable seating, accompanied by a wicker coffee table. French doors lead into the cabin, complementing the rustic wooden exterior.
Cabin in Carrabassett Valley
4.91 out of 5 average rating, 283 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.

Top guest favorite
A blue gondola cabin is suspended from a wooden frame, surrounded by greenery. The structure features an open front allowing views inside, with ski poles leaning against it. Nearby, a road and utility poles are visible, indicating the proximity to local amenities.
Apartment in Eustis
4.94 out of 5 average rating, 236 reviews

The Blue Gondola in Western Maine Apt.#1

The Blue Gondola is Ten minutes north of Sugarloaf Ski area. Minuets from Flagstaff lake, Local Markets, Bars and Restaurants. All with in walking distance. The area offers Mountain Views as well as Fishing, Boating, Hiking, Biking, Tours and lift rides depending on the seasons. As well as Cross Country Skiing, Snowmobiling and Ice Skating. Come explore for yourself the Mountains of Western Maine.

Popular amenities for Sugarloaf Mountain vacation rentals

All about Sugarloaf Mountain

Nestled in Western Maine’s Carrabassett Valley, Sugarloaf Mountain is a skiing and snowboarding destination with more than 600 acres of developed trails ranging from beginner slopes to certified double black diamond routes. The rugged, snow-capped mountain is the third-tallest point in Maine, and from the summit, you can admire a 360-degree view of the sprawling oaks that cover the state’s western mountains.

Although skiing and snowboarding are the most popular activities here, you can also experience the Maine wilderness at a slower pace. Snowshoe and hiking trails will take you through miles of aromatic fir trees. Along the way, you may just come across some of the wildlife native to the area, such as white-tailed deer, red fox, moose, or wild turkey.

What are the top things to do in Sugarloaf Mountain?

Maine Ski and Snowboard Museum

Located in the nearby town of Kingfield, this museum tells the story of Maine’s connection to winter sports. Learn about the history of Nordic and alpine skiing through exhibits that showcase artifacts, photographs, and works of art. Vintage skis, jerseys from Maine’s top athletes, and amusing magazine ads from decades ago showcase the design side of these sports as well.

Stanley Museum

The Stanley Museum in Kingfield is dedicated to the Stanley twins, who invented the first steam-powered car, known as the “Stanley Steamer.” Operating out of a former schoolhouse, this historic museum commemorates the family through photography, art, and well-preserved steam automobiles. There are also exhibits that showcase the work of another notable Stanley, the twins’ sister, whose photographs documented early-20th-century rural American life.

Sugarloaf Outdoor Center

The largest Nordic center in Maine, the Sugarloaf Outdoor Center is a year-round hub for Sugarloaf Mountain activities. In the winter, the outdoor center boasts a professional-sized ice-skating rink and offers opportunities to rent snowshoes and cross-country skis. In the summer, the center is the gateway to nearly 80 miles of mountain biking trails.