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Sugarloaf Mountain vacation rentals

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Top-rated vacation rentals in Sugarloaf Mountain

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Rental unit in Carrabassett Valley
Condo-8 minutes from sugarloaf
An 8 minute drive to the ski resort Sugarloaf Mountain, one of the premier year round destinations in New England. This location is convenient for dining and outdoor activities. Enjoy easy access to Tuffulios restaurant, which is well known and loved. The condo is in the same building. Enjoy dinner or time at the bar. Or take a short 2 minute drive to the bowling alley, the Sugarbowl. Enjoy the outdoors! Just minutes away from biking, hiking, walking, cross country skiing and more.
$75 per night
Rental unit in Kingfield
On The River 2
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.
$98 per night
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Rental unit in Kingfield
On The River
On the River air bnb is located in the heart of downtown Kingfield right off the snowmobile trail. Sleeps 6 people. Has a spacious eat in kitchen with view looking out to the Carrabassett river. Steps away from galleries, gift shops, restaurants, bank, Stanley Museum. 20 minute drive up to Sugarloaf mountain ski resort and the breathtaking views of 4000ft peaks of the western mountains of Maine. In summer, fly fishing and swimming right out the back . In winter, many snow sports.
$98 per night
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Sugarloaf Mountain cabin rentals

Cabin in Carrabassett Valley
Valley High Riverside Cabin
$232 per night
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Cabin in Carrabassett Valley
Little Green Cabin
$132 per night
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Cabin in New Portland
Cozy two-bedroom cabin on Lemon Stream
$139 per night
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Cabin in Carrabassett Valley
Private Cabin next to Narrow Gauge Trails & River
$167 per night
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Cabin in Coplin
Cozy little camp 10 minutes north of sugarloaf mnt
$98 per night
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Cabin in Kingfield
Apres Ski House
$179 per night
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Cabin in Carrabassett Valley
Off Mtn Chalet with river front and hot tub
$100 per night
Cabin in Eustis
Cozy Camp -Perfect to Enjoy All Your Activities
$171 per night
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Cabin in Kingfield
Peaceful - Private - Paradise -- The Sugar Shack
$136 per night
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Cabin in Carrabassett Valley
Cozy Chalet On The River, Minutes To Sugarloaf!
$250 per night
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Cabin in Kingfield
Cozy Cabin with Modern Amenities
$175 per night
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Cabin in New Vineyard
Mill Pond Waterfront Cabin On The Way To Sugarloaf
$143 per night
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Your guide to Sugarloaf Mountain

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.


When is the best time to stay in a vacation rental in Sugarloaf Mountain?

The most popular time to travel to Sugarloaf is between winter and early spring, when you can explore numerous outdoor activities or hit one of the festivals hosted in town. During the holiday season in December, there’s a tree-lighting festival featuring live music and a fireworks display. Music lovers visit the mountain in February, when artists from all over the Northeast perform in the Fire on the Mountain Festival, dedicated to one of the US’s finest jam bands.

The temperate summer months offer a climate perfect for biking, horseback riding, and hiking. There are plenty of hiking options for all skill levels here, from a gentle stroll on the West Mountain Falls Trail to a more intensive overnight trip on the Appalachian Trail. Thrill seekers can take a zipline over the canopy for an adrenaline-filled, bird’s-eye view of the mountainside.

Birders will want to visit the mountain during spring or fall to spot migratory songbirds, including warblers and cuckoos, which fill the forest with their calls and songs.


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.