Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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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, 161 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
A rustic cabin features a wide front porch adorned with bright red chairs under warm outdoor lighting. Large windows provide a glimpse of the cozy interior. The property's entrance is framed by a welcoming wreath, complemented by a gravel driveway surrounded by trees.
Cabin in Rangeley
4.99 out of 5 average rating, 147 reviews

Evergreen Lodge-Rangeley Cabin, 3 bedroom & Loft

The perfect Home Base. Minutes to Saddleback, 1.5 mi to downtown with beach and boat ramp. Secluded in a very quiet, family freindly association neighborhood surrounded by spruce trees and wildlife. Direct ITS snowmobile access, NO ATV access. Spoil yourself in total comfort while exploring western Maine mountains. The home is very private, yet close to all Rangeley amenities. Fully stocked kitchen and everything you'll need for a great dinner. Any questions just ask. This is Rangeley !

Top guest favorite
A restored red caboose is surrounded by freshly fallen snow, softly illuminated by warm indoor lighting. Snow-covered trees frame the scene, creating a cozy yet secluded atmosphere. The structure showcases its original features, contrasting with the winter landscape.
Train in Carrabassett Valley
4.95 out of 5 average rating, 193 reviews

Train Caboose on Mountain

Sugarloaf Village 1 - on mt ,w free shuttle. featured in "Maine Homes by Downeast" mag "Love Train". This beautifully restored caboose w/3 separate sleeping areas - a master bedroom w full bed - single comfortable bunk and a convertible couch. Fully equipped w many ammenities- Flat Screen tv w chromebox- tiled shower -great bedding/linens- full stove & microwave.-fridge- pots pans & cooking supplies -keurig & trad coffe pot-great deck & 1 1/4 yard w pines . U-Tube video JohannaFowler-x5w

Top guest favorite
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.
Home in Eustis
5 out of 5 average rating, 119 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.

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
4.97 out of 5 average rating, 122 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, 410 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 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, 132 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
An inviting log cabin is positioned on a gentle slope, surrounded by trees. Expansive mountain views are visible in the distance, showcasing a range of peaks under a clear sky. A gravel driveway leads up to the cabin, enhancing the tranquil setting.
Cabin in Eustis
4.89 out of 5 average rating, 194 reviews

Brivera in the Mountains-20 min to Sugarloaf!

Brivera in the Mountains is a classic 4‑bedroom, 3‑bath log cabin tucked into the woods—perfect for unplugging, adventuring, or simply relaxing. Four seasons of activities at your doorstep: skiing, snowmobiling, hunting, fishing, biking, hiking, boating, dining out, stargazing, or sleeping in—You can make your getaway as peaceful or adventurous as you like. Just 20 minutes to Sugarloaf, 45 minutes to Saddleback, and only minutes from ITS trail access.

Top guest favorite
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.
Home in Carrabassett Valley
4.93 out of 5 average rating, 129 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.

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
4.86 out of 5 average rating, 212 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.

Top 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
4.92 out of 5 average rating, 309 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 rustic cabin with a sloped roof is framed by snow-covered trees. Two snowmobiles are parked in front, with a snow-covered pathway leading to the cabin's entrance. Large windows are adorned with light curtains, providing a cozy appearance in the winter landscape.
Cabin in Freeman Township
4.97 out of 5 average rating, 189 reviews

Trailside Cabin

Come & play in the beautiful mountains of western Maine! Cozy, rustic cabin for two. Enjoy miles of multi use trails right off the front steps! If you decide to venture away from the cabin, Rangeley's Saddleback Mt & Sugarloaf USA are both 35 miles away & the college town of Farmington is just 15 minutes south. Our cell service is terrific, but there's no tv or wifi...come to the woods & unplug!

Popular amenities for Sugarloaf Mountain vacation rentals

Frequently Asked Questions

  • Where is Sugarloaf Mountain located?

    Sugarloaf Mountain rises in western Maine, nestled among the forests and valleys of the Carrabassett Valley region. It is known as a prominent mountain and recreation area surrounded by natural scenery.

  • When is the best time to visit Sugarloaf Mountain?

    Winter attracts visitors who want to experience snow sports, while late spring through early fall is often suggested for hiking, mountain biking, and enjoying the scenery. Each season has distinct outdoor activities and changes in temperature, making Sugarloaf Mountain popular year-round.

  • What are some things to do near Sugarloaf Mountain?

    Around Sugarloaf Mountain, travelers explore activities like hiking scenic trails, mountain biking, and skiing or snowboarding in winter. The area also has golf courses, nature walks, and opportunities for fishing, making it attractive for outdoor enthusiasts year-round.

  • How is the weather near Sugarloaf Mountain?

    Winters near Sugarloaf Mountain are cold, with temperatures often between 5–28°F (-15––2°C) and frequent snowfall, while summers tend to be milder, reaching around 57–75°F (14–24°C) with regular rain showers. Conditions change throughout the year, so packing layered clothing and waterproof gear is often recommended.

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.