Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Guest favorite
The spacious living area features wooden walls and large windows that allow natural light to fill the space. Two comfortable chairs and a brown sofa are arranged around a rustic coffee table. A dining table is positioned nearby, with views of the surrounding woods.
Cabin in Carrabassett Valley

Bubblecuffer Cabin: On shuttle Route w/Hot Tub!

Escape to our charming rustic cabin, nestled on a breathtaking 80 acres of untouched wilderness! Ideal for a relaxing getaway, this spacious retreat comfortably accommodates small families or groups, featuring 4 cozy bedrooms and 2 baths, along with 2 inviting living areas where you can unwind after a day of adventure. Located just 10 minutes from Sugarloaf, you'll have easy access to a variety of outdoor activities, including golf, mountain biking, and hiking. Our cabin is also equipped with

5.0 out of 5 average rating, 17 reviews
Top guest favorite
The living room features vaulted wooden ceilings and large windows that provide natural light and views of the outdoors. A cozy seating arrangement with a sofa and armchair faces a stone fireplace, while a decorative lamp and coffee table add to the welcoming ambiance.
Chalet in Carrabassett Valley

5BR chalet only 6 miles to Sugarloaf access road!

Welcome to Mountain Haven where you will enjoy stunning views of Sugarloaf Mountain while relaxing in the living room or hanging out on the deck. This beautiful home features 5 spacious bedrooms and 3.5 bathrooms. Snuggle up in front of the cozy gas fireplace, cook in a fully equipped kitchen, shoot some pool in the game room, or soak your cares away in the jet tub. Located in a quiet neighborhood with easy access to town, restaurants, and recreational parks. Sugarloaf is under 15 minutes away!

5.0 out of 5 average rating, 46 reviews
Guest favorite
A living area features a stone fireplace with a wooden mantel, overlooking expansive windows that provide mountain views. A large couch is positioned centrally, complemented by a coffee table. The space includes a flat-screen TV and a bar area with high stools, all set on wooden flooring.
Condo in Carrabassett Valley

Spacious 4 BR Condo in Carrabassett Valley

Looking for direct access to adventure? This is it! Space for 10 means 2 families easily fit. Trail access is just a few steps away, straight to the super quad. Want to start slower? Try the shuttle to the village! Need to unwind at the end of the day? Downstairs family room provides large couch, tv, games, puzzles, etc for the kids while the adults enjoy some quiet time in the upstairs kitchen/living room. Hot tub to ease muscles at the end of an adventurous day! *hot tub closed May-Oct*

4.92 out of 5 average rating, 49 reviews
Guest favorite
A charming chalet is surrounded by a winter landscape, featuring a sloped roof and a welcoming entrance adorned with a festive wreath. Snow blankets the ground and rests on the roof, while a nearby wood storage shed is visible, complemented by trees in the background.
Chalet in Carrabassett Valley

Tucked Away Family Chalet

Tucked Away Family Chalet is conveniently located in Carrabassett Valley close to hiking, biking, community pool/playground/tennis courts, Tufulio's restaurant and much more! A great place to enjoy nature, relax, unwind, check out from the hustle and bustle, and spend quality time with the family. Some of the best mountain biking is right out the front door and swimming in the nearby river is not to be missed. In the wintertime, access to the Narrow Gauge ski trail is a short walk away.

4.97 out of 5 average rating, 138 reviews
Top guest favorite
Condo in Carrabassett Valley

First Tracks at Sugarloaf

Welcome to First Tracks! Located right on mountain bike trails and less than a three minute walk to Sugarloaf Village. With epic hiking, waterfall swims, disc golf, zip lining and mountain biking right out the back door we've got your vacation covered. Plenty of room to spread out in the condo with a game room downstairs and a hot tub to soothe your tired muscles after a day of play. Sugarloaf in the summer is magical. Let us know if you need any recommendations!

4.97 out of 5 average rating, 116 reviews
Guest favorite
The charming wooden house features a gabled roof and large windows framed in white. A welcoming front porch is visible, and flower beds with assorted greenery enhance the entrance. An American flag is displayed, complementing the natural surroundings.
Chalet in Carrabassett Valley

Hillside Hideaway - Great Location & Hot Tub

Welcome to our cozy Sugarloaf/Carrabassett Valley home! Sitting in the back of Redington is our private home with a hot tub, firepit & grill! There is ample parking for you & your friends. Hiking/snowshoeing trail is 100 yards into the woods out of the back of the house. Check us out on the gram @hillsidehideaway_2039. About 10 minutes from the base of Sugarloaf mountain. Family friendly, wi-fi, decked out kitchen. Feel at home within minutes!

4.93 out of 5 average rating, 134 reviews
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

Flagstaff Oasis Endless Sunsets

Flagstaff Oasis is your winter retreat just 10 minutes from Sugarloaf! Ski all day, then come back and warm up by the fireplace. 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!

4.99 out of 5 average rating, 115 reviews
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

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.

4.91 out of 5 average rating, 314 reviews
Guest favorite
Vacation home in Carrabassett Valley

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf

Relax, ski, snowshoe, mountain bike, hike or just flake out in our spacious three-bedroom lower-level apartment in Reddington East -- just 10-minutes from the Loaf. 1500 square feet, fully equipped kitchen, comfortable living area great for watching the game, blazing fast internet, and a spectacular view of the mountain. There's plenty of room for your skis, coats, and other items in the secure entryway.

4.89 out of 5 average rating, 130 reviews
Top guest favorite
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.
Home in Carrabassett Valley

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.

4.96 out of 5 average rating, 108 reviews
Top guest favorite
The open-concept living area features a spacious kitchen with a large island and seating. A cozy seating arrangement surrounds a coffee table in front of a stone fireplace. The room is brightened by natural light from large windows, enhancing the wood accents and warm tones of the decor.
Condo in Carrabassett Valley

Perfectly located 3-bedroom Sugarloaf condo

Recently renovated, comfortable condo with an ideal location close to Sugarloaf base area for easy access to alpine skiing out the front door or nordic skiing, back-country skiing, mountain biking and hiking out the back. 3-bedroom, 2-bath and open kitchen, living and dining area with a deck. Perfect for relaxing and recreating in the mountains.

4.98 out of 5 average rating, 61 reviews
Top guest favorite
A large rock is painted in blue and white, depicting a mountain design. It is positioned beside a wooden post marked with the address '3161.' Surrounding the rock, tall trees create a natural backdrop, enhancing the outdoor setting.
Cabin in Carrabassett Valley

One mile from Sugarloaf Mountain ski resort

You'll have a great time at this comfortable place to stay, because of the location offering cross the street trails for hiking, cross country skiing, fat tire biking and picture taking of the Carrabassett river. Shuttle service to Sugarloaf ski resort, outdoor recreation center, Anti gravity center. Mountain side store for all your needs.

5.0 out of 5 average rating, 47 reviews

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.