Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Top guest favorite
The exterior of the cabin is illuminated at dusk, highlighting the wooden structure and large windows. A hot tub is visible on the deck, surrounded by trees, inviting a serene and relaxing atmosphere. Warm light glows from inside, suggesting a cozy interior.
Cabin in Kingfield
4.96 out of 5 average rating, 136 reviews

Apres Ski Haus

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

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, 151 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 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
4.94 out of 5 average rating, 177 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
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, 105 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!

Guest favorite
A cozy cabin exterior is framed by tall trees, featuring a welcoming sign on the front. Two chairs are positioned on the wooden porch, inviting guests to relax in nature. The gabled roof and wood paneling contribute to the cabin's rustic charm.
Guesthouse in Eustis
4.96 out of 5 average rating, 26 reviews

Tall Pines Cozy Cabin

NO CLEANING FEE, NOTHING EXTRA FOR YOU! You will find this peaceful cozy cabin nestled among tall beautiful red pine trees. Located in a quiet private community in Eustis. This space is perfect for a single person or a couple. The cozy cabin is located next to our home but is a separate stand-alone unit. A lot to offer in a small space. Outside there is a gas grill and a covered porch with chairs to enjoy in the warmer months. Sit and take in the peaceful surroundings or a good book.

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, 382 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, 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.

Guest favorite
An open living area is displayed, featuring a stone fireplace as a focal point. Comfortable seating options include two patterned armchairs and a neutral sofa. A dining table for 10 is visible, complemented by a well-equipped kitchen area. Natural light flows through several large windows.
Vacation home in Carrabassett Valley
4.93 out of 5 average rating, 45 reviews

Ski-in, Ski-out Timbers 4-Bedroom condo

This Timbers location cannot be beat: ski-in, ski-out, only a 5 minute walk to base village and right next to the Superquad! Newly furnished and stylishly decorated, this family-friendly 4 bed, 3 bath Timbers condo features an open-concept main floor with living area, kitchen, and dining table for 10. Well-stocked kitchen and TV for each bedroom. Upstairs has 3 BR, 2 BA and basement has ski prep & rec area, additional bathroom and bunk room.

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.

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.

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
4.96 out of 5 average rating, 171 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!

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
4.98 out of 5 average rating, 46 reviews

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.

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.