Holiday rentals in Sugarloaf Mountain

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Top-rated holiday rentals in Sugarloaf Mountain

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Guest favourite
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
4.94 out of 5 average rating, 189 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 favourite
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
4.95 out of 5 average rating, 148 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 favourite
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, 158 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 favourite
An A-Frame cabin is nestled among lush trees, showcasing a large wooden deck that extends from the front. The exterior is characterized by a mix of wood and stone, with a steeply pitched roof. Surrounding natural greenery provides a sense of privacy.
Cabin in Kingfield
5 out of 5 average rating, 100 reviews

The Maine Frame // A Private Getaway

Enjoy your own personal A-Frame cabin tucked away in the mountains of the Carrabassett Valley. The Maine Frame is a private getaway with easy access to Sugarloaf Ski Resort, numerous hiking trails, unique local eateries, and multiple lakes and rivers for kayaking in Maine’s Western Mountains & Lakes Region. The cabin features high-speed internet for streaming movies on rainy nights, quick access to Kingfield for food and supplies, and a large wooden deck for lounging and entertaining at home.

Top guest favourite
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, 191 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 favourite
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.
Apartment in Carrabassett Valley
4.97 out of 5 average rating, 117 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 favourite
A spacious outdoor area showcases Mahoney Manor's exterior, featuring a sloped roof and large porch. Paved pathways lead to seating arrangements, surrounded by greenery. The natural landscape forms a serene backdrop, highlighting the connection between the home and its wooded surroundings.
Home in Kingfield
4.98 out of 5 average rating, 157 reviews

Mahoney Manor

My father executed his vision and built Mahoney Manor from the ground up. What started as a "camp" eventually became his full-time home before his untimely death in 2018. Nestled in the woods at the base of Ira Mountain just minutes from Sugarloaf and along the Carrabassett River, Emmett created a sanctuary. He spent the last years of his life "developing" two empty lots into a Zen-like nature trail system with hand made bridges and benches perfect for 4-season walking or snowshoeing.

Top guest favourite
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.
Flat in Kingfield
4.96 out of 5 average rating, 402 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 favourite
A rustic lower-level apartment is nestled among pine trees, surrounded by a blanket of snow. The red exterior is complemented by a spacious deck adorned with lights. The inviting entrance is flanked by outdoor decorations, highlighting the property’s charm in its natural setting.
Flat in Eustis
4.99 out of 5 average rating, 113 reviews

The Dead River Ranch-16 miles from Sugarloaf

A rustic, cozy lower level apartment that offers open space for a couples retreat. Steps away from Pumpkin Pond to the North Branch of Dead River. Enjoy boating on near-by Flagstaff Lake, fishing, hunting, ATV/snowmobile riding for miles on end! Short walk to Trails End Steak House and Tavern. Skiing or golfing at Sugarloaf Mountain is less then 25 minutes away! Come enjoy provided coffee in the Great Northern outdoors, and when available fresh chicken eggs when our hens are laying!

Top guest favourite
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, 129 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 favourite
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, 209 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 favourite
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, 302 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.

Popular amenities for Sugarloaf Mountain holiday 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.