Holiday rentals in Sugarloaf Mountain

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Top-rated holiday rentals in Sugarloaf Mountain

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Guest favourite
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

FamilyValueCondition

5.0 out of 5 average rating, 17 reviews
Guest favourite
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.
Apartment 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*

ValueLocationGetting around

4.92 out of 5 average rating, 49 reviews
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

Cozy Ski-In/Ski-Out Escape at Sugarloaf with AC

Cozy ski-in/ski-out condo in Sugarloaf’s desirable Sugartree complex. Wake up, click in, and ski out. Enjoy effortless slope access, mountain adventures, and relaxing après ski memories. Perfect for families, couples, and outdoor enthusiasts year-round, with hiking, mountain biking, golf, and foliage outside your door. Mountain views from your private balcony, plus indoor access to the pool, hot tubs & sauna at the Sugarloaf Fitness Center (add’l fees apply). Full kitchen, and AC for summer!

FamilyValueComfort

4.97 out of 5 average rating, 125 reviews
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

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

ValueLocationGrill

4.95 out of 5 average rating, 194 reviews
Top guest favourite
Flat in Carrabassett Valley

The Summit View Hideaway

Kick back and relax in this quiet and stylish space. Brand new construction in a beautiful neighborhood. Away from the business on the mountain yet within minutes of access by a shuttle to all lifts. Bike in and out of the house for easy access to all bike trails on and off the mountain. Walking distance from the Rack and Minutes away from the golf course. Two bedroom apartment ready and equipped for short or longer stays with a full kitchen, washer/dryer. Bike rack and bike wash on site.

FamilyLocationDecor

5.0 out of 5 average rating, 19 reviews
Guest favourite
An open living area showcases a comfortable seating arrangement with gray sofas, complemented by a light coffee table. A dining table with wooden chairs is positioned near the well-equipped kitchen, featuring wooden cabinetry and modern appliances. Windows allow natural light to brighten the space.
Flat in Carrabassett Valley

Sugarloaf Ski-In/Ski-Out Condo w/ Pool

Experience ultimate ski-in/ski-out convenience at Snowbrook Village! Steps from the Snubber Trail and chairlift, this condo lets you quickly access Sugarloaf’s slopes! After skiing, unwind in the private recreation center featuring an indoor pool, hot tubs, and a sauna. Enjoy a fully equipped kitchen, cozy fireplace, and dedicated ski storage. The free resort shuttle stops outside for easy access to base village dining. Perfect for winter ski trips or summer mountain biking!

ValueFamilyCheck-in

4.87 out of 5 average rating, 45 reviews
Top guest favourite
Apartment 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!

FamilyValueIndoor spaces

4.97 out of 5 average rating, 116 reviews
Top guest favourite
A spacious cabin is nestled among trees, featuring a large deck with seating. The modern design includes multiple windows, allowing natural light to brighten the interior. The surrounding greenery enhances the tranquil setting, perfect for relaxation and outdoor activities.
Home in Carrabassett Valley

Fun all season home on West Mountain.

Bring the whole family to this great place with lots of room for fun. Ski, golf, hike, bike, or just relax. Basement has bar and all the games you need to entertain. Pellet stove will keep you warm after a full day of skiing. Located on West Mountain so can grab the lift or take the shuttle that picks you up right at the end of the driveway. Plenty of space for family and friends. 4 bedrooms that sleep 8 but extra couches and mattresses.

LocationFamilyNearby

5.0 out of 5 average rating, 49 reviews
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

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.

ValueLocationCheck-in

4.91 out of 5 average rating, 314 reviews
Guest favourite
Holiday 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.

LocationFamilyQuiet

4.89 out of 5 average rating, 130 reviews
Top guest favourite
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.

LocationFamilyLaundry

4.96 out of 5 average rating, 108 reviews
Top guest favourite
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.
Apartment 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.

LocationFamilyComfort

4.98 out of 5 average rating, 61 reviews

Popular amenities for Sugarloaf Mountain holiday rentals

Other great holiday rentals in Sugarloaf Mountain

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.