Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Top guest favourite
An open living area features a comfortable sofa and a low ottoman. A modern kitchen with a granite countertop is seen, accompanied by a dining area with stools. Large sliding glass doors provide access to a private balcony, inviting natural light into the space.
Apartment in Carrabassett Valley
5 out of 5 average rating, 14 reviews

Just Loafin Studio

10 mins to Sugarloaf Base Lodge! Welcome to your perfect getaway - this modern studio style condo offers a stylish retreat. Kitchen is fully stocked with all essentials for your stay. Step outside on your private balcony overlooking the picturesque Carrabassett River; a perfect spot to enjoy your morning coffee and finish the day with your favorite beverage. Just a quick walk to Tufulio's Restaurant for après-ski! Ski locker on-site for storage. Shared coin-op laundry also on-site! ***No pets***

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, 188 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!

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 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, 189 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
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, 115 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.

Superhost
Home in Kingfield
5 out of 5 average rating, 3 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

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.
Condo in Carrabassett Valley
4.97 out of 5 average rating, 115 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 serene scene features a person fishing by the river, surrounded by lush greenery and mountain views in the distance. The interior showcases wooden beams and a spacious kitchen with stainless steel appliances, complemented by bar stools along a large island.
Home in Eustis
5 out of 5 average rating, 90 reviews

New Cabin. Mountain, River & Dam Views, Kayaks.

Newer home! See the beautiful leaves changing colors. Use the 2 Kayaks. Sugarloaf 20 mins away for Skiing biking & hiking or hop on the ATV & Snowmobile Trail right from the dooryard. Jacuzzi jetted tub, fireplace, D/W, pans, etc. High Speed wifi/internet - login to your streaming devices on the Smart TV (3TV’s). Window views of the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & take in the cascading sounds of the Dam. Trails End Restaurant steps away!

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.
Apartment in Kingfield
4.96 out of 5 average rating, 398 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 comfortable living area features a cozy sofa adorned with patterned pillows, positioned near a glass coffee table. A bright kitchen is visible in the background, showcasing wooden cabinetry and modern appliances. Soft lighting enhances the inviting ambiance of the space.
Apartment in Kingfield
4.97 out of 5 average rating, 119 reviews

Village Top Floor With Riverview

Located right in downtown Kingfield, this cozy 1 bedroom, top floor unit provides a comfortable escape as well as easy access to in-town amenities. The perfect getaway spot for a couple or a single traveler. Right in the heart of the Western Maine mountains: 20 minutes from Sugarloaf, minutes from the snowmobile and mountain biking trailheads, kayaking, fishing, etc. If you're into outdoor activity this is the place to be! Easy walk to local restaurants and shops.

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, 299 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 favourite
Condo in Carrabassett Valley
4.96 out of 5 average rating, 106 reviews

First Tracks at Sugarloaf

Welcome to First Tracks! Our home is located in the Timbers, a great jumping off point for all your adventures. Located right on the ski trail and less than a three minute walk to Sugarloaf Village. Plenty of room to spread out in the condo with a game room downstairs (ping pong tourney anyone?). Two fireplaces, cozy seating, games and a hot tub to recover after a day of adventure.

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.