Holiday rentals in Sugarloaf Mountain

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Top-rated holiday 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.
Flat in Carrabassett Valley
5 out of 5 average rating, 12 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***

Superhost
Flat in Carrabassett Valley
5 out of 5 average rating, 4 reviews

Ski-In/Ski-Out Studio Condo w/ Après-Ski Comfort!

This cozy ski-in/ski-out studio condo offers direct access to the slopes and is conveniently located on the winter shuttle route, ensuring exceptional ease of access. It features a gas fireplace, a queen bed and a bunk bed, comfortably accommodating small families. After a day on the slopes, take advantage of onsite amenities, such as a pool and hot tub, available for an additional fee. The studio also includes a full kitchenette, making it an ideal and convenient choice for a mountain retreat.

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
4.94 out of 5 average rating, 142 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, 155 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
Flat in Carrabassett Valley
5 out of 5 average rating, 17 reviews

Gondola Village at Sugarloaf

Welcome to the heart of Carrabassett Valley in the western mountains of Maine. Come golf, hike, bike, ski, and relax. Conveniently located at the bottom of Whiffletree chair (ski in, ski out) with views of Bigelow. Take a scenic chairlift ride or test out the new Sugarloaf Bike Park. Sugarloaf Golf Club is only minutes away. Enjoy miles of mountain biking, hiking, and cross-country trails. Short walk to base area for restaurants and shops. Then relax in this cozy condo after your adventures.

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, 108 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.

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
4.96 out of 5 average rating, 107 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 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
4.97 out of 5 average rating, 129 reviews

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.

Top guest favourite
A ski lift station is visible beside a designated area for skiers, surrounded by snow-covered terrain. The wooden structure features large windows and a steep roof. Nearby, lift chairs are lined up, ready for ascent, while skiers prepare at the base.
Flat in Carrabassett Valley
4.99 out of 5 average rating, 71 reviews

On-Piste, Ski-in/Ski-out Condo

*NEW LISTING* Book your stay at this ski-in ski-out, cozy studio condo centrally located at Sugarloaf USA. Upon arrival, no need to move your car! You will receive 2 parking passes, be steps from the Snubber Chair lift, settle your belongings in your personalized ski locker and walk a few minutes to the many shops and restaurants in the village. Warm up beside the electric fireplace between runs when you come in for lunch or a cup of coffee. Location, location, location! End unit condo!

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, 390 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.

Superhost
Townhouse in Carrabassett Valley
4.6 out of 5 average rating, 5 reviews

Ski In, Spacious Condo Above Mid Station Chair!

Your family will be close to everything when you stay at this 3 bedroom, centrally-located ski in condo. You are within walking distance to shopping, restaurants, cafes and plenty of outdoor activities such as golfing, disk-golf, biking, fishing and more! Curl up in front of the gas fireplace after a day on the slopes or take advantage of the nearby hiking trails during the off season! You are only 7 miles from Flagstaff Lake! This spacious condo is perfect for large families!

Top guest favourite
Apartment in Carrabassett Valley
4.96 out of 5 average rating, 101 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 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.