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Amazing Ski-In, Ski-Out Airbnbs in Sugarloaf

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Ski Lodge
EmilyNorton/istockphoto

Ski-In/Ski-Out Sweetness in Sugarloaf

Sugarloaf Mountain, located in Carrabassett Valley, Maine, offers 162 trails and glades, including options for the beginner all the way to the expert skier. These vacation rental properties are conveniently located so you can ski right onto the mountain’s trails, making the most of your vacation time and avoiding busy shuttles. 


Prices and availability are subject to change. 


Related: Amazing Ski-In, Ski-Out Airbnbs in Stratton

Stunning Post and Beam Penthouse
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Stunning Post and Beam Penthouse

Carrabassett Valley, Maine | Sleeps 10

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This three-bedroom, two-bath penthouse is just a minute’s ski to Sugarloaf Village, the upper Snubber trail and lifts, and more. The Shipyard Brew Haus is nearby and perfect for a dinner out, and the Sports & Fitness Center also offers hot tubs, saunas, and steam rooms that will help you to relax after a day on the slopes.

Stunning Post and Beam Penthouse: More
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Stunning Post and Beam Penthouse: More

This home has been recently updated with new couches, a new washer and dryer, and new hickory hardwood floors on the main level. The kitchen features a gas stove, fridge, microwave, blender, coffee grinder, and coffee maker for easy meal prep. There’s also a living room wood stove for extra coziness. 


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Birchwood III Condo
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Birchwood III Condo

Carrabassett Valley, Maine | Sleeps 8

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This condo is conveniently situated in the Birchwood III area, in the building that’s closest to the trail and lift. It’s also located right on the shuttle route and is within walking distance to amenities like the Base Lodge, Sports & Fitness Center, and Shipyard Brew Haus. The condo also features beautiful mountain views. 

Birchwood III Condo: More
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Birchwood III Condo: More

The two-bedroom condo features an open-concept living room and kitchen for a spacious feel. It’s a ground-level unit and has a washing machine and dryer. The kitchen is fully equipped, so you can make breakfast before hitting the slopes or opt for a quiet dinner in.


Related: Amazing Ski-In, Ski-Out Airbnbs in Bretton Woods

High End Timbers Townhouse
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High End Timbers Townhouse

Carrabassett Valley, Maine | Sleeps 9

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With its convenient slopeside location, this three-level condo offers fantastic views of Sugarloaf and the Bigelow range. When you step out the door, it’s just a short 50 yards to the Lower Binder trail, and that will take you to the Superquad lift. The location makes it easy to ski home for lunch or a change of clothes. 

High End Timbers Townhouse: More
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High End Timbers Townhouse: More

This three-bedroom, four-bath condo features a maple-cabinet kitchen with granite counters and bar seating for five. There’s an entry area with a closet and cubbies for your ski gear. The living room features a TV and a fireplace, while a second living area is also equipped with a TV and is perfect for kids. 

Stubs Trail Condo
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Stub's Trail Condo

Carrabassett Valley, Maine | Sleeps 6

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This condo is located directly adjacent to the Stub's Trail, and you can also easily ski down to the Whiffletree lift. It’s also close enough to walk to shops, restaurants, and bars, so you can easily go out for a meal and then stroll back home. There’s a free shuttle service that will take you throughout the mountain if you prefer not to walk. 

Stubs Trail Condo: More
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Stubs Trail Condo: More

This three-bedroom, two-bathroom condo has been recently renovated with all-new flooring and a renovated kitchen that includes stainless steel appliances and granite counters. Cable and Wi-Fi keep the whole family entertained, and all of the beds have newer mattresses and pillows to ensure you get quality rest after your day on the mountain. 


Related: Amazing Ski-In, Ski-Out Airbnb Rentals Near Taos

On-Slope Condo
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On-Slope Condo

Carrabassett Valley, Maine | Sleeps 6

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This slopeside three-bedroom, two-bath condo is just a short 100-foot walk to the Whiffletree lift for easy access to the mountain. You can also walk or ski to the village and shops, and the base lodge is a short five-minute walk away. The property offers beautiful views of the mountains. 

On-Slope Condo: More
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On-Slope Condo: More

Cathedral ceilings make this condo a spacious, welcoming home away from home. It comfortably sleeps six with one king bed, one queen, and two twins. This updated unit features new furniture and a gas fireplace, a new microwave, and more. A smart TV with Netflix, a Bose sound bar, and games will help to keep the whole family entertained.

Buckboard Trail Condo
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Buckboard Trail Condo

Carrabassett Valley, Maine | Sleeps 8

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This condo is located right off the Buckboard Trail, so guests can easily access the slopes. You can quickly ski down to the Whiffletree or Super Quad chairs, then ski home for lunch and avoid the busy main lodge. After your day outdoors, come home and relax in front of the fireplace in the living room. 

Buckboard Trail Condo: More
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Woody Creek House
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Woody Creek House

Carrabassett Valley, Maine | Sleeps 8

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This five-bedroom home is located at the end of Woody Creek, and it’s positioned right in among the trees for a picturesque and private setting. There’s no traffic to worry about, although there is bus access at the end of the street. You can also easily walk to the ski trail and then ski to the lift for a full day on the mountain.

Woody Creek House: More
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Woody Creek House: More

This home includes a basement suite, loft, and three bedrooms for plenty of space for your whole family. The kitchen is equipped with amenities like a grill, oven, stove, coffee grinder, blender, and lobster pot for easy meal preparation. Your stay includes off-street parking for four cars, too. 

Snubber Mid-Station Condo
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Snubber Mid-Station Condo

Carrabassett Valley, Maine | Sleeps 6

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This two-bedroom, one-bath condo is located right on the Birches trail, and you’ll be just a few yards from the Snubber mid-station lift for easy access to the mountain. There’s a private entrance and a mudroom for all of your gear. The condo is also located next to the Sugartree pool and hot tubs. 

Snubber Mid-Station Condo: More
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Snubber Mid-Station Condo: More

With an open and airy living room, you can relax in front of the gas fireplace and enjoy fabulous views of the nearby trails. There’s also a flat-screen TV to keep your family entertained when you’re relaxing at night. The kitchen has a counter with seating for four, and the condo is an end unit offering plenty of privacy. 


Related: The Most Beautiful Winter Escapes in the World

Snowbrook Condo
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Snowbrook Condo

Carrabassett Valley, Maine | Sleeps 9

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Located within the Snowbrook condominium complex, this four-bedroom condo is just off of the Snubber chairlift, so you can easily ski in and out. If you’d like to travel throughout the mountain, the shuttle stops every half hour, too. It can take you to The Rack restaurant, the Anti-Gravity Center, the base lodge, and other key destinations. 

Snowbrook Condo: More
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Snowbrook Condo: More

After a day on the slopes, relax in front of the remote-controlled gas fireplace in the living room. The condo’s two stories gives you plenty of space to spread out. The kitchen is equipped with an oven, coffee maker, microwave, fridge, and dishwasher, so you can prepare your meals or head out to the local restaurants. 

Snowbrook Second-Floor Condo
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Snowbrook Second-Floor Condo

Carrabassett Valley, Maine | Sleeps 8

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This two-bedroom, two-bath condo is a short 100-yard walk to the Snubber lift and trail. It’s also on the shuttle route, so you can easily travel to mountain destinations without having to use your car. The deck offers seasonal views of the mountain, and an on-site indoor pool, hot tubs, and game room are nearby. 

Snowbrook  Second-Floor Condo: More
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Snowbrook Second-Floor Condo: More

This condo features a spacious second-floor bedroom with an enclosed loft, and the six beds can accommodate a larger family or group. A washer and dryer in the condo means you can refresh your ski gear. Linens and towels are provided.


Related: Great Winter Vacation Rentals Under $100 a Night — If You Share

3-Bedroom Sugarloaf Townhome
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3-Bedroom Sugarloaf Townhome

Carrabassett Valley, Maine | Sleeps 9

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This rental is a short three-minute walk to the Sawduster lift. It’s also right next to the bunny trail for super-easy slope access. The Shipyard Brew Haus, Sugarloaf Inn, and Health & Fitness Center are all just a short walk away. 

3-Bedroom Sugarloaf Townhome: More
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3-Bedroom Sugarloaf Townhome: More

This condo features a modern kitchen, a mudroom for your ski gear, and a balcony that offers beautiful views of the Bigelow mountain range. There are flat-screen TVs in most rooms, and an Apple TV and a Wii gaming system will help to keep everyone entertained when not outdoors. The gas fireplace makes for cozy evenings after a day on the slopes. 

Sunny, Spacious Condo
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Sunny, Spacious Condo

Carrabassett Valley, Maine | Sleeps 9

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You can ski right out to the mid-station of the Snubber chairlift from this spacious condo. Or ski down to the groomed cross-country trails. It's a three-minute walk to the health club, complete with a pool, hot tubs, saunas, and workout rooms, and there’s a large mudroom for all of your ski gear. 

Sunny, Spacious Condo: More
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Sunny, Spacious Condo: More

This three-bedroom, two-bath condo features a fully equipped kitchen, so you can prepare your meals right at home. After a day on the slopes, relax by the gas fireplace and enjoy the 48-inch flat-screen TV. Your stay also includes free Wi-Fi. 


Related: Amazing‌ ‌Ski-In,‌ ‌Ski-Out‌ ‌Rentals‌ in ‌Jay's Peak

Shuttle-Stop Condo
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Shuttle-Stop Condo

Carrabassett Valley, Maine | Sleeps 6

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This condo is positioned so that guests can enjoy double mountain views, with Sugarloaf out front and the Bigelows out back. You can get right out onto the mountain and then quickly ski home for lunch, and there’s also a shuttle that stops right in front of the building to take you to other mountain amenities and attractions. 

Shuttle-Stop Condo: More
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Shuttle-Stop Condo: More

This three-bedroom, three-bathroom condo features a fully equipped kitchen, and the living room has a fireplace, with firewood provided. Your stay includes free Wi-Fi, and linens and towels are also provided.

On-Mountain Condo
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On-Mountain Condo

Carrabassett Valley, Maine | Sleeps 8

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This beautiful four-bedroom, three-bath, post-and-beam condo is located right on the mountain. You can walk out and ski to Snubber for easy access without any need for the shuttle. A gas stove in the downstairs living room will help you to warm up after a day on the slopes, and two gas heaters ensure the whole unit stays warm.

On-Mountain Condo: More
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On-Mountain Condo: More

The condo’s multilevel design and 1,800 square feet give your family or group plenty of space to spread out. It features two master suites, each with an in-suite bathroom. The kitchen is stocked with pots, pans, and dishes, as well as some pantry items. Your stay includes free Wi-Fi and there are TVs in each living area, as well as a selection of books. 


Related: Amazing‌ ‌Ski-In,‌ ‌Ski-Out‌ ‌Rentals‌ ‌Near‌ ‌Breckenridge

Single-Family Home with Views
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Single-Family Home with Views

Carrabassett Valley, Maine | Sleeps 9

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This single family home offers guests plenty of privacy during a vacation. It’s located in the West Mountain area and nearly every room of the home features views of the Bigelows. The home is just 500 feet from the West Mountain Trail, so you can ski to the door for incredibly convenient access. There’s also a groomed trail system that you can access by snowshoe or nordic ski right from the door. 

Single-Family Home with Views: More
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Single-Family Home with Views: More

This three-bedroom, three-bath home features a large family room with comfy couches and a wood stove. There’s a fully equipped kitchen and a wrap-around porch. A laundry room makes it easy to wash your ski gear, and a family room with a double futon maximizes the sleeping space. The main floor is open and sunny, perfect for relaxing after a day on the mountain.


Related: 20 Best Winter Home Rentals in America