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Ski-in/Ski-out vacation rentals in Carrabassett Valley

Find and book unique ski-in/ski-out homes on Airbnb

Quick stats about vacation rentals that are ski-in ski-out in Carrabassett Valley

  • Total vacation rentals

    Explore 180 vacation rentals in Carrabassett Valley

  • Nightly prices starting at

    Carrabassett Valley vacation rentals start at G$23,006 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Carrabassett Valley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Carrabassett Valley rentals

  • 4.9 Average rating

    Carrabassett Valley stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated ski-in/ski-out rentals in Carrabassett Valley

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Superhost
A spacious living area features a large sectional sofa with various cushions, complemented by a dark coffee table. A flat-screen television is positioned above a fireplace. Large sliding doors allow natural light and views of the outdoor space, framed by trees outside.
Home in Carrabassett Valley

Condo near wiffletree chairlift!

3bdr, 2 bath, 7bed. Sleep 10, perfect for 2 families! Steps from Wiffletree chairlift & MTN bike trails, near fitness center, restaurants & golf course. Out from the 70s, condo has nothing fancy, but has a LOT of heart & feels like 2nd home. 2 families (9 kids!) usually share it. Expect a fully functional place with many games. Bring your food, belongings & outdoor gear. Spend the day searching for powder & relax at night in front of the fireplace, where spirits of Amos Winter & Bob Marley meet!

4.74 out of 5 average rating, 46 reviews
Top guest favorite
A vibrant red sectional sofa features colorful throw pillows, providing comfortable seating. A rustic wooden coffee table sits in front, resting on a patterned area rug. Natural light filters through large windows adorned with light curtains, illuminating the cozy living area.
Condo in Carrabassett Valley

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

4.97 out of 5 average rating, 79 reviews
Top guest favorite
A large, colorful sign reading 'SUGARLOAF' is positioned prominently among a cluster of rocks. Lush greenery and trees provide a natural backdrop, complementing the partly cloudy sky.
Condo in Carrabassett Valley

On Mountain Sugarloaf Condo

**Nightly rate now includes Airbnb's 15.5% service fee** Welcome to your cozy, first-floor, pet-friendly condo at Sugartree! Adventure is right outside your door with ski in/out access to the slopes, biking/hiking trails, downhill bike park, world-class golf course, and breathtaking scenery. Central location with on-site fitness center, pool/hot tubs included for a fee (closed summer). Eat, drink, and shop within a short walk or ride. This is the ideal spot for creating new mountain memories!

4.97 out of 5 average rating, 68 reviews
Guest favorite
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.
Condo 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*

4.92 out of 5 average rating, 49 reviews
Top guest favorite
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

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!

4.97 out of 5 average rating, 125 reviews
Top guest favorite
Apartment in Carrabassett Valley

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.

5.0 out of 5 average rating, 25 reviews
Guest favorite
Condo in Carrabassett Valley

Best location on the mountain! Park & Walk!

LOCATED ON THE EAST SIDE OF SUGARLOAF, this is truly the best spot on the mountain! Literally just steps away from the ski trails. Truly a ski in and ski out property. First floor features an updated living room area, full size kitchen, open dining/living area with cathedral ceilings, great wood burning wood stove that opens up to a fireplace, mud room ski locker, deck and prime parking pass. This condo should be your # 1 choice if you are looking for convenience, comfort and affordability.

4.89 out of 5 average rating, 35 reviews
Guest favorite
A living space features a modern fireplace framed by dark cabinetry. Two patterned armchairs are positioned around a wooden coffee table atop a plush area rug. A staircase leads to an upper level, while a well-equipped kitchen with wood cabinetry is visible in the background.
Home in Carrabassett Valley

Ski-In Ski-Out Condo Perfect for Families!

Prime Location: Access the Condo Cross Cut trail right behind the condo, or take a leisurely 6-10 minute stroll to the Sawduster Chairlift and the popular Shipyard Brew Pub. Outdoor Space: Unwind on the porch after a thrilling day on the mountain. Fun for Everyone: Challenge your friends and family to a game of ping pong in the game area—perfect for friendly competition! Accommodations: Our 3 bedrooms and 3 bathrooms, plus a fun lower-level twin bunk bed, ideal for kids or extra guests.

4.95 out of 5 average rating, 20 reviews
Top guest favorite
Home in Carrabassett Valley

Modern Ski and Golf - West Mnt

New in 2021 4BR townhouse at Sugarloaf! Hot tub and pet friendly. Walk to the West Mnt Trail or hop the free shuttle to the base lodge. Features a master king suite, 2 queen bedrooms, full guest bath. Basement has a teen retreat including a queen bed and bunkbeds, a private bath, and living room. Two living areas with big smart TVs, mountain views, and a fully stocked kitchen. Steps from golf, hiking, and biking trails. Perfect for families or friends looking for year-round mountain fun!

5.0 out of 5 average rating, 9 reviews
Guest favorite
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.
Apartment 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!

4.87 out of 5 average rating, 45 reviews
Top guest favorite
Condo 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!

4.97 out of 5 average rating, 116 reviews
Guest favorite
A modern kitchen is equipped with dark cabinetry and stainless steel appliances. The countertop is complemented by a microwave and a coffee maker. A dining table with green chairs is positioned nearby, and decorative elements are arranged on shelves above the counter.
Condo in Carrabassett Valley

Great Sugarloaf 2-bedroom unit close to everything

Great Sugarloaf location and comfortable two bedroom condo unit with modern kitchen open to living area. One bath with washer and dryer, wifi and TV. Very comfortable and cozy unit with parking and great access to the mountain. Ski in and ski out with a direct connection to the nordic trails, mountain biking and hiking near Burnt Mountain

4.87 out of 5 average rating, 52 reviews

Popular amenities for Carrabassett Valley ski-in/ski-out rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/ski-out house rentals

Guest favorite
The exterior of the condominium is shown, featuring a modern design with gray siding. Balconies are visible on the upper floor, and large windows allow for ample natural light. Lush greenery surrounds the building, creating a serene environment.
Home in Carrabassett Valley

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

4.85 out of 5 average rating, 88 reviews
Guest favorite
The exterior of the upper-level condominium is showcased, featuring a blend of screened-in porches and large windows. The surrounding grassy area provides a natural setting, with trees visible in the background and a clear blue sky above.
Home in Carrabassett Valley

*New to Market* 410 Snowflower

4.82 out of 5 average rating, 39 reviews
Top guest favorite
An inviting living area features high, sloped ceilings and ample natural light filtering through large windows. Cozy seating is arranged around a circular coffee table, and the dining area is visible in the background. A warm, neutral color palette enhances the relaxed atmosphere.
Home in Dallas Plantation

Hot Tub | Game Room | Mountain Views | Sleeps 10

4.98 out of 5 average rating, 47 reviews
Guest favorite
A spacious living area is furnished with a large sectional sofa, complemented by decorative throw pillows and a cowhide rug. A wooden coffee table holds various items, and bookshelves filled with books line the walls. Natural light enters through a window dressed with simple curtains.
Home in Carrabassett Valley

Ski house with great amenities

4.94 out of 5 average rating, 16 reviews
Superhost
An open dining and living area features large windows that highlight the natural light. The room is dominated by high, exposed wooden beams. A modern kitchen island with seating overlooks a dining table set for six and a cozy seating area with a television mounted above a stone fireplace.
Home in Sandy River

Saddleback - Magalloway Loop Home 49

4.67 out of 5 average rating, 3 reviews
Guest favorite
The exterior of a modern condo is showcased against a mountainous backdrop, featuring a deck and surrounded by trees. Snow-capped slopes are visible in the distance, while the structure is set amidst a natural landscape, providing a serene atmosphere.
Home in Carrabassett Valley

Mountainside - Ski In/Out Condo

5.0 out of 5 average rating, 21 reviews
Top guest favorite
The exterior of the townhouse-style condo is framed by snow-covered trees, with a light yellow facade highlighting large windows. A snow-drift covers the pathway leading to the entrance, while wood logs are stacked neatly on the left side.
Home in Carrabassett Valley

Town House at West Mountain

5.0 out of 5 average rating, 14 reviews
Top guest favorite
The spacious living area features hardwood floors and a stone fireplace. A large SMART TV is mounted on the wall, accompanied by comfortable seating. The kitchen is equipped with modern appliances and a breakfast bar with four stools, enhancing the functionality of the space.
Home in Carrabassett Valley

Luxury 4bd/3.5ba Timbers Ski In/Out with Hot Tub!

5.0 out of 5 average rating, 22 reviews

Family-friendly, ski-in/ski-out home rentals

Guest favorite
An open living area is displayed, featuring a stone fireplace as a focal point. Comfortable seating options include two patterned armchairs and a neutral sofa. A dining table for 10 is visible, complemented by a well-equipped kitchen area. Natural light flows through several large windows.
Vacation home in Carrabassett Valley

Ski-in, Ski-out Timbers 4-Bedroom condo

4.92 out of 5 average rating, 50 reviews
Guest favorite
An aerial view showcases a modern penthouse condo nestled among vibrant autumn foliage. The surrounding mountains rise in the background, emphasizing the natural beauty of the area. Nearby buildings and roads are visible, indicating a well-connected location.
Apartment in Carrabassett Valley

Summit Haus - Golf & Liftside Penthouse!

4.91 out of 5 average rating, 68 reviews
Guest favorite
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.
Apartment in Carrabassett Valley

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

4.95 out of 5 average rating, 85 reviews
Superhost
Apartment in Carrabassett Valley

Slopeside Studio at the Health Club AC in Unit

4.86 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Carrabassett Valley

Cozy Retreat in Sugartree one

5.0 out of 5 average rating, 7 reviews
Guest favorite
A cozy living area features a comfortable sofa and armchair, accented by a colorful rug. A wooden coffee table sits in the center, with a glass container atop it. Large doors open to a view of nature, and a flat-screen television is mounted on the wall.
Apartment in Carrabassett Valley

Ski-In/Ski-Out West Mt. "Sweet" (apartment)

5.0 out of 5 average rating, 6 reviews
Top guest favorite
A breathtaking aerial view captures a sprawling ski resort nestled among rolling mountains. Snow-covered trails meander down the slopes, leading to a cluster of buildings below. The landscape showcases a harmonious blend of white snow, evergreen trees, and distant peaks under a cloudy sky.
Townhouse in Carrabassett Valley

Year-round Sugarloaf Mountain Townhouse *w/ AC*

5.0 out of 5 average rating, 77 reviewsAn aerial view captures the snowy landscape surrounding Sugarloaf USA, highlighting the ski slopes in the distance. The foreground features a cluster of townhouses nestled among trees, with a vast expanse of white snow covering the ground.
Apartment in Carrabassett Valley

Suglarloaf Ski Condo

5.0 out of 5 average rating, 4 reviews

Ski-in/ski-out condo rentals

Guest favorite
The exterior of a multi-story condo building is displayed, featuring a deep red wooden facade and multiple balconies. A wooden walkway leads to the entrance, surrounded by greenery, with cloudy skies overhead.
Condo in Carrabassett Valley

Ski-in-ski-out-sugarloaf-condo

4.95 out of 5 average rating, 94 reviews
Guest favorite
Condo in Carrabassett Valley

Cozy Condo Park & Walk to the Village of Sugarloaf

4.92 out of 5 average rating, 25 reviews
Top guest favorite
An inviting living room features a gas fireplace framed by wooden paneling. Two blue armchairs and a gray sofa, adorned with a checkered throw, are arranged around a wooden coffee table. A window seat with comfortable cushions overlooks the snowy exterior, with natural light brightening the space.
Condo in Carrabassett Valley

Snowflower Village Trailside Condo

4.96 out of 5 average rating, 23 reviews
Top guest favorite
Condo in Carrabassett Valley

Slopeside Oasis at The Timbers

5.0 out of 5 average rating, 18 reviews
Top guest favorite
A sunlit living area features large windows that provide a view of the surrounding nature. A comfortable leather sofa faces a gas fireplace, with a coffee table and a lamp nearby. A small dining table is situated at the corner, complementing the cozy atmosphere.
Condo in Carrabassett Valley

2 BR+loft/2 Bath Ski-in Ski-out Snowflower condo

5.0 out of 5 average rating, 25 reviews
Top guest favorite
A wooden Adirondack chair is positioned on a covered porch, facing a scenic view of snow-covered ground and distant mountains. Soft clouds drift across the sky, with a tree partially visible. The tranquil setting conveys an inviting atmosphere for relaxation.
Condo in Carrabassett Valley

Spacious Ski In-Ski Out 1BR with Fireplace&Hot Tub

4.98 out of 5 average rating, 61 reviews
Superhost
Condo in Carrabassett Valley

Lofted Ski-in/Ski-out Retreat at Sugarloaf

New place to stayA comfortable living area features a large sectional sofa and armchair surrounding a central coffee table. A gas fireplace sits between exposed wooden beams against a brick backdrop. Large windows allow natural light to fill the space, showcasing views of the outdoors.
Condo in Carrabassett Valley

Sugarloaf ski-in, ski-out condo. Walk to village!

4.89 out of 5 average rating, 38 reviews

When is the best time to visit Carrabassett Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$93,070 GYDG$100,390 GYDG$76,966 GYDG$72,365 GYDG$42,039 GYDG$38,065 GYDG$35,973 GYDG$38,065 GYDG$37,228 GYDG$41,829 GYDG$45,176 GYDG$86,168 GYD
Avg. temp-10°C-9°C-4°C3°C11°C16°C19°C18°C14°C7°C1°C-6°C

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