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

4.85 out of 5 average rating, 182 reviews

A two-story home is surrounded by trees, with a welcoming front porch and outdoor seating area. The yard features a well-maintained lawn and stone path, ideal for relaxation and enjoying the natural scenery.

Home in Rumford

Sunnyside close to Sunday River/Black Mt A/C

Sunnyside is the perfect getaway for the family, a group of friends, or couples looking for peace and quiet. In the winter, come enjoy easy access to Sunday River, (20 minutes drive) Black Mountain, ( 7 minutes drive) and Mount Abram -30 minute. In the summer swimming (Ellis Pond, Roxbury Pond) for hikers, Whitecap Mountain Preserve. The trail is great for camping and hiking! Fall foliage is a stunning spectacle. Our home is perfect for your next vacation and we're looking forward to sharing it.

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.

4.97 out of 5 average rating, 67 reviews

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!

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.

5 out of 5 average rating, 16 reviews

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

An aerial view captures the Sugarloaf mountain and surrounding area, showcasing snow-covered slopes and trails. The Snubber Chairlift is visible along with several snow-dusted buildings nestled among evergreen trees, highlighting the winter landscape.

4.97 out of 5 average rating, 31 reviews

Beautiful Ski InSki out 5 Bedroom Condo Townhouse!

This newly listed condo is the perfect spot for your vacation. A tastefully decorated and vibrant condo centrally located on Sugarloaf mountain. A ski in, ski out property with a chairlift right out back. This spacious and well lit condo features a sunny living room, 4 bedrooms, 3.5 bathrooms, and much more. The kitchen is stocked with everything you need to cook your favorite meals. The living room is comfortable and cozy with hardwood floors and a fireplace to enjoy after a day of skiing!.

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.

4.89 out of 5 average rating, 9 reviews

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.

An aerial view captures the snowy slopes of Sugarloaf, showcasing multiple ski runs against a bright blue sky. The Whiffletree chairlift is visible alongside Gondola Village, where a building sits among the landscapes of trees and winter terrain.

5 out of 5 average rating, 16 reviews

Cozy Condo Park & Walk to the Village of Sugarloaf

When you choose to stay at this centrally located condo, your family will enjoy easy access to numerous attractions. Surrounded by stunning mountain views, the property is just steps away from the Whiffletree chairlift. This cozy two-bedroom, two-bathroom condo comfortably accommodates four guests and features a Smart TV, a gas fireplace, and a fully equipped kitchen, perfect for preparing all your ski meals. Additionally, it is within walking distance of everything Sugarloaf has to offer.

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.

4.96 out of 5 average rating, 104 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!

Apartment in Carrabassett Valley

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.

4.83 out of 5 average rating, 23 reviews

*New Listing* Sugarloaf Ski In/Out Condo

Snowbrook Village Condo with 2 bedrooms, 2 bathrooms and 1 sofa bed. Can host 5-7 people. Perfect place to spend time outside during the day and relax by the fireplace in the evening. Kitchen is well outfitted so you need only bring your food and outdoor gear. Just a few steps away from the Snubber chairlift with pool and hot tubs available in the Village. Outside locker for your ski/golf equipment. Golf course, mountain bike trails, hiking and more nearby. Air conditioned in the summer.

Superhost

The living area features a spacious sectional couch and a cozy striped armchair. A coffee table sits in front, and a dining table is visible in the background along with a fully equipped kitchen. A mountain-themed artwork adorns the wall, completing the inviting atmosphere.

Apartment in Carrabassett Valley

5 out of 5 average rating, 4 reviews

Snubbers Cozy Haven

Charming ski-in/ski-out 1 bedroom 1 bath condo in Timber Wind at Sugarloaf just steps from the Snubber lift and across from the fitness center. Comfortably sleeps 4 with a king bed, cozy kid friendly bunks, and a luxurious sofa. Enjoy a fully stocked kitchen with all new appliances, including an espresso machine. Building perks include a fun game room for kids, private ski locker, and a secure entry. The perfect mountain getaway for families or friends, ideal year-round outdoor adventure!

Apartment in Carrabassett Valley

The living area features a comfortable black sofa and two beige armchairs accented with decorative pillows. A brick fireplace provides a focal point, while a large TV is mounted on the wall. Natural light enters through nearby windows, and a dining table is visible in the background.

5 out of 5 average rating, 32 reviews

Snowdrop Trailside Condo

Come enjoy the convenience of our all four seasonal Snowflower Trailside Condo located at Sugarloaf Mountain Resort. Mountain views from the living room and a cozy window seat! Biking, hiking and golf all located right out your front door step. Your family will be close to everything. Our 3 bedroom, 3 full bath condo is pet friendly; the perfect location to rest and relax with the comforts of being central to some of the best four season activities this area has to offer.

4.98 out of 5 average rating, 134 reviews

A peaceful outdoor deck is showcased with two red Adirondack chairs facing a panoramic view of rolling hills and a clear blue sky adorned with clouds. Lush greenery surrounds the area, enhancing the natural setting.

Chalet in Sandy River

Mountainside at Saddleback - Sunsets! Views!

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Incredible views - and sunsets - in all seasons. Ski-in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C and fast fiber WiFi! HDTV w/streaming services included.

A welcoming three-story, wooden townhouse is showcased, featuring a combination of stone and wood siding. The entrance includes two front doors framed by large windows. A wooden staircase leads to the entryway, surrounded by a gravel path and a rock border.

4.97 out of 5 average rating, 62 reviews

6011 Allagash Drive at Sugarloaf

1,200 square foot townhouse on West Mountain. On mountain convenience, with off the beaten path quietness. It is about a 3-4 minute walk to the West Mountain chair, for 'almost' ski-in ski out convenience. The Explorer Shuttle comes right to the development 3 times an hour on weekends, 2 during the week. Top of the line finishes, fireplace, laundry, gourmet kitchen with exceptional cookware. 1 King Bed in master and a Queen bed in each other room.

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

5 out of 5 average rating, 3 reviews

Fun and spacious central two bedroom with views

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.

4.81 out of 5 average rating, 36 reviews

*New to Market* 410 Snowflower

A stone pathway is framed by lush greenery, leading to a wooden porch elevated above the ground. The porch features natural wood elements and hanging plants, providing a welcoming appearance in a serene wooded environment.

Home in New Portland

5 out of 5 average rating, 3 reviews

4-Season Riverside Cottage near Sugarloaf

A full-sized house is shown, featuring a light green exterior with large glass doors providing access to a deck. Window designs include a semicircular arch at the top. Surrounding trees lend a natural backdrop to the peaceful setting.

Home in Kingfield

The Skyline House

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.

4.72 out of 5 average rating, 36 reviews

Condo near wiffletree chairlift!

Modern Ski and Golf - West Mnt

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.

5 out of 5 average rating, 18 reviews

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

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.

5 out of 5 average rating, 8 reviews

Town House at West Mountain

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

Superhost

A welcoming sign stands at the entrance of Fall Line Condominiums, framed by snow-covered ground and towering evergreen trees. The sign highlights Frank's Bar and Grille, indicating a dining option nearby.

Chalet in Newry

4.79 out of 5 average rating, 19 reviews

Fall Line Ski in/out. Sleeps 6

An open living space features a cozy seating area with light gray sofas and a central coffee table. A staircase leads to the upper level, while a fully equipped kitchen is visible in the background. Natural light is welcomed through the windows.

4.95 out of 5 average rating, 20 reviews

Brookside II B-303 - Sunday River Condo

4.75 out of 5 average rating, 55 reviews

Brookside 1B403 · Slopeside Sunday River Condo Bro

A spacious living area features a large sectional sofa adorned with patterned throw pillows. A sturdy coffee table sits in the center, complemented by two side tables. Natural light streams through the window, highlighting decorative wall art and a cozy carpeted floor.

5 out of 5 average rating, 33 reviews

Ski in/out Fall Line condo with tons of amenities!

An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.

4.92 out of 5 average rating, 104 reviews

Slope Side | Ground floor | Hot Tub, Pool, Sauna

A multi-level townhouse is visible against a clear blue sky, with ski lifts transporting guests overhead. The building features a combination of light and dark siding, and balconies are apparent on the upper levels, surrounded by snow-covered ground and trees.

4.87 out of 5 average rating, 250 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

Superhost

The kitchen area features modern appliances, including a stainless steel refrigerator and a gas stove. Granite countertops are complemented by open shelving displaying various kitchenware. A Keurig coffee maker is visible. A dining table with black chairs is positioned nearby on the tiled floor.

5 out of 5 average rating, 3 reviews

Cascades B-4

Aerial view of Sunday River ski resort showcases snow-covered slopes with multiple ski trails winding down the mountainside. The lodge buildings are visible at the base, surrounded by a winter landscape of evergreen trees and mountainous terrain under a partly cloudy sky.

4.93 out of 5 average rating, 15 reviews

Sunday River Studio (Ski In/Out)

Ski-in/ski-out condo rentals

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.

4.98 out of 5 average rating, 44 reviews

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

A view of Sugarloaf Mountain dominates the image, featuring a snow-covered landscape and distinct skiing trails. A mix of evergreen trees is positioned in the foreground, framing the mountain and creating a natural border. The sky is clear, highlighting the mountain's rugged terrain.

5 out of 5 average rating, 9 reviews

Winter's Way Sugarloaf Getaway

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.

5 out of 5 average rating, 16 reviews

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

A cozy living area features a modern entertainment unit with a flat-screen TV mounted on the wall. A wooden coffee table is positioned in front of a comfortable couch, complemented by a patterned rug. Natural light enters through a large window, with a view of the outdoors.

4.74 out of 5 average rating, 80 reviews

Sugartree II Ski in/ski out studio. Near Golf too

The exterior of a multi-story condominium is displayed, covered in a layer of snow. The backdrop features Sugarloaf Mountain, showcasing its ski trails and winter landscape. Clear blue skies provide a vibrant contrast to the snow-covered scenery.

4.91 out of 5 average rating, 85 reviews

Sugarloaf On Mountain Condo! Ski In/Out

4.97 out of 5 average rating, 37 reviews

On Mountain Sugarloaf Condo

A cozy living area features a comfortable sofa and chairs arranged around a wooden coffee table. Two decorative wooden skis and vintage snowshoes adorn the wall. Natural light floods the space through large windows, overlooking the greenery outside. The room is completed with a ceiling fan and wall clock.

5 out of 5 average rating, 35 reviews

Slope Side Sugarloaf Condo

A modern kitchen is featured with wooden cabinets and a central island. Stainless steel appliances, including a stovetop and hood, are visible. To the right, a cozy living area is accented by a stone fireplace and soft furnishings, inviting a sense of warmth.