Ski-in/Ski-out holiday 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.

An outdoor pool area is seen, surrounded by snow-covered ground and trees. A hot tub is situated beside the pool, with steam rising into the cool air. A sign that reads 'Welcome To The Brookeggs' is visible on the fence. Mountains are in the background.

4.92 out of 5 average rating, 119 reviews

Cozy 1 br condo with ski in/out lift access & Pool

This two-floor ideally located condo is on the mountain between Barker and White Cap Lodges. You can ski in/out using Roadrunner trail, which is right across the parking lot. There is plenty of parking and the condo is located in Building 2, which is closest to the common lodge area with a fireplace and pool/hot tub/sauna access. While this is technically a 1 br, there is a wall between the queen room and the full/twin room for privacy. There is also a pull-out couch in the living room upstairs.

A view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.

4.69 out of 5 average rating, 247 reviews

Slopeside Sunday River Condo Brookside 2A210

Sleep 3 slopeside condo is cozy & clean. Located at Brookside Building #2 unit A210 , faces white heat trail. HOUSEKEEPING INCLUDED IN RATE. Walk to slopes & outdoor heated pool with huge hot tub open daily 11am - 9pm during ski season. ( Summer unheated pool only 7/4-9/01) New for 2024 - plush queen bed on living room level - no sofa, 1 easy chair and twin bed on kitchen level. Park once & ski or walk everywhere. No lugging gear thru parking lots. Fully equipped kitchen, flat screen Tv & wifi

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 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.

4.92 out of 5 average rating, 12 reviews

Snowflower Village Trailside Condo

Come enjoy a Sugarloaf getaway that is convenient for you and your family with our Ski- in/Ski- out Snowflower Court Trailside Condo, located off the Snowbrook trail and Snubber Chairlift. In the winter, enjoy hitting the slopes and a cozying up in the window seat where you can watch the snow falling down! Our 2 bedroom, 2 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.

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!

An aerial view captures the surrounding landscape blanketed in snow, highlighting the Snubber Chairlift and the nearby Trout Brook area. The distant mountains rise majestically, their slopes marked by ski trails, while clusters of snow-covered buildings can be seen in the foreground.

4.86 out of 5 average rating, 43 reviews

Ski In Ski Out, Pet Friendly, Pool & Hottub Access

This family-friendly condo epitomizes convenience! Situated just steps from the Snubber Lift and along the complimentary shuttle route, it is also in proximity to dog-walking paths and walking trails. This fully equipped two-bedroom, two-bath residence provides everything necessary for an unforgettable stay. Enjoy the gas fireplace after a day on the slopes, or take advantage of the private pool. When booking from Friday to Sunday, guests can enjoy a complimentary late check-out at 5 PM!

4.91 out of 5 average rating, 106 reviews

A scenic lakeside view captures the sunset reflecting on the water, outlining the dock and several boats nearby. The grassy area leads to the water's edge, with trees providing natural framing to the picturesque setting of the Lake House.

Home in Oakland

Lake-House on water, East Lake, Near Waterville

Welcome to the Lake House! 5 bedrooms. Access to a mooring. Full bathroom and kitchen with accessories. Bedrooms have locked doors & Wi-Fi. The house has a Deck and Docks, 8 foot by 10 foot floating Island, BBQ Grill. Lakeside Bon Fire Pit. Full bath, 30 feet from Lake! 2 entrances, 3 Kayaks, Fishing/Swimming. Nice neighbors including Camp Manitou, Matoaka and Somerset. Near Public Boat Landing & country store. I reside nearby, and will help with any issues.

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/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

5 out of 5 average rating, 3 reviews

Fun and spacious central two bedroom with views

4.77 out of 5 average rating, 26 reviews

A cozy living area presents a dark leather sofa, a light-colored armchair, and a black ottoman. A flat-screen TV is mounted on the wall, complemented by a faux fireplace. Large sliding glass doors open to a balcony, with wooden skis mounted decoratively nearby.

Home in Newry

White Cap A-104 - Sunday River Condo

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 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!

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!

4.96 out of 5 average rating, 75 reviews

The exterior of the FunHouse is showcased at night, featuring a modern chalet design with large windows and a combination of wood and stone materials. A snow-covered deck surrounds the entrance, with stair steps leading up to the front door. Warm light glows from within.

Home in Newry

FUNHOUSE

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

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.

5 out of 5 average rating, 9 reviews

Ski house with great amenities

Family-friendly, ski-in/out home rentals

4.79 out of 5 average rating, 19 reviews

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

Fall Line Ski in/out. Sleeps 6

Flat in Carrabassett Valley

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.

4.99 out of 5 average rating, 67 reviews

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

A cozy living area is highlighted by a comfortable couch and armchairs arranged around a wooden coffee table. Above, vintage skis are displayed on the wall. The modern kitchen features stainless appliances and light cabinetry, creating an open, inviting atmosphere.

4.86 out of 5 average rating, 7 reviews

Cascades A-3

5 out of 5 average rating, 28 reviews

An aerial view of the property's outdoor area shows a heated pool surrounded by lounge chairs. Nearby, a jungle gym and play area for children are visible. A cozy seating arrangement and a game area with synthetic grass are included within a fenced yard, accentuated by soft lighting.

Home in Bethel

Heated POOL Extended! Dome, GolfPutt,JungleGym,Spa

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

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

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/out apartment rentals

The exterior of the wooden condo features a warm, natural finish with large windows allowing for ample natural light. A balcony extends from the upper level, providing private outdoor space. The roof has a brick chimney, adding a rustic touch to the design.

Apartment in Rangeley

5 out of 5 average rating, 4 reviews

The Nest, 3-4 Bedroom Condo @ Saddleback Mountain

The exterior of a two-story condo building is seen, with a snow-covered roof and trees stripped of leaves surrounding the property. A clear entranceway is visible, along with a parking area covered in snow. The overall environment reflects a winter setting.

4.94 out of 5 average rating, 36 reviews

ski in/ski out, 2 bedrooms, 2 baths, entire condo.

A comfortable leather couch is centrally positioned, adorned with decorative throw pillows in a muted palette. Natural light filters through the large picture window, illuminating the room and providing a view of the surrounding trees. Soft curtains frame the window, enhancing the cozy atmosphere.

4.94 out of 5 average rating, 16 reviews

Ski in /Ski out condo. Best location in Sugarloaf!

A modern kitchen equipped with stainless steel appliances, including a refrigerator and an oven. Grey cabinets are paired with a white marble countertop. A rectangular island with seating for three is positioned in the center, offering a spacious area for meal preparation.

4.94 out of 5 average rating, 70 reviews

Updated 1B Slopeside at Sunday River - NO SMOKING

A deck is visible with a wooden table and four chairs, surrounded by snow. In the background, a snowy landscape is seen with individuals walking, while trees and distant buildings frame the view. The scene conveys a tranquil winter atmosphere.

4.94 out of 5 average rating, 36 reviews

Truly ski in/ski out. Studio near the Super Quad .

A sweeping aerial view captures the ski slopes of the mountain, showcasing multiple trails marked by distinct paths. The snow-covered landscape is surrounded by treetops, while a cluster of buildings can be seen at the base, providing access to the slopes.

5 out of 5 average rating, 8 reviews

Ski in / Ski out, Mountainside Condo

An outdoor pool with clear turquoise water is seen, accompanied by steam rising in the cool air. Two sets of handrails are positioned on either side for easy access. A hot tub is visible adjacent to the pool, with the building's exterior in the background.

4.88 out of 5 average rating, 60 reviews

Corner Condo- ON Mountain!

A multi-level condo building is depicted, featuring several balconies with wooden railings. Snow covers the ground and icicles hang from the eaves. The facade displays a warm brown color, contrasting with the winter landscape.