We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info has been automatically translated. Show original language

Ski-in/Ski-out rentals near Saddleback Ski Mountain Maine

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

Top-rated ski-in/ski-out rentals near Saddleback Ski Mountain Maine

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

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

4.86 out of 5 average rating, 180 reviews

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 spacious mudroom is featured, lined with warm wooden paneling. Ski equipment is organized on the wall, complemented by hooks for jackets. A sturdy wooden bench provides seating, while a striped rug adds a touch of color. Firewood is neatly arranged nearby for convenience.

Home in Carrabassett Valley

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!

Top 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

5 out of 5 average rating, 8 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.

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

4.96 out of 5 average rating, 103 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!

The living area is designed with a stone fireplace as the focal point, flanked by comfortable seating. A flat-screen TV is positioned for easy viewing, while large windows invite natural light and showcase mountain views. A woven rug adds warmth to the hardwood floor.

Chalet in Rangeley

4.91 out of 5 average rating, 32 reviews

Relaxing Mountainside Getaway!!!

A spectacular 3/4 bedroom ski-in/ski-out condo on Saddleback Mountain with stunning views of Saddleback Lake! Fits 6 people comfortably. One queen bedroom with attached private full bathroom upstairs. Three bedrooms (king, queen and ski room with pull-out couch that can convert to twins or king). Open living area with propane fireplace, smart tv and WiFi. Offers all the comforts of home and has everything you will need to enjoy some relaxing time away from it all. You won’t want to leave…

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

Conveniently located at the base of Sunday River, this cute condo is poised to please! This is the epitome of convenience and offers amenities galore. You will certainly appreciate the convenient slopeside location (right off the bunny trail), indoor heated pool, hot tub, common room with fireplace, ski storage & laundry room. After your ski adventures, come home to this clean and updated condo. The ultra-functional layout is perfect for spending time with family and friends.

A warm bedroom is presented with a spacious log bed, dressed in plaid bedding. Soft lighting from two bedside lamps creates a cozy atmosphere, while a window offers a view of the surrounding wooded area. A decorative 'SKI' sign adds a playful touch.

Townhouse in Carrabassett Valley

4.9 out of 5 average rating, 48 reviews

Sugarloaf Mt: indoor pool, next to bike trails

Note: the sauna and hot tubs are NOT available in the summer and fall. On a dead-end street abutting Brackett Brook in Snowbrook Village, it is quiet and secluded. We are right next to the cross-country skiing, walking/hiking, mountain biking and snowshoeing trails. Walk approximately 700’ (2-3 minutes) to the Snubber ski lift or take the free shuttle that stops at the corner of the road and our parking lot every 20-30 minutes, depending on time of day.

A wooden balcony offers views of the snowy landscape and evergreen trees, illuminated by a vibrant sunset. The sky displays hues of orange and pink, creating a serene backdrop against the tranquil winter setting.

Chalet in Sandy River

4.98 out of 5 average rating, 129 reviews

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 comfortable living area is furnished with a brown sofa and two patterned armchairs. A wooden dining table with four chairs is visible, alongside a spiral staircase that leads to an upper level. Decorative elements include framed artwork and small potted trees on shelves.

Apartment in Carrabassett Valley

5 out of 5 average rating, 3 reviews

Sugar Tree Roost Condo B

Welcome to The Sugar Tree Roost Condo B, a cozy space at Sugarloaf Mountain that sleeps 4 comfortably with a queen sized bed and a convenient Murphy bed. This centrally located retreat offers easy access to everything Sugarloaf has to offer. From the slopes to the fitness center- no need to step outside- you'll find adventure and relaxation at your fingertips.

The living room features a modern layout with a dark blue sectional sofa and a matching ottoman. Natural light pours in through large windows, illuminating a geometric area rug in light and dark tones. A door leads to an exterior deck, enhancing the room's accessibility.

Condo in Carrabassett Valley

4.76 out of 5 average rating, 102 reviews

Sugarloaf Ski-in/out condo

Ski in/out of our Snowbrook condo right on Sugarloaf Mountain. Cross Country Ski to the groomed trails right outside the unit. Ski all day on a nationally ranked mountain and then enjoy the active night life with live music playing at several venues on the mountain. Trails for hiking and mountain biking are right behind the condo for the summer/fall.

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, 249 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

Hard to find, ski in/ski out 1 BR unit in prestigious Locke Mtn Townhomes. Apartment is located on the Tempest ski run (White Cap chair) in the lower level of our own townhouse. Ski right to your front door, then relax in the beautiful outdoor pool/jacuzzi. Nightly price covers 2 people. Extra guests are an extra $25 per person, per night.

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

4.85 out of 5 average rating, 46 reviews

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

Popular amenities for ski-in/ski-out rentals near Saddleback Ski Mountain Maine

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

A cozy living room features a fireplace set within wooden paneling, surrounded by bookshelves and framed photos. A circular coffee table sits in the center, accompanied by a large couch and a smaller seating option. Warm light from overhead fixtures illuminates the space.

Home in Carrabassett Valley

5 out of 5 average rating, 3 reviews

Fun and spacious central two bedroom with views

A warmly lit hallway is lined with various framed photographs that capture family moments. The wooden wall adds a rustic charm. A child's play area is visible at the end, featuring a small table and a doll bed, contributing to a homely atmosphere.

Home in New Portland

5 out of 5 average rating, 3 reviews

4-Season Riverside Cottage near Sugarloaf

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

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.

Home in Carrabassett Valley

5 out of 5 average rating, 18 reviews

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

An entryway features warm wooden paneling and a bench for seating. Ski and snowboard equipment is organized on the wall with hooks, while the floor is covered with textured matting. A door leads to the rest of the condo, creating a functional and welcoming space.

Home in Carrabassett Valley

5 out of 5 average rating, 8 reviews

Town House at West Mountain

The living area features a comfortable sofa, a recliner chair, and a wooden coffee table atop a patterned area rug. An open kitchen with white cabinetry and stainless steel appliances is visible in the background, complemented by soft lighting.

4.71 out of 5 average rating, 59 reviews

Sunrise A-112: Ski-In/Ski-Out Sunday River Condo

The ski house is set amidst lush greenery, with a spacious yard framed by trees. The three-story wooden structure features a dark roof and large windows, while the mountainous landscape serves as a backdrop, enhancing the natural beauty of the surrounding area.

Home in Carrabassett Valley

5 out of 5 average rating, 8 reviews

Sugarloaf Mountain House

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

5 out of 5 average rating, 9 reviews

Ski house with great amenities

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

An aerial view captures the blue condo building surrounded by trees and open space. Ski slopes can be seen in the background, with snow covering the trails. The surrounding area features multiple buildings and a mix of natural landscaping.

4.94 out of 5 average rating, 53 reviews

*King Bed* Slope Side Condo at Sunday River

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.

Condo in Carrabassett Valley

5 out of 5 average rating, 16 reviews

Cozy Condo Park & Walk to the Village of Sugarloaf

An aerial view captures the ski resort area, featuring snow-covered slopes and prominent landmarks including the Base Lodge and Sawduster Chairlift. Surrounding accommodations are visible, nestled among trees under a bright blue sky with sunlight illuminating the scene.

Condo in Carrabassett Valley

4.76 out of 5 average rating, 37 reviews

Family Friendly Ski In/Ski Out Sugarloaf Condo

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

4.94 out of 5 average rating, 49 reviews

Summit Haus - Golf & Liftside Penthouse!

Top guest favorite

A spacious living area is presented with a large blue sectional sofa, complemented by a light brown armchair. The kitchen space features modern appliances and a dining table. Decorative accents, including a wall with leafy patterns, add character to the welcoming environment.

5 out of 5 average rating, 23 reviews

Slope Side Retreat! HotTub| Sauna| Pool! Sleeps 6

A view from a window showcases snow-covered grounds and a series of light blue buildings nestled against a backdrop of a snow-capped mountain. The bright sunlight creates a serene winter landscape.

Apartment in Carrabassett Valley

4.86 out of 5 average rating, 7 reviews

Updated Family Ski-In/Out Condo w/ Pool Access

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

4.92 out of 5 average rating, 12 reviews

Snowflower Village Trailside Condo

Top guest favorite

Children in ski gear are seen enjoying the snow in front of a large, multi-level gray condominium building. The background features snow-covered ground and a line of trees, with a peaceful winter landscape framed by distant mountains.

4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

Ski-in/ski-out condo rentals

Top guest favorite

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.

Condo in Carrabassett Valley

4.97 out of 5 average rating, 62 reviews

6011 Allagash Drive at Sugarloaf

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

4.98 out of 5 average rating, 44 reviews

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

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

5 out of 5 average rating, 16 reviews

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

Top guest favorite

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 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!

Top guest favorite

A cozy bed is adorned with navy blue pillows and a knitted decorative pillow featuring a winter scene and the word 'MAINE'. Behind the bed, vintage wooden skis are mounted on the warm wood-paneled wall, enhancing the room's rustic charm.

Condo in Carrabassett Valley

4.91 out of 5 average rating, 85 reviews

Sugarloaf On Mountain Condo! Ski In/Out

Top guest favorite

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.

Condo in Carrabassett Valley

5 out of 5 average rating, 35 reviews

Slope Side Sugarloaf Condo

Destinations to explore