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

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, 68 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!

Apartment in Carrabassett Valley

4.83 out of 5 average rating, 30 reviews

Ski In-Ski Out | Studio Condo | Pet Friendly

Newly listed studio accommodating up to 4 guests and boasting a prime location. Enjoy proximity to various amenities such as shops, restaurants & the Sugarloaf Fitness Center, all within walking distance. Noteworthy features include ski in/ski out access for added convenience, as well as accessibility to the shuttle route operational during the ski season. The unit is fully equipped with a kitchen, bathroom, Wi-Fi, TV, shared washer/dryer facilities, and a dedicated ski locker for your stay.

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.

4.9 out of 5 average rating, 10 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.

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, 105 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.

An aerial view of the Timberwind Condos, showcasing a snow-covered landscape with the Snubber chairlift nearby. The surrounding mountains offer a scenic backdrop, while the clear blue sky enhances the inviting atmosphere of the location.

4.76 out of 5 average rating, 37 reviews

Ski In Ski Out, Best Location On The Mountain!

This cozy condo is ideally situated in the heart of Sugarloaf, providing direct access to the slopes right from your doorstep, as well as being conveniently located on the shuttle route. You can park your car and enjoy the convenience of not needing to drive again! The one-bedroom unit features a king-sized bed and a pull-out sofa bed, comfortably accommodating guests. It includes a full bathroom and an open-concept kitchen and living area, making it perfect for entertaining!

Apartment in Carrabassett Valley

An aerial view captures the snowy landscape surrounding the condo and neighboring buildings. The snow-covered ground contrasts with the structures, and ski lift chairs are visible to the side, indicating easy access to outdoor activities. Nearby trees and a winding road complete the scene.

5 out of 5 average rating, 33 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.

The living room features a stone fireplace surrounded by cozy seating arrangements, including a brown couch and two chairs. A television is mounted on the wall beside bookshelves filled with books. A wooden coffee table sits on a patterned rug, with a window dressed in light curtains allowing natural light.

5 out of 5 average rating, 8 reviews

Trailside Ski Retreat

Welcome to your home away from home. This beautifully designed ski in/ski out condo located in the Snowflower association on Sugarloaf Mountain offers the perfect space for families or groups to unwind and enjoy a relaxing getaway while skiing or snowboarding. This spacious 3 bedroom 3 full bathroom condo sleeps 8 comfortably. Whether you're here to relax, explore the mountain or make core memories with loved ones, this condo offers a comfortable space for everyone.

4.98 out of 5 average rating, 134 reviews

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.

Vacation home in Carrabassett Valley

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.

4.93 out of 5 average rating, 45 reviews

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

This Timbers location cannot be beat: ski-in, ski-out, only a 5 minute walk to base village and right next to the Superquad! Newly furnished and stylishly decorated, this family-friendly 4 bed, 3 bath Timbers condo features an open-concept main floor with living area, kitchen, and dining table for 10. Well-stocked kitchen and TV for each bedroom. Upstairs has 3 BR, 2 BA and basement has ski prep & rec area, additional bathroom and bunk room.

Townhouse in Carrabassett Valley

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.

5 out of 5 average rating, 71 reviews

Year-round Sugarloaf Mountain Townhouse *w/ AC*

Spacious, high-end, on mountain, ski on/off townhouse that's centrally located to all that Sugarloaf and beyond has to offer. This is your home away from home. The perfect place for skiers, golfers, wedding parties or all around outdoor enthusiasts. Mere minutes from Sugarloaf Village and golf course. This townhouse comfortably sleeps 13 guests with 3 bedrooms, finished daylight basement and 3 1/2 bathrooms.

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

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 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

The three-story townhome building is set against a snowy mountain backdrop, with tree-lined areas in the foreground. The slopes of the mountain, visible in the distance, hint at the ski-in ski-out access available from the property.

5 out of 5 average rating, 6 reviews

Sugarloaf Ski In/Out - Fall Line

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/ski-out home 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.

Condo in Rangeley

5 out of 5 average rating, 4 reviews

The Nest, 3-4 Bedroom Condo @ Saddleback Mountain

The living area features a spacious layout with plush seating arranged around a coffee table and a cozy fireplace. A large television is mounted on the wall, and a Christmas tree adds a festive touch. Natural light filters through large windows, enhancing the inviting atmosphere.

Townhouse in Carrabassett Valley

4.67 out of 5 average rating, 3 reviews

4BR Ski In/Out Mountainview Ski In/Out

A scenic view of snow-covered mountains is visible in the background, showcasing ski trails on the slopes. In the foreground, condominium buildings with gray exteriors are situated against the winter landscape, blanketed in soft white snow under a clear blue sky.

4.96 out of 5 average rating, 24 reviews

On Mtn w View 10 guest, 8 Beds. Fireplace

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

A charming colonial-style home is featured, adorned with wreaths on the windows. Snow covers the ground and roof, creating a serene winter scene. A covered entrance with a decorative overhang invites guests, while a bench sits on the porch, enhancing the welcoming atmosphere.

Apartment in Wilton

4.72 out of 5 average rating, 130 reviews

Western Maine Mountains Peaceful Colonial Getaway

A cozy living area features a pair of sofas and a coffee table, with natural light streaming through large windows dressed in patterned curtains. A wooden dining table with chairs is visible, complemented by a welcoming floor lamp near a brick fireplace.

4.5 out of 5 average rating, 20 reviews

Sugarloaf condo with pool / hot tubs and rec room

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

A cozy tiny home is nestled among snow-covered trees, showcasing a wooden deck that is surrounded by a blanket of fresh snow. The tranquil setting is enhanced by the peaceful winter landscape, creating a serene atmosphere for guests.

Cabin in Carrabassett Valley

4.91 out of 5 average rating, 22 reviews

Mountain cabin

Ski-in/ski-out condo rentals

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

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, 39 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.