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!

Superhost

A panoramic view showcases a snow-covered mountain adorned with ski trails under clear blue skies. The surrounding area features a collection of rooftops nestled among trees, with key locations like Beaver Brook and the Snubber Chairlift marked for easy navigation.

4.75 out of 5 average rating, 8 reviews

Ski In Ski Out Cozy Condo, Indoor Pool Access!

Your family will enjoy unparalleled convenience when staying at this centrally located condo. Featuring two bedrooms and two bathrooms, this accommodation is situated on the shuttle route & offers ski-in/ski-out access. After a day on the slopes, unwind by the gas fireplace or take a swim in the exclusive Snowbrook guests-only pool. This family-friendly condo provides a homely atmosphere, complete with a fully equipped kitchen and a comfortable living room, ensuring a fun and memorable 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.

4.89 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.

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.

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

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.

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.

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

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.

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.

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 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!

4.94 out of 5 average rating, 36 reviews

A spacious living area features large windows allowing natural light, complemented by a comfortable orange sectional sofa and a coffee table. A dining area with a wooden table and four stools is visible, enhancing the open layout. Beams on the ceiling add architectural interest.

Home in Newry

Brookside II B-305 - Sunday River Condo

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.

Town House at West Mountain

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.

4.79 out of 5 average rating, 19 reviews

Sugarloaf Ski House • Monthly/ Seasonal Rentals

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

Fall Line Ski in/out. Sleeps 6

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

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.

Cabin in Carrabassett Valley

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.

4.91 out of 5 average rating, 22 reviews

Mountain cabin

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

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 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 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.