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, 69 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!

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, 18 reviews

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

Cozy condo get-away that sits RIGHT next to condo access trail (Snubber). This two level unit has 2 bedrooms, 2 full baths, plus a sleeping loft. Sleeping layout: 1) queen bed; 2) bunk beds w trundle pull-out; Loft) queen bed. Gas-fireplace, sun room w view, WiFi, internet TV, and weekend hot tub access 12/21-4/13 (noon-9pm). Conveniently located just below mid-station lift and near shuttle stop. Activities all year: Skiing, X-Country, Snow Shoeing, Fat Biking, Mountain Biking, Golf, Hiking.

Apartment in Carrabassett Valley

5 out of 5 average rating, 11 reviews

Ski In Ski Out, Prime Location, Park & Walk!

Your family will enjoy unparalleled convenience when you stay at this centrally located condo on Sugarloaf Mountain. This prime location offers ski-in/ski-out access, with chairlifts visible from your unit. The condo features a queen-sized Murphy bed, built-in bunk beds, full bathroom, living room equipped with a gas fireplace, and a compact kitchen. Additionally, you can easily walk to nearby restaurants and shops. The property is also situated on the shuttle route for added accessibility.

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.

4.92 out of 5 average rating, 12 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

5 out of 5 average rating, 15 reviews

Out of Bounds Lounge

Welcome to your perfect ski getaway at our "Out of Bounds Lounge." This hotel-style condo is nestled directly on mountain in Sugarloaf's West Village, perched above the soon to-be Brickyard Hollow Pizza. This condo comfortably sleeps 2 guests with direct access to the SuperQuad lift, unbeatable mountain views, and easy access to Sugarloafs vibrant village (don't miss a burger from the Bag & Kettle!) This Condo offers everything you need for a memorable mountain getaway.

Apartment in Carrabassett Valley

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.

4.91 out of 5 average rating, 53 reviews

Summit Haus - Golf & Liftside Penthouse!

Experience alpine luxury in this cozy penthouse condo in Sugarloaf Ski Area. Enjoy breathtaking mountain vistas through skylights, and comfortable sleep in four quality beds, one being a whimsical top bunk. Perfectly positioned next to Snubber Lift, hit the slopes directly, then rejuvenate at the neighboring fitness center. This penthouse combines comfort, convenience, and adventure, making it your perfect home-away-from-home for an unforgettable ski vacation.

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.

4.9 out of 5 average rating, 50 reviews

Sugarloaf Mt: on the mountain, pool, hot tub

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.

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.

A spacious log cabin is surrounded by young trees and lush greenery. The exterior features a combination of wood textures and a welcoming porch. A gravel area in the foreground provides access to the cabin, enhancing the natural setting.

4.96 out of 5 average rating, 99 reviews

First Tracks at Sugarloaf

Welcome to First Tracks! Our home is located in the Timbers, a great jumping off point for all your adventures. Located right on the ski trail and less than a three minute walk to Sugarloaf Village. Plenty of room to spread out in the condo with a game room downstairs (ping pong tourney anyone?). Two fireplaces, cozy seating, games and a hot tub to recover after a day of adventure.

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.

4.73 out of 5 average rating, 37 reviews

Condo near wiffletree chairlift!

Modern Ski and Golf - West Mnt

Home in Dallas Plantation

An inviting living area features high, sloped ceilings and ample natural light filtering through large windows. Cozy seating is arranged around a circular coffee table, and the dining area is visible in the background. A warm, neutral color palette enhances the relaxed atmosphere.

5 out of 5 average rating, 24 reviews

Hot Tub | Game Room | Mountain Views | Sleeps 10

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

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.

4.67 out of 5 average rating, 3 reviews

4BR Ski In/Out Mountainview Ski In/Out

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 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

5 out of 5 average rating, 11 reviews

A spacious ski-in, ski-out home is visible under a dusky sky, illuminated by soft outdoor lights. Surrounding evergreen trees frame the scene, and a full moon casts a gentle glow over the snowy landscape and the winding driveway.

Chalet in Sandy River

Private Chalet on Saddleback Mountain Ski Resort

A collection of modern townhouses is visible, showcasing a blend of wood and metal exteriors. The snow-covered landscape surrounds the buildings, and distant mountains are highlighted by the clear sky, providing a serene backdrop for the setting.

4.98 out of 5 average rating, 48 reviews

Large Luxury Condo On Mountain w/ Amazing Views!

A gray duplex is set against a backdrop of snow-covered ground and leafless trees. Large windows are visible on one side, and a wooden deck extends from the front, inviting scenic mountain views. The tranquil setting suggests a peaceful retreat.

4.89 out of 5 average rating, 9 reviews

Sugarloaf mountainside ski in/out home

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

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, 63 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 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, 81 reviews

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

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, 13 reviews

Snowflower Village Trailside Condo

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, 86 reviews

Sugarloaf On Mountain Condo! Ski In/Out

4.98 out of 5 average rating, 41 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.