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Ski-in/Ski-out holiday rentals in Sugarloaf Mountain

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

Top-rated ski-in/ski-out rentals in Sugarloaf Mountain

Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Condo in Carrabassett Valley
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!

Top Guest favourite
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.
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!

Guest favourite
Condo in Carrabassett Valley
4.82 out of 5 average rating, 38 reviews

Ski-in/out Condo | Mountain Views + Gas Fireplace

Your family will be close to everything when you stay at this cozy, centrally-located condo. Free parking on premises, A/C, WiFi, Cable TV, games for children, a full kitchenette, gas fireplace & coin operated laundry in the basement of the complex. The Sugarloaf Health & Fitness Center is attached to your condo complex (fees are separate), the Shipyard Brew Haus is a short walk away, and you can ski in and out from the snubber mid station! Plan your golf, hiking, biking, or ski trip today!

Top Guest favourite
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, 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.

Guest favourite
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.

Guest favourite
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
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.

Guest favourite
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, 106 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!

Top Guest favourite
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.

Top Guest favourite
Chalet in Sandy River
4.98 out of 5 average rating, 134 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.

Guest favourite
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.
Holiday home in Carrabassett Valley
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.

Top Guest favourite
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.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 100 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.

Guest favourite
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, 45 reviews

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

Enjoy the beautiful views of Sugarloaf Mountain in this conveniently located ski in-ski out condo in Snowbrook Village. Premier slope-side location at the end of a dead-end road and just steps from the Snubber trail and chairlift. Experience activities during all four of Maine’s beautiful seasons including skiing, snowshoeing, hiking, mountain biking, and golf.

Popular amenities for Sugarloaf Mountain ski-in/ski-out rentals