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

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Top-rated ski-in/ski-out rentals in Carrabassett Valley

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

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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
4.85 out of 5 average rating, 183 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.

Top guest favorite
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, 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!

Top guest favorite
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 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
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.

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, 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!

Guest favorite
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.
Apartment in Carrabassett Valley
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.

Guest favorite
Apartment in Carrabassett Valley
5 out of 5 average rating, 16 reviews

Ski Out The Door | Pet Friendly | Mtn. Views

This 1-bedroom, family-friendly condo is steps away from the lifts. The unit features a well-equipped kitchen, a comfortable bedroom, full bathroom, Wi-Fi & TV. Guests can benefit from complimentary parking, easy access to dining, entertainment and shopping. Notably, the property provides ski-in/ski-out access and is situated along the shuttle route during winter. Moreover, the building offers laundry facilities, and guests will have access to a dedicated ski locker throughout their stay.

Guest favorite
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.
Condo in Carrabassett Valley
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!

Guest favorite
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.
Apartment in Carrabassett Valley
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.

Guest favorite
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
4.9 out of 5 average rating, 52 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.

Top guest favorite
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.

Top guest favorite
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, 98 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

When is the best time to visit Carrabassett Valley?

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Avg. price$394$453$350$319$188$175$172$182$178$191$211$439
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Quick stats about vacation rentals that are ski-in ski-out in Carrabassett Valley

  • Total vacation rentals

    Explore 170 vacation rentals in Carrabassett Valley

  • Nightly prices starting at

    Carrabassett Valley vacation rentals start at $70 per night before taxes and fees

  • Verified guest reviews

    Over 3,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Carrabassett Valley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Carrabassett Valley rentals

  • 4.9 Average rating

    Carrabassett Valley stays are highly rated by guests—averaging 4.9 out of 5!

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