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

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

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

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

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Guest favourite
Apartment in Carrabassett Valley
4.87 out of 5 average rating, 15 reviews

Great Location For All Your Outdoor Adventures!

This charming ski in/ski out condo is perfect for a family of four seeking to enjoy all that Sugarloaf has to offer. Make this your ideal home base for your vacation, conveniently located just a short walk across the lot to the mid-station chairlift, where your skiing adventure begins.The condo is clean and well-maintained, featuring one bedroom, a pull down queen size murphy bed, living room with gas fireplace, full bathroom and fully equipped kitchen. Laundry facilities on site & free parking!

Superhost
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.
Home in Carrabassett Valley
4.76 out of 5 average rating, 42 reviews

Condo near wiffletree chairlift!

3bdr, 2 bath, 7bed. Sleep 10, perfect for 2 families! Steps from Wiffletree chairlift & MTN bike trails, near fitness center, restaurants & golf course. Out from the 70s, condo has nothing fancy, but has a LOT of heart & feels like 2nd home. 2 families (9 kids!) usually share it. Expect a fully functional place with many games. Bring your food, belongings & outdoor gear. Spend the day searching for powder & relax at night in front of the fireplace, where spirits of Amos Winter & Bob Marley meet!

Top guest favourite
Flat in Carrabassett Valley
5 out of 5 average rating, 22 reviews

Gondola Village at Sugarloaf

Welcome to the heart of Carrabassett Valley in the western mountains of Maine. Come golf, hike, bike, ski, and relax. Conveniently located at the bottom of Whiffletree chair (ski in, ski out) with views of Bigelow. Take a scenic chairlift ride or test out the new Sugarloaf Bike Park. Sugarloaf Golf Club is only minutes away. Enjoy miles of mountain biking, hiking, and cross-country trails. Short walk to base area for restaurants and shops. Then relax in this cozy condo after your adventures.

Top 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
4.94 out of 5 average rating, 17 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 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.
Apartment in Carrabassett Valley
4.96 out of 5 average rating, 112 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 favourite
A ski lift station is visible beside a designated area for skiers, surrounded by snow-covered terrain. The wooden structure features large windows and a steep roof. Nearby, lift chairs are lined up, ready for ascent, while skiers prepare at the base.
Flat in Carrabassett Valley
4.96 out of 5 average rating, 76 reviews

On-Piste, Ski-in/Ski-out Condo

*NEW LISTING* Book your stay at this ski-in ski-out, cozy studio condo centrally located at Sugarloaf USA. Upon arrival, no need to move your car! You will receive 2 parking passes, be steps from the Snubber Chair lift, settle your belongings in your personalized ski locker and walk a few minutes to the many shops and restaurants in the village. Warm up beside the electric fireplace between runs when you come in for lunch or a cup of coffee. Location, location, location! End unit condo!

Top guest favourite
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
4.98 out of 5 average rating, 134 reviews

On-Mountain @ Saddleback-Hot Tub | Mountain Views

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Custom, Maine-made Cedar Hot Tub! 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. One of very few mountainside listings with a hot tub, A/C and views!

Guest favourite
A view from a window showcases snow-covered grounds and a series of light blue buildings nestled against a backdrop of a snow-capped mountain. The bright sunlight creates a serene winter landscape.
Flat in Carrabassett Valley
4.92 out of 5 average rating, 12 reviews

Updated Family Ski-In/Out Condo w/ Pool Access

This bright, updated , 3-bedroom, 3-bath family condo is a ski-in/ski-out gem located in the popular slope-side Snowbrook neighborhood at Sugarloaf. You will be steps from the Snubber chairlift, as well as a trail system for hiking or cross-country skiing - plus, you will have access to the Association pool and hot tub facilities. The free shuttle service running from the top of the parking lot to the base of the mountain means you can park your car and focus on fun on the slopes!

Top guest favourite
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.
Flat in Carrabassett Valley
5 out of 5 average rating, 42 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.

Top guest favourite
Flat in Carrabassett Valley
5 out of 5 average rating, 21 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.

Guest favourite
The modern kitchen features white cabinetry and stainless steel appliances, with a countertop that accommodates three stools. A cozy living area is furnished with a dark sofa, complemented by decorative pillows, providing a comfortable space for relaxation.
Flat in Carrabassett Valley
5 out of 5 average rating, 21 reviews

Ski In Ski Out, Remodeled Studio Condo! Best Spot!

This condo is well-suited for individuals seeking convenience. Positioned along the shuttle route, it provides an unparalleled ski in/ski out experience with the lifts right out the door. Recently renovated, the unit accommodates up to 4 individuals, offering a murphy bed in the living room and a private bedroom furnished with a king-size bed. The fully equipped kitchen allows for the enjoyment of home-cooked meals within the cozy confines of the space.

Top guest favourite
Apartment in Carrabassett Valley
4.96 out of 5 average rating, 104 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/out rentals

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Quick stats about holiday rentals that are ski-in/out in Carrabassett Valley

  • Total holiday rentals

    Explore 180 holiday rentals in Carrabassett Valley

  • Nightly prices starting at

    Carrabassett Valley holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 3,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    180 of Carrabassett Valley holiday rentals include wifi 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!