Holiday rentals in Carrabassett Valley

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Top-rated holiday rentals in Carrabassett Valley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open living area features a comfortable sofa and a low ottoman. A modern kitchen with a granite countertop is seen, accompanied by a dining area with stools. Large sliding glass doors provide access to a private balcony, inviting natural light into the space.
Flat in Carrabassett Valley
5 out of 5 average rating, 14 reviews

Just Loafin Studio

10 mins to Sugarloaf Base Lodge! Welcome to your perfect getaway - this modern studio style condo offers a stylish retreat. Kitchen is fully stocked with all essentials for your stay. Step outside on your private balcony overlooking the picturesque Carrabassett River; a perfect spot to enjoy your morning coffee and finish the day with your favorite beverage. Just a quick walk to Tufulio's Restaurant for après-ski! Ski locker on-site for storage. Shared coin-op laundry also on-site! ***No pets***

Top guest favourite
A restored red caboose is surrounded by freshly fallen snow, softly illuminated by warm indoor lighting. Snow-covered trees frame the scene, creating a cozy yet secluded atmosphere. The structure showcases its original features, contrasting with the winter landscape.
Train in Carrabassett Valley
4.95 out of 5 average rating, 189 reviews

Train Caboose on Mountain

Sugarloaf Village 1 - on mt ,w free shuttle. featured in "Maine Homes by Downeast" mag "Love Train". This beautifully restored caboose w/3 separate sleeping areas - a master bedroom w full bed - single comfortable bunk and a convertible couch. Fully equipped w many ammenities- Flat Screen tv w chromebox- tiled shower -great bedding/linens- full stove & microwave.-fridge- pots pans & cooking supplies -keurig & trad coffe pot-great deck & 1 1/4 yard w pines . U-Tube video JohannaFowler-x5w

Top guest favourite
An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.
Home in Eustis
5 out of 5 average rating, 115 reviews

Sweet home nestled in quiet spot; Walk to dining.

Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

Superhost
Home in Kingfield
5 out of 5 average rating, 3 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

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
4.97 out of 5 average rating, 115 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
A charming chalet is surrounded by a winter landscape, featuring a sloped roof and a welcoming entrance adorned with a festive wreath. Snow blankets the ground and rests on the roof, while a nearby wood storage shed is visible, complemented by trees in the background.
Chalet in Carrabassett Valley
4.97 out of 5 average rating, 135 reviews

Tucked Away Family Chalet

Tucked Away Family Chalet is conveniently located in Carrabassett Valley close to hiking, biking, community pool/playground/tennis courts, Tufulio's restaurant and much more! A great place to enjoy nature, relax, unwind, check out from the hustle and bustle, and spend quality time with the family. Some of the best mountain biking is right out the front door and swimming in the nearby river is not to be missed. In the wintertime, access to the Narrow Gauge ski trail is a short walk away.

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
4.95 out of 5 average rating, 79 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!

Guest favourite
An outdoor seating area features a circular stone fire pit surrounded by a blue rug. A wicker couch with blue cushions provides comfortable seating, accompanied by a wicker coffee table. French doors lead into the cabin, complementing the rustic wooden exterior.
Cabin in Carrabassett Valley
4.91 out of 5 average rating, 299 reviews

Private Cabin next to Narrow Gauge Trails & River

Historic Ski camp built in 1957! Located a mile from Sugarloaf access road. View of Sugarloaf! Private trail to the Narrow Gauge Parking lot & Trail system. Biking and Hiking right out the door! Only a 4 minute drive to Super Quad and on the Shuttle route. Located within a mile from Anti~Gravity Center, Outdoor Center, Hugs restaurant, Carrabassett Public Library, Mountain Side Grocery Store & Gas station.

Guest favourite
Holiday home in Carrabassett Valley
4.88 out of 5 average rating, 120 reviews

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf

Relax, ski, snowshoe, mountain bike, hike or just flake out in our spacious three-bedroom lower-level apartment in Reddington East -- just 10-minutes from the Loaf. 1500 square feet, fully equipped kitchen, comfortable living area great for watching the game, blazing fast internet, and a spectacular view of the mountain. There's plenty of room for your skis, coats, and other items in the secure entryway.

Top guest favourite
A charming two-story ski house is nestled in a snowy wooded area, featuring large skylights on the upper floor. A spacious deck extends from the front, while two parked vehicles are partially covered in snow. Trees with autumn leaves frame the home.
Home in Carrabassett Valley
4.96 out of 5 average rating, 106 reviews

Sugarloaf Home with amazing views

Sugarloaf Ski House, 10 minutes to baselodge, shuttle on call, awesome views, near crosscountry trails, restaurants, Outdoor Center. In summer months, 10 minutes to Sugarloaf Golf Course. Easy access to bike/ hiking trails, waterways, fishing. You can ski in and out from your vehicle from the ends of Lots E and F when the Bucksaw Quad is running. There's a ticket Kiosk at the base of the lift.

Top guest favourite
Apartment in Carrabassett Valley
4.96 out of 5 average rating, 106 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.

Top guest favourite
Cabin in Carrabassett Valley
4.95 out of 5 average rating, 354 reviews

Valley High Riverside Cabin

Unique cabin nestled on the Carrabassett River located one mile from the Sugarloaf Access Road. Enjoy private access to the Maine Huts & Trails System for all your winter and summer activities. All the essentials in addition to cable, internet and best of all…use of private hot tub alongside the river.

Popular amenities for Carrabassett Valley holiday rentals

When is the best time to visit Carrabassett Valley?

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Avg. price£277£321£259£233£153£150£150£150£147£157£169£279
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Frequently Asked Questions

  • Are there family-friendly house rentals in Carrabassett Valley?

    Carrabassett Valley has more than 120 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Carrabassett Valley?

    Experience the best of Carrabassett Valley with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly cabin rentals in Carrabassett Valley?

    Four-legged friends are welcome in Carrabassett Valley. Choose from more than 10 cabin rentals for guests traveling with pets.

  • Are there apartment rentals with a dedicated workspace in Carrabassett Valley?

    Yes! Work meets play with ease at over 10 apartment rentals in Carrabassett Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Carrabassett Valley condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 condo rentals with pools in Carrabassett Valley, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Carrabassett Valley have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Carrabassett Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Carrabassett Valley have wifi?

    Absolutely! We offer over 100 condo rentals with wifi in Carrabassett Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Carrabassett Valley have a bbq area?

    Absolutely! We offer over 10 chalet rentals with a bbq area in Carrabassett Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Carrabassett Valley have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Carrabassett Valley. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Chalet Rentals in Carrabassett Valley?

    Enhance your stay in our Chalet Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Carrabassett Valley

  • Total holiday rentals

    Explore 390 holiday rentals in Carrabassett Valley

  • Nightly prices starting at

    Carrabassett Valley holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 9,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    380 of Carrabassett Valley holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Carrabassett Valley rentals

  • 4.9 Average rating

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