Vacation rentals in Carrabassett Valley

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Top-rated vacation rentals in Carrabassett Valley

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

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Top guest favorite
A cozy chalet is situated in a snowy landscape, framed by tall, bare trees. The wooden exterior combines rustic charm with modern design. A covered entrance welcomes guests, leading to a snow-covered pathway surrounded by a serene, wintry environment.
Chalet in Kingfield
4.98 out of 5 average rating, 162 reviews

Pristine, Peaceful Kingfield Chalet

Just a short 15-20 minute drive from Sugarloaf and 3 minutes from historic downtown Kingfield, this chalet provides a peaceful, private respite after a busy day on the mountain. Our 2BR, 1BA eco-friendly chalet is tucked back from the road, with distant neighbors and fast WiFi. You can be surrounded by nature but only minutes from lovely restaurants, local shops, grocery store, gas station and tons of trails, rivers & lakes for snowshoeing, XC, snowmobiling, hiking, huts, MTB, kayaking & more.

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
4.97 out of 5 average rating, 122 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 favorite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Apartment in Kingfield
4.96 out of 5 average rating, 410 reviews

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Top guest favorite
A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.
Cabin in Kingfield
4.99 out of 5 average rating, 132 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Guest favorite
A cozy living area features natural wood walls and a wooden floor. Multiple seating options, including chairs and a plush lounge cushion, are arranged around a coffee table. A propane stove stands next to the entrance, and natural light fills the space through large windows.
Chalet in Carrabassett Valley
4.9 out of 5 average rating, 137 reviews

Welcome to our Shackteau! Close to loaf + trail!

Unique ski chalet five minutes from Sugarloaf access road, with snowshoe / XC ski trail from the property that connects to valley trail system. Cozy, all-wood interior with funky bunk bed tower, homey propane stove, and den with bar and large TV. Equally well-suited for families, friends, and responsible mountain enthusiasts! We love our shackteau and know you will, too! We received negative feedback on our last cleaner so we have a new AWESOME cleaner :)

Top guest favorite
Cabin in Carrabassett Valley
4.9 out of 5 average rating, 115 reviews

Sugarloaf Mountain, Slim Melvin House

Classic ski camp originally built in 1960 by Sugarloaf founding father, Walter”Slim” Melvin, and updated in 1998. All pine interior. Carpeted second floor bed rooms. Just 3 miles south of the Sugarloaf Mountain access rd. The camp is a very quiet retreat for family and friends. Dog friendly. Snow shoe out the back door and connect with the trails of the Outdoor center. Tune your skis on the basement work bench. Valley shuttle is available on call.

Guest favorite
An open-plan living area features wooden walls and ceilings, with a dining table surrounded by black chairs. A modern kitchen with stainless steel appliances is visible, alongside a comfortable seating area. Large windows allow natural light to fill the space, highlighting the natural surroundings.
Chalet in Carrabassett Valley
4.92 out of 5 average rating, 133 reviews

Hillside Hideaway - Great Location & Hot Tub

Welcome to our cozy Sugarloaf/Carrabassett Valley home! Sitting in the back of Redington is our private home with a hot tub, firepit & grill! There is ample parking for you & your friends. Hiking/snowshoeing trail is 100 yards into the woods out of the back of the house. Check us out on the gram @hillsidehideaway_2039. About 10 minutes from the base of Sugarloaf mountain. Family friendly, wi-fi, decked out kitchen. Feel at home within minutes!

Top guest favorite
A serene riverbank is framed by lush green trees and foliage. Clear water reflects the surrounding nature, with smooth stones scattered along the shore. Gentle ripples indicate flowing water, creating a tranquil atmosphere for outdoor activities.
Home in Carrabassett Valley
4.93 out of 5 average rating, 129 reviews

4 Bed 1 Bath on River: Skiing & Mountain bike!

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

Top guest favorite
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
4.92 out of 5 average rating, 309 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.

Top guest favorite
A rustic cabin with a sloped roof is framed by snow-covered trees. Two snowmobiles are parked in front, with a snow-covered pathway leading to the cabin's entrance. Large windows are adorned with light curtains, providing a cozy appearance in the winter landscape.
Cabin in Freeman Township
4.97 out of 5 average rating, 190 reviews

Trailside Cabin

Come & play in the beautiful mountains of western Maine! Cozy, rustic cabin for two. Enjoy miles of multi use trails right off the front steps! If you decide to venture away from the cabin, Rangeley's Saddleback Mt & Sugarloaf USA are both 35 miles away & the college town of Farmington is just 15 minutes south. Our cell service is terrific, but there's no tv or wifi...come to the woods & unplug!

Top guest favorite
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, 108 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 favorite
Condo in Carrabassett Valley
4.96 out of 5 average rating, 109 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 vacation rentals

When is the best time to visit Carrabassett Valley?

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Avg. priceﺩ.ﺇ1,377ﺩ.ﺇ1,484ﺩ.ﺇ1,208ﺩ.ﺇ1,138ﺩ.ﺇ746ﺩ.ﺇ735ﺩ.ﺇ735ﺩ.ﺇ731ﺩ.ﺇ716ﺩ.ﺇ768ﺩ.ﺇ826ﺩ.ﺇ1,362
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Frequently Asked Questions

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

    Carrabassett Valley has more than 60 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Carrabassett Valley with our chalet rentals, starting at about $70 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 condo rentals in Carrabassett Valley?

    Four-legged friends are welcome in Carrabassett Valley. Choose from more than 20 condo 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 condo rentals in Carrabassett Valley have air conditioning?

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

  • Do house rentals in Carrabassett Valley have wifi?

    Absolutely! We offer over 130 house rentals with wifi in Carrabassett Valley. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 30 cabin 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 Condo Rentals in Carrabassett Valley?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with air conditioning, over 100 homes with wifi, over 10 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Carrabassett Valley

  • Total vacation rentals

    Explore 420 vacation rentals in Carrabassett Valley

  • Nightly prices starting at

    Carrabassett Valley vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 10,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    310 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    400 of Carrabassett Valley vacation rentals include wi-fi 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!