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
A cozy living area features a modern electric fireplace encased in rustic wood, complemented by a circular coffee table. Soft seating offers comfort, while a wall-mounted television is positioned above. An adjacent entry leads to a spacious eat-in kitchen, creating an inviting environment.
Flat in Kingfield
4.9 out of 5 average rating, 386 reviews

On The River

On the River, airbnb is located in the heart of downtown Kingfield right off the snowmobile trail. Sleeps 6 people. Has a spacious eat-in kitchen with a vie looking out to the Carrabassett River. Steps away from galleries, gift shops, restaurants, bank, Stanley Museum. 20-minute drive up to Sugarloaf mountain ski resort and the breathtaking views of 4000ft peaks of the western mountains of Maine. In summer, fly fishing and swimming right out the back . In winter, there are many snow sports.

Top guest favourite
Cabin in Chesterville
5 out of 5 average rating, 159 reviews

Off-Grid w/ Wood Fired Hot Tub - 4 Kayaks Included

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Guest favourite
The exterior of the cabin is illuminated at dusk, highlighting the wooden structure and large windows. A hot tub is visible on the deck, surrounded by trees, inviting a serene and relaxing atmosphere. Warm light glows from inside, suggesting a cozy interior.
Cabin in Kingfield
4.95 out of 5 average rating, 131 reviews

Apres Ski Haus

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

Top guest favourite
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, 147 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 favourite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 264 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

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
4.94 out of 5 average rating, 176 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, 103 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.

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, 103 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 private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 196 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Top guest favourite
A comfortable living area features a cozy sofa adorned with patterned pillows, positioned near a glass coffee table. A bright kitchen is visible in the background, showcasing wooden cabinetry and modern appliances. Soft lighting enhances the inviting ambiance of the space.
Flat in Kingfield
4.98 out of 5 average rating, 112 reviews

Village Top Floor With Riverview

Located right in downtown Kingfield, this cozy 1 bedroom, top floor unit provides a comfortable escape as well as easy access to in-town amenities. The perfect getaway spot for a couple or a single traveler. Right in the heart of the Western Maine mountains: 20 minutes from Sugarloaf, minutes from the snowmobile and mountain biking trailheads, kayaking, fishing, etc. If you're into outdoor activity this is the place to be! Easy walk to local restaurants and shops.

Guest favourite
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
4.89 out of 5 average rating, 129 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 :)

Guest favourite
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
4.92 out of 5 average rating, 117 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.

Popular amenities for Carrabassett Valley holiday rentals

When is the best time to visit Carrabassett Valley?

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Avg. price$478 SGD$555 SGD$447 SGD$403 SGD$264 SGD$260 SGD$282 SGD$292 SGD$268 SGD$292 SGD$313 SGD$504 SGD
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Quick stats about holiday rentals in Carrabassett Valley

  • Total holiday rentals

    Explore 370 holiday rentals in Carrabassett Valley

  • Nightly prices starting at

    Carrabassett Valley holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    350 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!