Vacation rentals in Carrabassett Valley

5 out of 5 average rating, 87 reviews

A private deck features several black Adirondack chairs arranged for comfort, facing a panoramic view of a sunset over rolling hills and a lake. Soft lighting from string lights enhances the inviting atmosphere of the space.

Home in Woodstock

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Condo in Carrabassett Valley

A welcoming entryway features warm wooden paneling and a spacious boot and helmet storage unit. Hooks are available for equipment, while a bench offers a resting spot. Bright red rugs line the area, creating contrast against the neutral carpet and walls.

4.97 out of 5 average rating, 67 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!

4.81 out of 5 average rating, 103 reviews

A tranquil wooden dock stretches over calm lake waters, leading towards a vibrant sunset reflected on the surface. Silhouettes of two individuals can be seen near the end of the dock, with rocks lining the shore and gentle waves lapping against the edges.

Cottage in Embden

Gorgeous lakefront, sunsets, kayaks, fire pit

Enjoy breathtaking sunset views from this cozy, quiet waterfront home. Relax and play at our serene lake house, 40 feet from the water. Embden is the 3rd cleanest lake in Maine and our lot is wooded for nice privacy. Fire pit, lounge chairs and hammock at the water's edge. Kayak, paddleboard, swim, yard games, fish or relax! Great golf close by! In the winter warm up by the fire after playing outside (sugarloaf 35 mins) ski, snowmobile, ice fish for salmon! Our driveway accommodates trailers.

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!

Home in Carrabassett Valley

4.92 out of 5 average rating, 37 reviews

A Perfect Home For Family Summer Vacations!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

4.94 out of 5 average rating, 62 reviews

A charming exterior of a two-story house is framed by a well-maintained garden filled with vibrant flowers and greenery. The house features a mix of gray and red siding, with multiple windows allowing ample natural light. A gravel pathway leads to the entrance.

Guest suite in Hanover

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

4.77 out of 5 average rating, 47 reviews

Two comfortable chairs are positioned on a wooden deck, facing a serene view of Rangeley Lake. Lush greenery surrounds the area, and a single tree stands prominently near the water's edge. The scene reflects a calm and peaceful atmosphere.

Cabin in Rangeley

Waterfront Cabin on Rangeley Lake!

True Lyons Cabin 1. Two bedroom, plus sleeping loft, right on Rangeley Lake! Comfy beds and new furnishings! Wonderful little wood stove for those cold nights! 150’ beach with large dock right out front! Large fire pit. Gorgeous views all day long and amazing sunsets! Walking distance to the LOON LODGE & FARM HOUSE Downtown Rangeley 1.5miles away. One bedroom has a queen bed and other has two twins. Loft has full bed. Great WiFi! Brand new Air Conditioning system in entire cabin!

5 out of 5 average rating, 40 reviews

A wooden chalet is surrounded by snow-covered trees, featuring large windows that offer views of the winter landscape. The structure's design includes a steep roof, and a wooden deck extends from one side, enhancing the cabin's rustic charm.

Chalet in Newry

R&R Mountain Retreat in Newry

Welcome to R&R! This charming short-term rental offers a perfect getaway in an ideal location only 6 minutes away from Sunday River Ski Resort! Unwind in our cozy camp featuring modern amenities, comfortable furnishings, and a peaceful ambiance. Enjoy entertainment with Smart TV's, WiFi, cornhole, board games, as well as many nearby attractions. This chalet has so much to offer no matter which season you stay! Your ultimate escape awaits at R&R, where rest and rejuvenation are guaranteed.

Apartment in Carrabassett Valley

An outdoor corridor is shown, lined with wooden railings and covered in fresh snow. Natural sunlight filters through the trees in the background, creating a serene winter landscape. The corridor leads towards a doorway marked with the number 7.

4.67 out of 5 average rating, 6 reviews

Centrally located 1 bedroom condo on mountain!

This one bedroom condo boasts a prime location at the heart of Sugarloaf. Situated along the shuttle route, it's only a brief walk from the Snubber Midstation lift. Walk to the Shipyard Brew Haus for a refreshing drink, or access the Sugarloaf Fitness Center located across the street, for an additional fee. The condo itself includes a fully equipped kitchen, a cozy living room with a gas fireplace and pull out couch, a full bathroom, and a washer/dryer for your convenience.

4.94 out of 5 average rating, 18 reviews

An outdoor dining area features a wooden table surrounded by dark wicker chairs. A tray with two glasses of water sits in the center. The scenic view of mountains and trees stretches into the distance under a partly cloudy sky.

Home in Woodstock

Sweeping Views/Firepit/BBQ

Guests will enjoy public water access to three unique bodies of water in less than 3 miles from the front door! Extensive hiking trails suitable for all levels. Mt. Abram, Sunday River ski and golf resort, Mt. Abram Mountain Bike Park, just minutes away. Experience stunning lake and mountain views. Totally renovated interior from floor to ceiling including all new furnishings and fixtures. Not Suitable for children or pets. Guests will be required to sign rental agreement

4.82 out of 5 average rating, 17 reviews

A serene lakeside deck is adorned with two Adirondack chairs and a small white table. The reflection of trees and a vibrant sunset is visible in the calm water, creating a peaceful setting for relaxation.

Cabin in Phillips

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

Welcome to Fox Carlton Pond! Settle into our Cub Cabin surrounded by the beauty of nature at a peaceful resort on our 5 acre private pond alongside the Sandy River. Our Cub Cabin is furnished with a bunk bed (see photos) with a double mattress on the bottom bunk that sleeps 2 and a single mattress on top bunk that sleeps 1. Enjoy walking trails, lawn games, fire pit, pickle ball, use of canoes, kayaks, peddle boat and docks for exploring, fishing and swimming.

4.93 out of 5 average rating, 76 reviews

Home in Greenwood

The Farmhouse at The Cross Farm

1910s farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep up to 6, with one full bath (with tub) on the first floor and a small half bath on the second floor. First floor laundry room. A back deck off of the kitchen has seating and a gas grill. Large full eat-in kitchen. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed), and approved pets are welcome!

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Carrabassett Valley vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Carrabassett Valley's top sights

The Rack63 locals recommend

Tufulio's Restaurant & Bar - Craft Beer - Happy Hour - Pizza/Italian Food53 locals recommend

The SugarBowl - Craft Beer - Wine Bar - Indoor Golf - Burgers42 locals recommend

The Bag & Kettle Restaurant39 locals recommend

Sugarloaf Outdoor Center34 locals recommend

Hug's Italian Cuisine31 locals recommend

Other great vacation rentals in Carrabassett Valley

Home in Carrabassett Valley

A spacious interior showcases a modern design with exposed wooden beams and large windows allowing natural light to fill the area. Glass railings overlook an open space below, creating a sense of openness and connection to the surrounding greenery.

5 out of 5 average rating, 4 reviews

The Epic Sugarloaf Family Getaway!

5 out of 5 average rating, 103 reviews

An outdoor seating area is presented with a spacious sectional sofa made of dark wicker, positioned under a covered patio. The lawn extends towards the private sandy beach and dock by the lake, with a view of kayaks and trees in the background.

Cottage in Belgrade

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

Home in Dallas Plantation

4.93 out of 5 average rating, 29 reviews

Ski/snowmobile retreat-hot tub

4.95 out of 5 average rating, 92 reviews

A cozy cabin interior features a blend of wooden walls and laminate flooring. Comfortable seating is arranged around a wooden table. Windows allow natural light, and a door provides access to the outside. A small kitchen area is also visible, showcasing basic amenities.

Cabin in Moscow

Cabins/Sporting camps-great location

4.89 out of 5 average rating, 166 reviews

Cabin in Eustis

Brivera in the Mountains-20 min to Sugarloaf!

4.93 out of 5 average rating, 43 reviews

The interior features natural wood paneling with exposed beams overhead. A plush sectional is positioned in front of a flat-screen television, surrounded by sunlight from multiple windows. A round dining table complements the space, creating a welcoming area for relaxation and family gatherings.

Cabin in Madison

Lovely,private cabin w fire pit, bbq on 30 acres

5 out of 5 average rating, 7 reviews

A tranquil lakeside scene features a spacious dock with outdoor seating under a large umbrella. Kayaks are positioned along the edge, while a serene sunset casts warm hues over the water. An American flag gently waves beside the dock, completing this peaceful view.

Cabin in Belgrade

Great Pond Getaway|Lakefront|Dock|Sunset Views