Carrabassett Valley vacation rentals

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!

4.8 out of 5 average rating, 15 reviews

An outdoor seating area is depicted with dark wicker furniture arranged in a cozy layout. Two red adirondack chairs sit invitingly on a porch, complemented by a small pathway of stepping stones leading to the entrance. Green grass and colorful shrubbery frame the space.

Home in Skowhegan

Cozy, Comfortable, welcoming With private suite

Keep it simple at this peaceful and centrally located place. This rental property is in walking distance of the historic area of downtown Skowhegan yet secluded enough to enjoy privacy while on your vacation. Local groceries stores, well-known eateries, and small business shops are just minutes away. Close location to lakes, fairgrounds (active depending on time of stay), movie theaters (Drive-in & Spotlight Cinemas), and more. You need quiet time, enjoy the private suite you’ll love it .

5 out of 5 average rating, 40 reviews

A wooden porch features a swing that provides a view of the surrounding mountains at sunset. The ceiling is made of natural wood, complementing the log cabin style of the exterior. Soft lighting enhances the serene atmosphere of the outdoor space.

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.

4.99 out of 5 average rating, 94 reviews

A spacious living area features rustic wooden walls and high ceilings, with large windows allowing natural light. Comfortable seating is arranged around a central coffee table and a patterned area rug, while a dining table is visible in the background, complementing the open floor plan.

Cabin in Eustis

Private lakefront cabin Flagstaff Oasis.

Flagstaff Oasis is the private, lakefront cabin you have been looking for. Enjoy the endless sunsets from your private dock and outdoor firepit. The cabin sits in a quiet neighborhood, 10 minutes from Sugarloaf for skiers with miles of dirt roads and hiking trails. The lake is perfect for swimming, canoeing and kayaking. Enjoy the all new appliances and fully stocked kitchen and outdoor grill. ATV trails are within a mile and fishing is outstanding in the area. No Jet Skis on Lake!

Townhouse in Carrabassett Valley

4.98 out of 5 average rating, 48 reviews

Large Luxury Condo On Mountain w/ Amazing Views

Built in 2021, this luxury West Mountain townhouse provides the ultimate year-round Sugarloaf experience with family or friends! Enjoy the entire 4 bedroom, 3.5 bath townhouse conveniently located walking distance to the golf course, free ski shuttle for pickup and drop off to the base lodge (every 20 minutes during ski season), and walking distance to ski trails accessing the west mountain chairlift. This home provides breathtaking views of Crocker Cirque and Bigelow mountains!

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.

4.82 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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

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 Rack30 locals recommend

Tufulio's Restaurant & Bar - Craft Beer - Happy Hour - Pizza/Italian Food22 locals recommend

The SugarBowl - Craft Beer - Wine Bar - Indoor Golf - Burgers28 locals recommend

The Bag & Kettle Restaurant25 locals recommend

Sugarloaf Outdoor Center15 locals recommend

Hug's Italian Cuisine17 locals recommend

Other great vacation rentals in Carrabassett Valley

4.86 out of 5 average rating, 132 reviews

A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.

Apartment in Cornville

Large Home with Great View next to horse farm

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

Cabin in Carrabassett Valley

The spacious living area features wooden walls and large windows that allow natural light to fill the space. Two comfortable chairs and a brown sofa are arranged around a rustic coffee table. A dining table is positioned nearby, with views of the surrounding woods.

5 out of 5 average rating, 7 reviews

Bubblecuffer Cabin: On shuttle Route!

Home in Dallas Plantation

4.93 out of 5 average rating, 30 reviews

Ski/snowmobile retreat-hot tub

4.95 out of 5 average rating, 92 reviews

An inviting loft space features multiple beds arranged on a wooden floor, accentuated by rustic wood paneling on the walls and sloped ceiling. A patterned rug adds texture, while natural light filters through a nearby window, creating a cozy atmosphere.

Cabin in Moscow

Cabins/Sporting camps-great location

4.89 out of 5 average rating, 166 reviews

An open-concept living area features warm wood paneling, with a large sectional couch and recliner arranged around a coffee table. Windows allow natural light to fill the space, offering views of the outdoors. A dining area is seen in the background, highlighting a spacious table.

Cabin in Eustis

Brivera in the Mountains-20 min to Sugarloaf!