Chalet vacation rentals in Carrabassett Valley

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Top-rated chalet rentals in Carrabassett Valley

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Top guest favorite

The lodge's exterior features a rustic wooden facade, set against a backdrop of greenery. A spacious deck wraps around the front, with multiple entry points. Large rocks line the base, creating a natural contrast with the manicured lawn in the foreground. An American flag flutters from the porch.

Chalet in Newry

4.99 out of 5 average rating, 152 reviews

Hikers Paradise - Full S/R Views

This newer Lodge finds itself nestled in the hills of Puzzle Mountain with an expansive and scenic view of all 8-peaks of Sunday River. Our Family Home offers exciting outdoor activities for any season with Sunday River, Grafton Notch State Park, Appalachian Trail and the Androscoggin within a 10 minute drive. The Great Room, and its knotty-pine ceiling, creates an inviting Chalet atmosphere that revolves around a grand stone fireplace--perfect for gathering after a long day of outdoor activity.

Guest favorite

A vibrant sunset spreads across the sky, displaying shades of orange, pink, and purple. The calm waters of Rangeley Lake reflect these colors, while silhouettes of trees line the shoreline, creating a serene landscape. Mountains are visible in the distance under a dynamic cloud formation.

Chalet in Rangeley

4.87 out of 5 average rating, 174 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

A stunning 280º western sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town on scenic Rt. 4. Hear the loons at dusk & dawn. Deer run thru yard & eagles over house. June /Jul - Lupines & Poppies Jul/Aug blueberries, apples in Fall. Open kitchen/living area. Fish, hiking trails, downhill/X- country, Movie theatre, skiing, shop, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town.

Guest favorite

The living room features vaulted wooden ceilings and large windows that provide natural light and views of the outdoors. A cozy seating arrangement with a sofa and armchair faces a stone fireplace, while a decorative lamp and coffee table add to the welcoming ambiance.

Chalet in Carrabassett Valley

5 out of 5 average rating, 15 reviews

5BR chalet only 6 miles to Sugarloaf access road!

Welcome to Mountain Haven where you will enjoy stunning views of Sugarloaf Mountain while relaxing in the living room, on the back deck, or around the fire pit! This beautiful home features 5 spacious bedrooms and 3.5 bathrooms. Snuggle up in front of the cozy gas fireplace, cook in a fully equipped kitchen, play in a large game room complete with a pool table, or soak your cares away in the jet tub. The location is second to none, with easy access to town, restaurants, and recreational parks.

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, 132 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.

Guest favorite

The exterior of the chalet is framed by vibrant autumn foliage, showcasing a combination of angled roofs and large windows. A wooden deck features a table and chairs, while a grill is positioned nearby. The serene setting reflects a peaceful, natural environment.

Chalet in Carrabassett Valley

4.97 out of 5 average rating, 121 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.

Superhost

An open-concept living area encompasses a dining table, a leather sofa, and a coffee table. The kitchen is equipped with wooden cabinetry and essential appliances, while a staircase leads to the upper level. A colorful triangular window adorns the wall, adding a touch of character.

Chalet in Wyman Twp

4.83 out of 5 average rating, 59 reviews

Cheerful three bedroom Cabin in Wyman, Maine

Unwind at a peaceful cabin. Located 6 minutes north of Sugarloaf. This private spot is across from the Bigelow Preserve, close by to the Appalachian Trail head, bike trails, and Flagstaff Lake. There are three bedrooms including a master bedroom with queen size bed & TV, second bedroom has full-size bed & TV, and the third has twin size bunk beds. Downstairs is an open concept living area and kitchen. The yard features a fire pit. Cozy up to the woodstove if you wish and enjoy the scenery.

Superhost

A spacious living area features a large window with stunning views of the Bigelow Mountain range. Soft curtains frame the window, which overlooks a landscape rich in autumn colors. Comfortable seating is arranged around a small table topped with a lamp, creating a welcoming atmosphere.

Chalet in Eustis

4.86 out of 5 average rating, 138 reviews

The Chalet on the Ridge-20 Mins from Sugarloaf!

The 'Chalet on the Ridge' is a chalet style home that offers 4bdrm/3 baths (includes sleeping loft) with breathtaking views of the Bigelow Mountain range. It is a great spot to get away from it all to enjoy outdoor adventures, or just kick back for some R&R. The chalet is just 20 mins to Sugarloaf, 45 mins to Saddleback, and mins from the ITS trail access. Four seasons of activities await you-ski, snowmobile, hunt, fish, bike, golf, hike, swim, boat, dine out, stargaze, or sleep in.

Top guest favorite

The exterior of Beaver Pond Retreat is surrounded by lush greenery and features a spacious lawn leading down to the water. The two-story house is set back from the pond, with a fire pit area visible in the yard and kayaks resting along the shore.

Chalet in Highland

4.97 out of 5 average rating, 87 reviews

Beaver Pond Retreat

In this secluded private setting you will find peace and solitude overlooking the enchanted Beaver Pond from the outdoor hot tub. This is a 4-season retreat for skiing, snowmobiling, cross country skiing, hiking and much more. Beaver Pond Retreat offers 4 bedrooms, 2 full baths, screened in porch/game room, outdoor fire pit and full amenities to make this the perfect getaway for your group! You'll have the comforts of home while enjoying all that nature has to offer at our front door.

Guest favorite

A spacious living area features large windows that frame expansive mountain and water views. Comfortable seating includes a sectional sofa and chairs positioned for relaxation. A wooden coffee table sits in the center, adding a rustic touch to the cozy atmosphere.

Chalet in Rangeley

4.96 out of 5 average rating, 100 reviews

Rangeley Home with a View - Get Out of Dodge

Welcome to Out of Dodge in Rangeley Maine! A well Appointed Chalet with Panoramic mountain and water views. located just 15 minutes from Saddleback Ski Resort and only 5 minutes to Snowmobile and ATV trail access. Whether you are coming for the outdoor recreation or just to unwind and soak in the scenery, the view here is breathtaking in all seasons (especially fall!!) Family-friendly, High Speed Wi-Fi, 55" HDTV with surround, and all major streaming services.

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

4.89 out of 5 average rating, 115 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 :)

Superhost

A charming two-story home is surrounded by lush greenery, showcasing natural wood siding and a distinctive green roof. A spacious front deck invites relaxation, while large windows illuminate the interior. A red umbrella adds a pop of color to the outdoor space, accessible via a staircase.

Chalet in Kingfield

4.83 out of 5 average rating, 6 reviews

The Hideaway

Welcome to our cozy 3-bedroom home, nestled in the heart of downtown Kingfield. This family-friendly retreat is perfect for relaxing while exploring all the area’s seasonal activities. Just an 18-minute drive to Sugarloaf Mountain, it’s ideal for skiers, snowboarders, and winter sports lovers. Not a skier? No worries! With plenty of driveway space for snowmobile trailers, you’ll enjoy direct access to the Interconnected Trail System (ITS) from the property.

Top guest favorite

A peaceful outdoor deck is showcased with two red Adirondack chairs facing a panoramic view of rolling hills and a clear blue sky adorned with clouds. Lush greenery surrounds the area, enhancing the natural setting.

Chalet in Sandy River

4.98 out of 5 average rating, 120 reviews

Mountainside at Saddleback - Sunsets! Views!

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Incredible views - and sunsets - in all seasons. Ski-in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. Yes, we have A/C and fast fiber WiFi! HDTV w/streaming services included.