Chalet holiday rentals in Carrabassett Valley

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.

5 out of 5 average rating, 28 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. Located in a quiet neighborhood with easy access to town, restaurants, and recreational parks.

4.98 out of 5 average rating, 151 reviews

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

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.

The exterior of the contemporary ski lodge is showcased, featuring a combination of wood and large glass windows. The structure is surrounded by trees, with a sloping rocky terrain in the foreground. Soft lighting highlights the cabin's architectural details against the backdrop of a cloudy sky.

5 out of 5 average rating, 43 reviews

Chalet w/hot tub, EV charger

In the morning, ski when you want with no long drive. After having a fun day skiing on the mountain or x-country trails, or snowshoeing, fat tire biking, relax in the hot tub or chill in the great room with views of Sugarloaf Mountain while the kids have a blast in the downstairs game room! This new, contemporary ski lodge is perfect for groups or families and their pets. Fully equipped kitchen. Recharge your EVs every day. Heated mud room and boot dryers ensure that your equipment is ready.

The cozy cabin is set in a snowy landscape, featuring warm light emanating from several windows. A picnic table is positioned on the snow-covered ground, while soft lights illuminate the entrance and surrounding trees, creating a serene and inviting retreat.

4.89 out of 5 average rating, 97 reviews

*Shady Moose Chalet*

A great basecamp for all your winter mountain adventures. Skiing/boarding at Mt Abrams or Sunday River, far biking, XC or snowshoeing and easy access to the White Mountains! Cozy and quiet cabin tucked away on a pine forest lot. All the comforts of home and more! Warm up with a blazing fire or fire up the grill in the evenings. Sleep in with black out curtains and wake up to fresh local coffee. Queen bed in the loft, bunk beds in the downstairs bedroom and three pull out options

A charming chalet is surrounded by a winter landscape, featuring a sloped roof and a welcoming entrance adorned with a festive wreath. Snow blankets the ground and rests on the roof, while a nearby wood storage shed is visible, complemented by trees in the background.

4.97 out of 5 average rating, 125 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

The chalet, built with rustic wood, is set on a grassy expanse surrounded by trees. A wide porch features a picnic table and lounge chairs. Stone steps lead from the lawn to the entrance, enhancing accessibility to the welcoming lodge.

Chalet in Wyman

4.93 out of 5 average rating, 27 reviews

Quaint Family Chalet Great For Winter Enthusiasts!

This charming, well equipped 3 bedroom, 1 bath chalet is located in the heart of the Maine High Peaks Region (home to 10 of Maine's highest peaks.) The chalet is complimented by a full basement with a washer/dryer, screened in porch, wood burning fireplace, large loft with two twins and a futon along with a 2nd T.V. The garage is the perfect spot to store your vehicle, skis, snowmobile or ATV'S. This place has everything you need for a fun and relaxing vacation in the western mountains!

4.97 out of 5 average rating, 92 reviews

The outdoor hot tub is surrounded by snow-covered ground and tall trees, offering a serene view of the mountains in the distance. The bubbling water invites relaxation, with clear blue skies and soft clouds overhead.

Chalet in Highland

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.

4.87 out of 5 average rating, 180 reviews

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

A+ Views-Ski Snow Machine Spa-Tub Sauna

On Rt. 4 w/ stunning 280º west sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town. 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 skiing, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town. Movie theatre.

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.

4.89 out of 5 average rating, 133 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 :)

4.98 out of 5 average rating, 134 reviews

Chalet in Sandy River

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.

4.96 out of 5 average rating, 109 reviews

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

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’re coming for 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 sound and YouTube TV!

The charming wooden house features a gabled roof and large windows framed in white. A welcoming front porch is visible, and flower beds with assorted greenery enhance the entrance. An American flag is displayed, complementing the natural surroundings.

4.93 out of 5 average rating, 126 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!

Popular amenities for chalet rentals in Carrabassett Valley

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

The exterior of a multi-level chalet is shown, surrounded by tall trees and set back from a gravel driveway. A spacious deck wraps around the front, offering ample outdoor space. An attached two-car garage is visible on the right side of the image.

5 out of 5 average rating, 9 reviews

Tuckaway Chalet w/ 11 Beds, Fireplace, Billiards

Superhost

The living room features a warm fireplace set within a stone wall, surrounded by large windows that allow natural light to fill the space. Red sofas provide comfortable seating, while a wooden coffee table and decorative area rug add to the cozy ambiance.

Chalet in Newry

4.92 out of 5 average rating, 125 reviews

Chalet mins to Sunday River / Bethel / Outdoor Fun

A wooden chalet sits nestled among trees, featuring a spacious wrap-around deck. Several Adirondack chairs are arranged around a central fire pit in a grassy yard, providing a welcoming gathering space for guests to enjoy the natural surroundings.

4.96 out of 5 average rating, 26 reviews

STOP! Summer Fun, New Hottub, Mountain Views

4.98 out of 5 average rating, 114 reviews

A serene lakeside scene features a blue canoe resting on sandy shores, with a solitary blue adirondack chair positioned nearby. The calm water reflects the surrounding trees, creating a peaceful connection with nature.

Chalet in Belgrade

Sunset Chalet Lakefront Hot Tub Game Room

4.93 out of 5 average rating, 100 reviews

Two Adirondack chairs are positioned on a deck, facing a picturesque sunset view featuring vibrant pink and purple hues. A wooden tray displays an assortment of snacks, accompanied by a bottle of wine and two glasses, creating an inviting setting for relaxation.

Chalet in Newry

3 min to Sunday River w/ Views, Game room, Hot tub

4.99 out of 5 average rating, 152 reviews

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

Family Ski Lodge - Full S/R Views

A charming wooden cabin is illuminated by softly glowing string lights against a backdrop of a clear night sky. Accumulated snow blankets the ground, creating a serene winter landscape, while surrounding trees stand quietly in the night.

4.95 out of 5 average rating, 83 reviews

12min Sunday River! Hot Tub, Pet Friendly, Firepit

4.94 out of 5 average rating, 16 reviews

Unique Timberframe Chalet close to Sunday River

Luxury chalet rentals

Chalet in Dallas Plantation

Slope Side at Saddleback

The open-concept living and dining area features a high wood-paneled ceiling and large windows allowing natural light to fill the space. A spacious dining table with six chairs is positioned beside the kitchen, while a comfortable sectional sofa invites relaxation in the seating area.

Chalet in Sandy River

Chalet on Saddleback Mountain with hot tub

A cozy living room features a rustic stone wood stove set against a wooden wall. A brown leather couch and an armchair are positioned around a colorful braided rug, with a TV and wooden furniture nearby. Large glass doors provide access to the outdoor space.

Chalet in Coplin Plantation

5 out of 5 average rating, 14 reviews

Sugarloaf 4 bdrm chalet sleeps 10

5 out of 5 average rating, 11 reviews

A spacious ski-in, ski-out home is visible under a dusky sky, illuminated by soft outdoor lights. Surrounding evergreen trees frame the scene, and a full moon casts a gentle glow over the snowy landscape and the winding driveway.

Chalet in Sandy River

Private Chalet on Saddleback Mountain Ski Resort

A charming three-level chalet is surrounded by snow-covered trees, with fresh snow falling gently. The warm wooden exterior features a sloped red roof and a balcony that overlooks the serene winter landscape.

4.77 out of 5 average rating, 13 reviews

4 Bedroom Sugarloaf Chalet

The exterior of the chalet-style home is surrounded by lush green foliage, showcasing wooden siding and multiple windows. A spacious deck with a railing is visible on the front, enhancing the rustic charm with a welcoming entrance.