Chalet holiday rentals in Carrabassett Valley

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.

4.99 out of 5 average rating, 154 reviews

Family Ski Lodge - 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.

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, 32 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.

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.

4.92 out of 5 average rating, 126 reviews

Chalet mins to Sunday River / Bethel / Outdoor Fun

Step inside our home and immerse yourself in Maine with ample natural light and a spectacular view of Sunday River in the distance. The main floor welcomes you in with a cozy fireplace to gather around and warm up after a day in the cold & a huge farm table for friends and family to gather for food and fun! Head to the basement game room for pool, games, and puzzles or to relax and watch movies! Head outside for a dip in the hot tub or to gather around the outdoor fire pit for a night of fun!

4.98 out of 5 average rating, 155 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.

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, 130 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.

4.83 out of 5 average rating, 63 reviews

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

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

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, 95 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.

4.88 out of 5 average rating, 184 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.

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.

4.99 out of 5 average rating, 70 reviews

The exterior of the chalet is showcased amidst a snowy landscape, featuring wooden siding and a peaked roof with green metal accents. A charming entrance is visible with an arched door, while snow-covered grounds and surrounding trees create a serene winter setting.

Chalet in Kingfield

Sugarloaf 4-Season Chalet | Hot Tub | River Access

Escape to this 3BR, 2BA chalet on 2 acres by the Carrabassett River—just 10 min from Sugarloaf Mountain! Relax in the private 6-person hot tub after skiing world-class slopes. In summer, swim in nearby river holes and hike scenic trails. Features 8 beds, a new deck, garage, and cozy living spaces. Perfect for ski trips, family getaways, and 4-season adventures. Sugarloaf lifts, après-ski, and trails are minutes away—book your mountain escape today!

4.96 out of 5 average rating, 111 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!

Popular amenities for Carrabassett Valley chalet rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

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.

5 out of 5 average rating, 57 reviews

R&R Mountain Retreat in Newry

The chalet exterior is surrounded by lush greenery, showcasing a two-level structure with balconies. Warm lights illuminate the porch and yard, while a barrel sauna is visible at the side. A firepit with seating is set among decorative stones, inviting relaxation outdoors.

4.95 out of 5 average rating, 42 reviews

Sunday River Chalet 6min to SR Hottub- Fire- Sauna

The image features a heated swimming pool surrounded by a spacious patio. Red outdoor chairs are positioned nearby, and a person is seated at the pool's edge, creating a welcoming atmosphere. The house exterior showcases wooden siding and large windows.

4.86 out of 5 average rating, 50 reviews

Sale! Mins to Sunday River • Hot Tub + 4K Theater

Superhost

The kitchen features dark cabinetry and a center island with seating for five. Stainless steel appliances, including a refrigerator and microwave, are visible, while wood-paneled ceilings add warmth to the space. Natural light enters through a window behind the sink.

4.77 out of 5 average rating, 48 reviews

Moose Lodge

5 out of 5 average rating, 6 reviews

Chalet in Hanover

Sunday River Ski & Lake Chalet on Howard Pond

4.9 out of 5 average rating, 108 reviews

A spacious chalet is nestled among lush greenery and tall trees. The structure features a deck that extends outward, offering a connection to nature. Sunlight filters through the leaves, creating a serene atmosphere in this wooded setting.

Chalet in Madison

Bohemian Rhapsody

A modern home nestled among trees is visible, showcasing a large deck with outdoor seating. The snow-covered ground provides a serene contrast to the building's dark exterior. A storage shed is seen in the background, adding functionality to the winter landscape.

4.98 out of 5 average rating, 61 reviews

3 miles to lifts w/ views chef's kitchen fireplace

5 out of 5 average rating, 26 reviews

Mountain-View at Sunday River - Ski, Golf & Relax

Luxury chalet rentals

The exterior of the condo complex is shown, featuring a multi-story structure with a blue-grey facade. The deck area includes wooden railings, while a stack of firewood is visible nearby. Snow blankets the ground, and the sun casts a soft glow in the background.

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, 12 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.