Chalet vacation rentals in Somerset County

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Top-rated chalet rentals in Somerset County

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Guest favorite

A spacious living room is characterized by large windows that offer views of the surrounding nature. Comfortable leather sofas are positioned around a light-colored area rug, while wooden beams accentuate the high ceiling. A cozy gas fireplace adds warmth to the inviting space.

Chalet in Carrabassett Valley

5 out of 5 average rating, 12 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

Chalet in Kingfield

4.98 out of 5 average rating, 127 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 spacious great room is characterized by high, vaulted ceilings and wooden walls. Large windows allow natural light to flood the space, offering views of the outdoors. A cozy seating area includes a leather sofa and soft pillows, accompanied by a rug and side tables.

Chalet in Carrabassett Valley

5 out of 5 average rating, 42 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.

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.

Guest favorite

An open living area features large windows allowing natural light and showcasing views of Saddleback Lake. A stone fireplace is positioned near a plush sofa. A flat-screen TV is visible, along with a dining area equipped with wooden chairs and a table.

Chalet in Rangeley

4.9 out of 5 average rating, 30 reviews

Relaxing Mountainside Getaway!!!

A spectacular 3/4 bedroom ski-in/ski-out condo on Saddleback Mountain with stunning views of Saddleback Lake! Fits 6 people comfortably. One queen bedroom with attached private full bathroom upstairs. Three bedrooms (king, queen and ski room with pull-out couch that can convert to twins or king). Open living area with propane fireplace, smart tv and WiFi. Offers all the comforts of home and has everything you will need to enjoy some relaxing time away from it all. You won’t want to leave…

Superhost

A cabin is nestled among vibrant autumn foliage, highlighted by a large tree showcasing red leaves. The exterior features wooden siding with a decorative emblem above a window. Surrounded by green coniferous trees, the space is set in a serene natural environment.

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

Aerial view of the chalet surrounded by vibrant autumn foliage and expansive forests, with the Bigelow Mountain range visible in the distance. The property is situated on a private lot, providing a serene backdrop of nature's colors.

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.

Superhost

A charming chalet features a wooden exterior with a triangular roof and large front porch. Red adirondack chairs are positioned on the porch, alongside a grill and a picnic table. An American flag hangs to the side, framed by greenery and a clear blue sky.

Chalet in Wyman

4.93 out of 5 average rating, 27 reviews

Quaint Family Chalet Great For Summer 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!

Guest favorite

A charming ski chalet entrance is framed by snow-covered pine trees. Icicles hang from the roof, and a clear path leads to the door, inviting exploration. The warm glow from the windows contrasts with the winter landscape, creating a welcoming atmosphere.

Chalet in Carrabassett Valley

5 out of 5 average rating, 20 reviews

Lovely Chalet, 5 Bedrooms, shuttle to mountain!

This cozy, campy yet elegant ski chalet is located less then a half mile to the access road. Inviting wood stove sits on corner hearth and heats camp beautifully. Kitchen is well stocked with favorite appliances for cooking favorite family meals. Beautiful woodland and mountian views from living and dining room. Spacious deck to step out onto and enjoy all the beauty! A winding short path leads you to Brackett Brook and swimming hole fed by cascading falls.

Guest favorite

A view of a bathroom is captured from the doorway, showcasing a window that allows natural light to enter. A laundry basket is placed on the floor, while a modern toilet and a clean vanity are visible. Soft lighting complements the wooden interior.

Chalet in Carrabassett Valley

4.88 out of 5 average rating, 111 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 :)

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

4.97 out of 5 average rating, 115 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.

Guest favorite

A private hot tub is centrally positioned on a wooden deck, surrounded by large windows that offer views of the wooded area outside. The walls are finished with warm wooden paneling, creating a cozy atmosphere. Soft flooring mats are placed around the hot tub.

Chalet in Carrabassett Valley

4.93 out of 5 average rating, 121 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!