Chalet vacation rentals in Somerset County

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, 23 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.

4.93 out of 5 average rating, 57 reviews

The exterior of the lodge-style log home is presented, showcasing a spacious, two-story structure surrounded by lush greenery. A circular driveway provides ample parking space, with steps leading to a welcoming entrance. Natural wood tones and a peaked roof contribute to the rustic charm of the property.

Chalet in Greenville

Moosehead Lakefront Cabin|Pets Ok|Dock|Views|WIFI

Bring the whole family and friends to this great place with lots of room for fun. Lodge style log home with 5 suites, each with a full bathroom. Located on Moosehead Lake in Maine. Great Room with floor to ceiling fireplace and amazing lake views. Enjoy the covered deck with another fireplace! Large lawn area for kids to play. Fun game room. 300 feet of private water frontage and dock. 4 season recreational fun. Fast Starlink WIFI. More info on our page, just search for PineTreeStays and save!

4.98 out of 5 average rating, 142 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, 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.

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.

4.97 out of 5 average rating, 124 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

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

4.87 out of 5 average rating, 145 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.

4.97 out of 5 average rating, 92 reviews

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

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.

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.

4.9 out of 5 average rating, 124 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, 128 reviews

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

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.

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, 124 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!

4.93 out of 5 average rating, 72 reviews

A wooden Adirondack chair is positioned near the lake, overlooking calm waters reflecting the soft morning light. A coffee mug rests on the chair's arm, inviting a peaceful moment of relaxation surrounded by nature.

Chalet in Abbot

Piper Pond A-Frame

Beautiful ALL season home in the Maine woods. Trailer access to ATV trails and direct access to Maines Interconnected Trail System for snowmobiles (ITS). Great location on Piper Pond for swimming, fishing and kayaking! Private home with plenty of room for the whole family. 7 beds in 4 bedrooms with two separate office spaces. Easy access to hiking and Moosehead Lake region. House comes with 5 kayaks, one canoe, paddles and life jackets.

A two-story chalet with a green metal roof is surrounded by greenery. A porch with seating faces the yard, while an American flag hangs from the front. Large trees provide shade, and a fire pit is visible on the lawn.