Holiday rentals in Somerset County

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Top-rated holiday rentals in Somerset County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A single-story cabin is situated among tall pine trees, featuring a covered porch with seating. Large windows allow natural light to fill the interior, while a metal roof complements the rustic design. The surrounding forest offers a serene backdrop.
Cabin in Monson
5 out of 5 average rating, 12 reviews

Brewery Farm Cabin: Dickinson

Escape to the Pines Without Leaving Civilization Behind. NOTE: Dickinson is our PET FREE cabin. Nestled deep within whispering pine forests, Next Chapter Cabins offer the perfect balance of wilderness seclusion and small-town convenience. Located on Turning Page Farm Brewery, just a short walk through the woods from our brewery and creamery, these cabins provide an immersive forest experience while being just 4 miles from the charming town of Monson. Take it easy at this unique and tranquil get

Guest favourite
A welcoming living area features a comfortable brown sofa and an elegant glass coffee table atop a patterned area rug. Natural wood paneling complements the space, which is illuminated by overhead lights. Two windows provide views of the outdoors, creating a bright atmosphere.
Flat in Greenville
4.94 out of 5 average rating, 234 reviews

Evergreen|Apartment Downtown with Fire Pit

2nd Floor Apartment in Downtown Greenville with direct ATV and snowmobile access. Hiking, skiing, fishing, hunting all within a short drive. If you are a boater, there is a boat ramp one street over. When you aren't out exploring the north woods take a walk into town for breakfast, lunch, dinner and shopping! Located in the east cove, this apartment puts you in the middle of all the action! Especially during Fly-In and 4th of July celebrations, don't worry about parking since you're a walk away!

Top guest favourite
The cottage door welcomes visitors with a polished wooden sign that reads 'THE COTTAGE.' Sunlight filters through the glass panel, revealing glimpses of the kitchen interior, where natural light brightens the space and highlights green plants on the windowsill.
Guest house in Corinna
4.96 out of 5 average rating, 26 reviews

Cottage That Overlooks The Field

Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

Guest favourite
Home in Moscow
4.87 out of 5 average rating, 222 reviews

Beautiful home on Wyman Lake

This large one bedroom "camp" is located on Wyman Lake directly off Rt. 201, about 8 minutes north of Bingham. This is a wonderful location to unwind and decompress. With no nearby neighbors, you can enjoy a private shoreline for swimming and boating. Northern Maine at its finest with a paddle boat for exploring and a firepit for your star gazing evenings. Sip coffee on the deck while enjoying the calls of the neighborhood loons or try your hand at smoking meat on the dual smoker/propane grill.

Guest favourite
The exterior of the cabin is illuminated at dusk, highlighting the wooden structure and large windows. A hot tub is visible on the deck, surrounded by trees, inviting a serene and relaxing atmosphere. Warm light glows from inside, suggesting a cozy interior.
Cabin in Kingfield
4.94 out of 5 average rating, 161 reviews

Apres Ski Haus

This cabin is anything but ordinary! Nestled on an open bluff in the woods of Kingfield, Maine this architectural wonder is a perfect getaway for a couple or group. It's a warm and cozy space to come back and unwind after a long day of hitting the slopes or any four season activity. The open concept living room and newly remodeled kitchen have modern amenities like an espresso machine, Smart TV, and comfortable furnishings that will make you feel at home. Only 20 minutes to Sugarloaf Mountain!

Top guest favourite
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, 164 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 favourite
Home in Kingfield
4.86 out of 5 average rating, 7 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

Top guest favourite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Flat in Kingfield
4.96 out of 5 average rating, 413 reviews

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Top guest favourite
The kitchen and dining area feature natural light from multiple windows. A spacious island with seating is accompanied by a wooden dining table and chairs. Modern appliances, including a refrigerator and oven, are visible, with wooden beams accentuating the open design.
Flat in Monson
4.98 out of 5 average rating, 116 reviews

A Very 'Pleasant' Oasis Steps to Lake Hebron+Town

'Pleasant House' is a second level apartment that is centrally located to all that Monson, Maine has to offer-- you are just steps to Lake Hebron & our adorable town! Whether you’re a hiker along the Appalachian Trail, ATVer, leaf peeper, snowmobiler, lake goer, or here to just get-away... you’ve come to the right spot! This modern apartment includes 2 bedrooms, a full bathroom, a fully equipped kitchen & dining area, living room, a BBQ grill, firepit, and two off-street parking spots!

Top guest favourite
A private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 233 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Top guest favourite
A tranquil outdoor space features a wooden pergola with seating and a grill, situated beside a hot tub. The fenced backyard is surrounded by tall trees, and the charming house is accentuated by a beautiful sunset sky.
Cabin in Kingfield
4.99 out of 5 average rating, 134 reviews

Cozy Cabin with Modern Amenities. Pet Friendly!

Kick back and relax in this beautifully renovated home with amenities you didn't know you were missing. Despite its small stature, every square inch is utilized, boasting 4 beds and 1.5 bathrooms, including a huge shower with multiple shower heads and hurricane force water pressure. Located on a quiet street just minutes from the Kingfield village, steps from the snowmobile trail system, and 20 minutes from Sugarloaf. Designed with dogs in mind, complete with a fenced in backyard.

Top guest favourite
Cabin in Greenville
5 out of 5 average rating, 19 reviews

Wilson Dam Cabin*ATV*Snowmobile*Boat Access

Nestled along the shores of Wilson Pond in Greenville, Maine, Wilson Dam Cabin is a two-story retreat ideal for up to 4 guests. This cozy cabin offers two decks with stunning views, a propane stove to keep you warm on cool nights, and a fully equipped open-plan kitchen. Both upstairs bedrooms feature sliding glass doors leading to a private deck. Outdoors, enjoy a picnic area with seating and a grill, perfect for dining al fresco and soaking in the beauty of nature..

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