Family-friendly holiday rentals in Somerset County

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Top-rated family-friendly rentals in Somerset County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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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, 152 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.

Top Guest favourite
A spacious cabin is reflected in the calm water of a private pond. The wooden structure features a covered porch, with steps leading up to its entrance. Surrounding greenery includes trees and a variety of plants, enhancing the natural setting.
Cabin in Rockwood
4.96 out of 5 average rating, 224 reviews

Lucky Duck Lodge

Privacy and comfort are yours when you stay in this spacious four season cabin which offers 3 bedrooms, 2 bathrooms with its own private ponds. The cabin is supplied with linens, towels, well equipped kitchen, A/C, WiFi, screened in porch, cozy rock fireplace, picnic table, fire pit, grill and beautiful scenery. The rate includes up to 2 guests, each additional guest is $35.00/night. Pets are welcomed for a fee of $20 per pet per day(maximum of 2) and campfire wood is available $5 a bundle.

Top Guest favourite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 273 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top Guest favourite
An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.
Home in Eustis
5 out of 5 average rating, 105 reviews

Sweet home nestled in quiet spot; Walk to dining.

Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

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.
Apartment in Kingfield
4.96 out of 5 average rating, 385 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
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, 205 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.

Guest favourite
Cabin in Skowhegan
4.82 out of 5 average rating, 440 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

Top Guest favourite
A rustic stone fireplace serves as the focal point in the spacious living area, adorned with wooden shelves and decorative accents. Firewood is neatly stacked beside the hearth, complemented by a small potted plant on one of the shelves, providing a cozy atmosphere.
Cabin in Moose River
4.85 out of 5 average rating, 194 reviews

Moose River Rustic Camp

The cabin has one bedroom with a king size bed, large living area with the most lovely fireplace, small well equipped kitchen and bathroom. It sleeps 3-4 comfortably. There is a queen sized pull out sofa. The cabin is in Moose River, next to Jackman, the area one of the best places to snowmobile in the country. Trails are accessible right from the cabin. The perfect place for snowmobiling, ATV, fishing, hunting, relaxing and hibernating. Perfect sportsman cabin.

Top Guest favourite
A spacious living area features a stone fireplace integrated with natural wood accents. Light-colored furnishings include a plush sectional sofa adorned with a soft throw blanket. Large windows offer views of the outdoors, enhancing the bright and airy atmosphere of the room.
Home in Beaver Cove
4.92 out of 5 average rating, 123 reviews

Moosehead Lake, Snowmobile Trails, Hot Tub

Unwind, recharge and reconnect at our beautiful house on Moosehead Lake. A short path takes you down to the lake and a pebble stone beach to swim, use our 4 kayaks, soak in our 4 season outdoor hot tub, or just relax with a good book. Access both the snowmobile and ATV trails from the driveway! Plenty of parking for trailers for all of your powersport toys. The Beaver Cove Marina is a short drive away and provides convenient access to launch your boat for the day.

Guest favourite
A spacious living area is showcased, featuring wooden walls and flooring. A cozy couch and an armchair provide seating, while a wooden dining set is positioned nearby. The kitchen area includes essential appliances, with natural light illuminating the space through a door and windows.
Home in Mercer
4.9 out of 5 average rating, 136 reviews

Moore's place

🇺🇸🏳️‍🌈Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets). Close to hiking, Sugarloaf, ME IT Snowmobile trails is .03 miles away,located between Farmington, Skowhegan, and Augusta If your looking for someone to take you on a hike, and or short kayaking trip, pontoon ride around Lake Wassookeag. moose head lake on a Saturday or Sunday , (with a fee) just let us know

Top Guest favourite
A tranquil view of Moosehead Lake stretches across the image, with gentle ripples reflecting the sky. The distant silhouette of Mt. Kineo rises prominently above the water, surrounded by rolling hills and scattered trees, while a wooden dock extends into the lake.
Cottage in Rockwood
4.93 out of 5 average rating, 152 reviews

Misty Morning Cottages #6 on Moosehead Lake

NEW in 2025! WIFI is now available in ALL 6 of our cottages AND Roku TVs with Hulu + Live TV, Disney + and ESPN +. Guests can safely log into their own streaming options as well with the Roku TVs and they will automatically be logged out the day of their departure. Misty Morning Cottages is located directly on Moosehead Lake and Route 6/15 where all 6 of our cottages have amazing views of Mt. Kineo, the Spencer Mountains and much more!

Top Guest favourite
A blue gondola cabin is suspended from a wooden frame, surrounded by greenery. The structure features an open front allowing views inside, with ski poles leaning against it. Nearby, a road and utility poles are visible, indicating the proximity to local amenities.
Apartment in Eustis
4.94 out of 5 average rating, 236 reviews

The Blue Gondola in Western Maine Apt.#1

The Blue Gondola is Ten minutes north of Sugarloaf Ski area. Minuets from Flagstaff lake, Local Markets, Bars and Restaurants. All with in walking distance. The area offers Mountain Views as well as Fishing, Boating, Hiking, Biking, Tours and lift rides depending on the seasons. As well as Cross Country Skiing, Snowmobiling and Ice Skating. Come explore for yourself the Mountains of Western Maine.

Popular amenities for Somerset County family-friendly rentals