
Family-friendly vacation rentals in Somerset County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Somerset County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Lake House: Private Dock | Pet-Friendly | Kayaks
Welcome to Rockwood Hills, your ultimate getaway destination located on the picturesque Moosehead Lake. It's the perfect vacation haven with lakefront access: ✔ Direct lakefront access ✔ Complimentary kayaks and floats ✔ Convenient location near hiking trails ✔ Private boat dock and rentals available ✔ Lakeside fire-pit and firewood included ✔ Gas grill and outdoor games provided ✔ High-speed fiber internet ✔ Detailed guidebook for local insights ✔ Breathtaking view of the surrounding landscape

Evergreen - Apartment in Downtown Greenville
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!

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!

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.

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.

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.

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.

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio
This cozy and comfy ski in/ski out condo is in a desirable location and just a short chairlift ride to the base of Sugarloaf Mountain. Ski or mountain bike directly from the condo! Family friendly. A queen bed settled in an alcove, queen murphy bed and pull out full size sofa bed provide plenty of sleeping space. Convenient indoor access to the pool, hot tubs, and sauna at the Sugarloaf Sports and Fitness Center (additional fees apply). Full kitchen, and one of the few with AC for summer!

Farmington and UMF! Walk to town! Skiers welcomed!
We take great pride in providing a stay that you will remember for years to come. Our moose house is well-stocked with all essential amenities and a few extra surprises! Quaint, convenient neighborhood walking distance to UMF and downtown Farmington. Franklin Memorial Hospital is a short drive. Sugarloaf and Rangeley areas are 45 minutes. WIFI and smart TVs. (No cable.) Washer/Dryer with detergent available. Great place to stay for exploring Maine or a visit with your family and friends.

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.

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.

Rustic Country Apartment on The Moosehead Trail.
We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.
Popular amenities for Somerset County family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy garden retreat in the Western Maine foothills

*Lake Views*Hot Tub*Fireplace*Game Room*Private

Lake View*Hot Tub*Sunsets*Fire Pit*Pet Friendly

Sugarloaf 4-Season Chalet | Hot Tub | River Access

Hillside Hideaway - Great Location & Hot Tub

Dog Friendly | Lakefront | Hot tub

Cozy Camp/Hot Tub/Ski Mountains/Lakes/Trail Access

Burnt Jacket Lodge *Incredible Views* Sleeps 15
Family- and pet-friendly home rentals

Cozy Cabin close to Sugarloaf Mountain

Kate-Ah-Den Cabin, a soul soothing escape.

Loon Lodge Canaan,ME

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf

Luxury loft in historic downtown Farmington

Cozy Jackman Vacation Home with ATV/SLED access

Private Maine Camp

Eustis Ridge Lodge
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

Spacious Ski In-Ski Out 1BR with Fireplace&Hot Tub

Great Location For All Your Outdoor Adventures!

Ski-In/Ski-Out Studio Condo w/ Après-Ski Comfort!

Sugarloaf Mt: on the mountain, pool, hot tub

Ski in/ski out

*New Listing* Sugarloaf Ski In/Out Condo

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC
Destinations to explore
- Tent rentals Somerset County
- Rentals with a kayak Somerset County
- Bed and breakfasts Somerset County
- Fitness-friendly rentals Somerset County
- Rentals with breakfast Somerset County
- Rentals with a washer and dryer Somerset County
- Rentals with outdoor seating Somerset County
- Rentals with a hot tub Somerset County
- House rentals Somerset County
- Beachfront rentals Somerset County
- Cabin rentals Somerset County
- Chalet rentals Somerset County
- Rentals with pools Somerset County
- Pet-friendly rentals Somerset County
- Rentals with a fire pit Somerset County
- Apartment rentals Somerset County
- Rentals with an EV charger Somerset County
- Rentals with lake access Somerset County
- Rentals with beach access Somerset County
- Rentals with an accessible height toilet Somerset County
- Condo rentals Somerset County
- Guesthouse rentals Somerset County
- Hotel rooms Somerset County
- Waterfront rentals Somerset County
- Townhouse rentals Somerset County
- Rentals with a fireplace Somerset County
- Ski-in/ski-out rentals Somerset County
- Rentals with a patio Somerset County
- Family-friendly rentals Maine
- Family-friendly rentals United States




