Family-friendly holiday rentals in Bolton

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bolton

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

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Guest favourite

Guest house in Waterbury

5 out of 5 average rating, 222 reviews

Bright & Airy Guest House Downtown Waterbury

This meticulously cared for loft is very private, spacious, has an open layout, and is a second floor apartment that is full of natural light and unique, original artwork. Enjoy river views across a spanning lawn, and a willow tree allée to wander through all while charging your EV with our Level 2 charger! Want to see fireflies at night in the summer or get lost in a sea of stars at night? This property is a perfect mix of privacy and space while being in the heart of the downtown Waterbury VT.

Top guest favourite

Guest suite in Morristown

4.97 out of 5 average rating, 352 reviews

Village Victorian Suite with Private Bath

Located in the village of Morrisville, this 1893 Victorian has been restored but still retains all of the original charm and elegance of its original construction. Guests will enjoy their own space (1 party @ a time) on the 2nd floor of this house. one bedroom, full bath, living room with TV and piano, kitchenette, back deck, Private entrance and off-street parking. Our home is located at the juncture of routes 100 and 15, a 5-minute walk to downtown. Minutes from Stowe, 1 hour from Burlington.

Top guest favourite

Cabin in Richmond

4.94 out of 5 average rating, 179 reviews

Log cabin in the woods in Richmond VT (near Stowe)

Informal, cozy, comfortable log cabin on 25 acres of land with a babbling brook. Tucked away on a very well-maintained country road. Perfect for a VT getaway, we are close to incredible year round activities of skiing, hiking, and biking. With easy access to I-89, Route 2, & Route 100, we are 10 minutes from Bolton Valley, 45 minutes from Stowe, and 20 minutes from Burlington. Many restaurants & stores are within a 15 minute drive. The perfect cabin for friends or family to enjoy a VT vacation.

Top guest favourite

Bungalow in Worcester

4.97 out of 5 average rating, 671 reviews

Beautiful 30ft Yurt in the Green Mountains!

Gorgeous 5 STAR 30-ft yurt. The wrap-around deck looks out to the Worcester Range, trails leading from the yurt to babbling brooks. This charming space includes a fully equipped kitchen and a private bathroom with a claw foot tub/shower. Two queen beds, air mattress & futon mattress. 12 mi. to Montpelier and 7 mi. in the opposite direction to Lake Elmore, 4 miles to Worcester Trailhead and 6 miles to Hunger Mt! A beautiful sanctuary for peace and quiet or Netflix and Wifi, your hearts desire!

Top guest favourite

Farm stay in Wolcott

4.97 out of 5 average rating, 260 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Top guest favourite

Yurt in New Haven

4.92 out of 5 average rating, 286 reviews

Song Bird Sangha Yurt

Songbird Sangha was thoughtfully created to provide a peaceful retreat from the world. It is nestled into a beautiful forest with privacy in mind. You will fall in love with the sky dome over your queen sized bed for the most comfortable star gazing ever! Your stay would not be complete without a complimentary campfire & marshmallow and if you would like more magic sign up for our Airbnb Experience The Healing Nature of Horses, a life enhancing encounter . Certified Wildlife Habitat.

Top guest favourite

Home in Moretown

4.99 out of 5 average rating, 280 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

Top guest favourite

Flat in Waterbury

4.97 out of 5 average rating, 165 reviews

Lovely one-bedroom apartment

The apartment is centrally located - 5 minutes from Ben & Jerry's and Waterbury Village; 20 minutes from Stowe with great biking and hiking and 30 minutes from Burlington and Lake Champlain. Enjoy the spectacular views and relaxing atmosphere on your private deck. Although the apartment does not have air conditioning, it stays a cool 65 degrees on most days - you may even want to turn on the heat early on a summer morning! We require a minimum of a three-night stay.

Guest favourite

Tiny home in Duxbury

4.97 out of 5 average rating, 279 reviews

Tiny House at Camp Comyns

NO check in. Total privacy. Tiny House with a big heart! This magical place is located 3 miles from Waterbury (I-89 exit 10), walking distance to Camel's Hump hiking trails and the Long Trail. Cross Vermont biking, VAST snow mobile trails, kayaking, swimming, fishing, skiing and more. Breathtaking views of mountains, gorgeous foliage. Great restaurants, breweries and live music all within five miles. Plenty of parking. Close to Stowe, Montpelier, and Burlington.

Guest favourite

Flat in Waterbury Center

4.9 out of 5 average rating, 208 reviews

B suite Zenbarn 2BR Apt | VIP Perks Live Music

Zenbarn Loft: A Cozy 2-Bedroom Retreat Above Vermont’s Iconic Music Venue 🎶⛰️🍻 Stay in the heart of Vermont, just minutes from Stowe, Waterbury, and top breweries like Alchemist and Lawson’s! This 2-bedroom suite offers a cozy retreat with a kitchenette, fast WiFi, and a private entrance (shared hallway). Live music below creates a vibrant atmosphere. Please message us before booking with any questions to ensure this is the perfect stay for you!

Guest favourite

Guest suite in Waterbury Center

4.93 out of 5 average rating, 454 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

Top guest favourite

Guest suite in Plainfield

4.95 out of 5 average rating, 414 reviews

House in beautiful rural Plainfield

Our house in rural Plainfield is a quiet place to enjoy Vermont's country roads, fields, mountains and night skies. Summer in Vermont is glorious, with blue skies, verdant fields, and full gardens. In fall, the maples turn red, orange, and gold. We welcome people of all races/nationalities. We strive to accommodate people with disabilities. We love to host families with babies and young children.