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Family-friendly vacation rentals in Bolton

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Bolton

  • Total vacation rentals

    Explore 40 vacation rentals in Bolton

  • Nightly prices starting at

    Bolton vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 2,280 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Bolton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bolton rentals

  • 4.9 Average rating

    Bolton stays are highly rated by guests—averaging 4.9 out of 5!

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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Top guest favorite
A cozy log cabin is nestled among lush greenery, featuring a wooden deck with steps leading up to the entrance. Large windows provide ample natural light, and the surrounding trees contribute to the tranquil setting.
Cabin in Richmond
4.95 out of 5 average rating, 193 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 favorite
The living area features a comfortable sofa facing a TV stand, with a television present. Natural light enters from large windows adorned with simple treatments, casting a warm glow on wooden floors. Various art pieces decorate the walls, and a small coffee table is positioned centrally.
Cottage in Duxbury
4.96 out of 5 average rating, 199 reviews

Camel's Hump Remote Mountain Cottage

Escape to this peaceful getaway with beautiful mountain views. Our cottage is ideal for the adventure seeker, nature lover or remote worker. Located less than two miles from Camel’s Hump trail head and less than 30 miles from ski resorts, including Stowe, Sugarbush, Bolton, Cochran and Mad River. The area offers plenty of outdoor activities from hiking, cross country skiing, snow shoeing, mountain biking, fishing, swimming, kayaking and only 15 min from local restaurants, breweries and shops.

Top guest favorite
A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.
Treehouse in Moretown
4.97 out of 5 average rating, 179 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Top guest favorite
A spacious living area features a brown sectional sofa with decorative pillows. A wooden coffee table is centered in front of the sofa. Light fills the room from windows, and a doorway leads to a kitchen and dining area, visible in the background.
Home in Bolton
4.97 out of 5 average rating, 143 reviews

Modular - 3 bedroom house

Modular home has only ever been a short term rental and never fully lived in. 3 bedrooms and 2 bathrooms, including one master bathroom. Electric fireplace to gather around after a long day playing in the snow. Large movie collection for stay at home days. Keurig machine for fresh coffee in the morning or some hot chocolate. 30 minutes to Stowe, Burlington and Montpelier. Lots of places to eat and shop within 30 minutes. Bolton ski resort 5 minutes down the road. Great view of the mountains.

Guest favorite
A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.
Apartment in Bolton Valley
4.93 out of 5 average rating, 176 reviews

Cozy Bolton Valley Ski Studio • Hike & Relax

Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

Top guest favorite
The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.
Guesthouse in Waterbury Center
4.99 out of 5 average rating, 276 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Top guest favorite
The exterior of the cabin is framed by lush greenery, featuring a welcoming pink door and multiple windows adorned with flower boxes. The structure is nestled among the trees, providing a sense of privacy and tranquility in a natural setting.
Tiny home in Bolton
4.96 out of 5 average rating, 508 reviews

Tiny House Cabin between Burlington and Stowe

The Four Seasons has all the comforts of home with the calm and quiet of the mountains. Enjoy the beautiful sunset views from the wooded deck or in front of the cozy wood stove. We are minutes from hiking the Long Trail, rock climbing the Bolton Dome, skiing Bolton Valley, Stowe Mountain Resort, or Smugglers Notch, swimming in Lake Champlain, or playing golf at the West Bolton Golf Course. We are also less than an hour drive to Burlington, Montpelier, Stowe and the Canadian border.

Top guest favorite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 554 reviews

Gorgeous Treehouse! Big views, Cozy warm fireplace

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Top guest favorite
A tiny house features a wooden exterior with a light-colored door framed by large windows. A small porch with two chairs and a table provides an inviting entrance, while additional seating is arranged on a grassy area, surrounded by trees and natural greenery.
Tiny home in Duxbury
4.97 out of 5 average rating, 298 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.

Top guest favorite
A modern treehouse is elevated on wooden stilts, surrounded by trees. A spacious outdoor deck, supported by slender posts, extends from the structure. Leafy forest floor is visible below, showcasing a natural setting with a path leading to the entrance.
Treehouse in Bolton
4.99 out of 5 average rating, 211 reviews

Secluded Treehouse on Maple Sugaring Farm

Welcome to Quinn’s treehouse. We are located on a 500 acre working maple syrup farm at the base of Robbins Mountain. There are endless outdoor opportunities. Hiking, biking, boating, swimming and skiing are right outside the door. The treehouse abuts Camels Hump State Forest, however is close to local shops, dining and the interstate for easy travel. We also have a backcountry glamping site available. See https://www.airbnb.com/h/mapleglamping for details

Top guest favorite
A modern studio features a Queen murphy bed and a memory foam sleeper sofa, complemented by a wooden coffee table and a cozy area rug. Soft lighting enhances the calming decor, while a small round dining table near the kitchen area provides additional seating options.
Condo in Richmond
4.95 out of 5 average rating, 256 reviews

Chic Mountainside Studio at Bolton Valley

After ski season, comes Vermont's gorgeous spring, summer and fall. From this chic mountainside retreat you'll enjoy beautiful vistas and the calming sounds of the babbling brook from the balcony. Step outside and there's so much to do: hiking & mountain bike trails, disc golf, swimming at Bolton Potholes and leaf peeping in the fall. This studio allows you to escape the hustle and bustle - but is still centrally located between Burlington and Waterbury/Stowe.

Guest favorite
A spacious bedroom features a large bed covered with a textured blue blanket, accented by two light-colored pillows. A wooden bench sits at the foot of the bed. Natural light filters in through a sheer window, illuminating warm wood tones of the decor.
Guest suite in Jericho
4.84 out of 5 average rating, 143 reviews

Beautiful Mountain Views, Rustic Family Homestead

The guest suite is on the top floor of our family home. We live on the lower level. This property has been in the family since the 1940s when it was a working farm. Much has happened between then and now, we are now restoring and reclaiming the farmland and property. So yes it is mostly quiet and rural here, but also there are kids playing, tractors and tools running sometimes, and goats, hens, ducks, geese and dogs.

Popular amenities for Bolton family-friendly rentals

When is the best time to visit Bolton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,374ﺩ.ﺇ 1,252ﺩ.ﺇ 1,058ﺩ.ﺇ 705ﺩ.ﺇ 852ﺩ.ﺇ 845ﺩ.ﺇ 845ﺩ.ﺇ 801ﺩ.ﺇ 878ﺩ.ﺇ 1,194ﺩ.ﺇ 720ﺩ.ﺇ 1,432
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