Family-friendly vacation 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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Top guest favorite
A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.
Apartment in Richmond
4.93 out of 5 average rating, 116 reviews

The Loft at The High Meadows

Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

Top guest favorite
A comfortable sectional sofa is positioned in the living area, accented by a light throw and decorative pillows. Nearby, a bright lamp provides soft illumination, while a coffee table complements the modern aesthetic. Large windows allow natural light to fill the space, offering views of the outside.
Condo in Bolton Valley
5 out of 5 average rating, 115 reviews

Slopeside Condo - Elegant & Cozy - Alpine/XC Ski

Impeccably clean and well-appointed, this compact condo is perfect for wedding guests and mountain bikers alike. Short walk to Bolton Valley Resort Base Lodge & Sport Center amenities. Just up the road from The Ponds and Timberline venues. After a day of adventure, cook your favorite meal in the fully-equipped kitchen or take a relaxing bubble bath in the spotless bathtub. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush Resort 45 mins; Stowe Mtn Resort

Top guest favorite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Apartment in Underhill
4.97 out of 5 average rating, 382 reviews

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Superhost
The living room features a spacious, light grey couch adorned with cushions, positioned across from a wall-mounted TV. A wooden coffee table sits in the center, while a small dining table with stools is available for seating. Natural light filters through the three windows.
Apartment in Richmond
4.79 out of 5 average rating, 150 reviews

Cute, Cozy Apartment, Close to Mountains & UVM!

Less than 15 minutes to Bolton, 10 minutes to Cochran’s, this cozy apartment is located close to many fun outdoor activities! You will love the clean space, quiet bedroom, features like a 100% Organic Cotton Duvet and two Roku TVs. There is a pull-out couch in the living room. Stowe, Waterbury, Burlington are just a short drive away. Minutes from great restaurants like: The Hatchet, Stone Corral, Papa McGee’s Pizza & Bar. Parking for 1-2 cars, Driveway may be snowy in winter.

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, 497 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.

Guest favorite
The exterior of the property showcases a light blue building with an array of large windows that provide an open view of the surrounding greenery. The yard features various plants and shrubs adding to the natural setting.
Guest suite in Montpelier
4.9 out of 5 average rating, 458 reviews

Sunny, spacious studio apartment in Montpelier, VT

A beautiful space close to downtown Montpelier with a full set of windows that creates a sunny, open feeling with wooded view. Equipped with a queen bed, single bed, couch, kitchenette (small sink, microave, toaster oven, minifridge, blender, silverware, cups, and dishes). Easy access to the varied actives that Vermont provides. Off-street Parking; separate entrance in a safe and quiet neighborhood; 15minute walk to downtown. Please note this is a no-smoking, no-vaping property.

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
4.94 out of 5 average rating, 234 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, Summer Concert Series: "Live Music on the Lawn," 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 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, 162 reviews

Slopeside Bolton Valley Studio

Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

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, 199 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 spacious wooden deck is surrounded by lush green trees, offering a serene outdoor space. Two colorful chairs, one blue and one orange, are positioned on the deck, inviting relaxation and enjoyment of the natural surroundings.
Apartment in Underhill
4.98 out of 5 average rating, 266 reviews

Mountain Road Getaway

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. The property is located just down the road from Underhill State Park, at the base of Mt. Mansfield. The apartment has recently been completely renovated and includes a tiled rain shower, soaking tub and large private back deck. It is just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; and 35 minutes to Burlington.

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, 134 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.

Top guest favorite
A cozy living area features a green couch adorned with colorful throw pillows and a warm blanket. A round blue chair offers additional seating, complemented by a simple black coffee table placed on a striped rug. Natural light brightens the space from nearby windows.
Apartment in Richmond
4.95 out of 5 average rating, 243 reviews

VT Hideaway studio: breweries,hiking, dogs welcome

New construction, private entrance 600+ sq ft apartment close to skiing & all outdoor activities Vermont has to offer, with a unique piece of Phishtory. Steps from hiking & mountain biking trails, lots of ski areas & swimming holes close by. Our studio is a great basecamp or a relaxing getaway. Bright, large & sunny, located in between Burlington & Waterbury/Stowe. 1.5 miles from the charming Richmond village.

Popular amenities for Bolton family-friendly rentals

When is the best time to visit Bolton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$94,119 GYDG$89,100 GYDG$57,517 GYDG$40,158 GYDG$48,524 GYDG$48,105 GYDG$48,105 GYDG$45,596 GYDG$49,988 GYDG$69,439 GYDG$44,968 GYDG$78,014 GYD
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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 G$18,824 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 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!