
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.

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!

Cozy Studio/Romantic Getaway
Take it easy at this cozy studio which is nestled in the hills of the beautiful Duxbury Vermont. Offered year round so that our guests can enjoy all that Vermont has to offer such as nearby skiing, changing leaves, hiking and so much more! Guests will enjoy their own private space with access to many amenities such as a full kitchen, private entrance, a queen bed, free WIFI and so much more! So grab a mug and sit back and relax next to the gas fireplace! You will want to return every season!

Slopeside Condo - Elegant & Cozy - Alpine/XC Ski
Impeccably clean & well-appointed, this compact condo is perfect for Alpine, Nordic & Backcountry skiing/snowboarding at Bolton Valley. Wilderness Lift behind condo building. Short walk to Base Lodge & Sport Center. Short drive to The Ponds & Timberline. 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 & Stowe 50 mins.

Village Oasis 2 -the crossroads of VT
A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

Guest Suite w/hot tub & fireplace
Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

Waterbury Center Guest Bedroom - 244 Howard
The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

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

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.

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.

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

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.

Hideaway studio: breweries, skiing, 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
Family-friendly home rentals with a hot tub

Green Mountain Forest Retreat

Brand new Beautiful Modern Clean Home On River

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Adorable Stowe Cabin w/ Hot Tub, Woodstove, Trails

Spruce Peak Lodge Studio Mnnt Views! | 1516

Hilltop Haven

1 mile from Mtn. Clean loft apt. Private hot tub.

Cozy Cabin -Top of Hill with Views
Family- and pet-friendly home rentals

Cozy Cabin at Waterbury Center

Cozy cottage in peaceful location

Perfect Village Location Walk to Main St * Parking

Hilltop Retreat with Large Deck and Mountain Views

Tiny on the Hill - Sauna + Burlington + Stowe

Cozy rustic Cottage // Close to Stowe

Off Grid Vermont Cabin-Hike-Write

Forest Hideaway
Family-friendly home rentals with a pool

Stowe 1 BR at Topnotch Resort Next to Heated Pool

Stowe, Newly Renovated Topnotch Resort Townhouse

Lower Yurt Stay on VT Homestead

Relaxing 3 Bedroom Condo between Mountain & Town

Spacious Private Apartment w/ Green Mountain Views

Gorgeous panoramic views - 4 miles to the mountain

Private Suite in the Green Mountains

Ski in/out Condo @ The Lodge at Spruce Peak
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$93,995 GYD | G$88,982 GYD | G$57,441 GYD | G$40,105 GYD | G$48,460 GYD | G$48,042 GYD | G$48,042 GYD | G$45,535 GYD | G$49,922 GYD | G$67,885 GYD | G$40,940 GYD | G$81,462 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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$16,710 GYD per night before taxes and fees

Verified guest reviews
Over 2,030 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Jersey City Vacation rentals
- Ski-in/ski-out rentals Bolton
- Rentals with a patio Bolton
- Condo rentals Bolton
- Rentals with outdoor seating Bolton
- Rentals with a fire pit Bolton
- Rentals with a fireplace Bolton
- Pet-friendly rentals Bolton
- Rentals with a washer and dryer Bolton
- Family-friendly rentals Chittenden County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Pico Mountain Ski Resort
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Middlebury College
- University of Vermont
- Shelburne Museum
- Waterfront Park
- Kingdom Trails
- Lake Champlain Chocolates
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Fairbanks Museum & Planetarium
- Warren Falls
- Elmore State Park
- Cold Hollow Cider Mill




