
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.

Panton / Near Vergennes , Middlebury Private Home
Begin your Vermont experience at our serenely secluded, wooded hide–a-way. This inviting private home features all the best amenities including luxury linens, fully equipped kitchen, bath with custom over sized shower, a beautiful deck with gas grill, teak and glass dining table, and lounge seating for 4. It is the perfect space for 2 adults and children, or up to 4 adults, providing easy access to the best Vermont has to offer from Lake Champlain, Vergennes, Middlebury, and all points beyond.

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.

Selkie’s Shed
This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

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.

Bright new cottage in exquisite Vermont setting
Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

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

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.

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

Metcalf Pond Camp Convenient to Smugglers Notch

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

Scandinavian design Chalet w/ private hiking trail

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

Cozy Cabin -Top of Hill with Views

Peaceful setting with Mountain Views

Vermont Cabin in The Woods

Private Apartment w/Mountain views & Hot Tub
Family- and pet-friendly home rentals

Secluded Riverside Loft next to Smuggs

200 acre Stowe area Bunkhouse.

Cady’s Falls Cabin

The Cottage on Sterling Brook

Send It Inn: Newly Renovated Guest House

Forest Hideaway

Green Mountain Carriage House with Beautiful Views

The Guest House at Chandlery Farm
Family-friendly home rentals with a pool

Cute Cottage - Poolside - Minutes To Activities

Private Suite in the Green Mountains

Hill Top Apartment With Amazing View Near Stowe

Château Chavis

Ski in/out Condo @ The Lodge at Spruce Peak

Cozy/Private, close to hospital, i-89

Serene Mountain Studio Spruce Peak Lodge | 1328

Stowe 3BR Townhouse-Excellent location & amenities
When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $574 SGD | $543 SGD | $351 SGD | $245 SGD | $296 SGD | $293 SGD | $293 SGD | $278 SGD | $305 SGD | $414 SGD | $250 SGD | $497 SGD |
| 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 holiday rentals that are family-friendly in Bolton

Total holiday rentals
Explore 40 holiday rentals in Bolton

Nightly prices starting at
Bolton holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Bolton holiday rentals include wifi 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!
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- 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
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Warren Falls
- Waterfront Park
- Lake Champlain Chocolates
- Kingdom Trails
- Fairbanks Museum & Planetarium
- Snow Farm Vineyard & Winery
- Elmore State Park




