
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 G$16,728 GYD per night before taxes and fees

Verified guest reviews
Over 2,640 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.

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.
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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!
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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.
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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.
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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.
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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.
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Send It Inn: Newly Renovated Guest House
Our beautifully renovated guest house is thoughtfully set up for you and your friends to take advantage of the best Vermont and our amazing town has to offer. Located in the center of Richmond, Vermont you are literally footsteps or a short peddle away from restaurants, breweries, trails, swimming holes, and more. Richmond's mountain bike trail system can be accessed out your door. Five of Vermont's best ski resorts are within 45 minutes. Burlington is only a 15 minute drive. Send It!!!!
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Slopeside Foliage Condo - MTB & Hike
Impeccably clean & well-appointed, our cozy condo at Bolton Valley Resort is the perfect home base to enjoy Vermont’s iconic Fall Foliage season. Short walk to Base Lodge (MTB, Scenic Lift Rides, Hikes) & Sport Center (Pool, Sauna). Short drive to The Ponds & Timberline event venues. BVR is mid-point between destinations in Burlington, Stowe, Smuggler’s Notch & Mad River Valley, etc. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush & Stowe 50 mins.
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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.
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Cozy Little Mountain Condo at BV Ski Resort
Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!
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The Roost - Recharge & Relax
Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.
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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.
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Popular amenities for Bolton family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Bolton Valley Ski Studio • Hike & Relax
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Vermont Cabin in The Woods
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Adorable Stowe Cabin w/ Hot Tub, River, Wood Stove
FamilyIndoor spacesCleanliness

Cozy Hideaway w Hot Tub — Bike, Hike, Play & Relax
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The Barn at Fielder Farm
FamilyIndoor spacesHeating

Mountain hideaway with private waterfall & hot tub
KitchenIndoor spacesSolo travel

Stowe Sky Retreat: Hot Tub/Views/Family Friendly
KitchenIndoor spacesBiking

Designer A-Frame Treehouse | Hot Tub & Sauna
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Family- and pet-friendly home rentals

200 acre Stowe area Bunkhouse.
Indoor spacesFamilyView

The Carriage Barn in Historical Williston Village
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Charming log cabin w/ fireplace in Stowe village
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Ten Springs Farm at the foot of Mt. Mansfield
Indoor spacesFamilyWifi

Waldhaus - Modern Forest Cabin
FamilyKitchenDecor

Private Apartment, Large Yard, Close to Everything
FamilyIndoor spacesWifi

Tiny on the Hill - Sauna + Burlington + Stowe
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Home on Flower Farm near VT’s best skiing & brews!
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Family-friendly home rentals with a pool

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
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Mountain View Farmhouse w/ Orchard, Pool is Open!
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Private Suite in the Green Mountains
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Spacious Private Apartment w/ Green Mountain Views
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Stowe, Newly Renovated Topnotch Resort Townhouse
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World-Class Villa @ Trapp & Stowe
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Ski in/out Condo @ The Lodge at Spruce Peak
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Cozy VT Getaway, Heated Pool, Sleeps 4
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When is the best time to visit Bolton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$78,206 GYD | G$71,305 GYD | G$60,222 GYD | G$45,585 GYD | G$72,141 GYD | G$47,049 GYD | G$48,094 GYD | G$45,585 GYD | G$49,976 GYD | G$67,959 GYD | G$40,985 GYD | G$81,551 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 |
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- Jay Peak Resort
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- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
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- Kingdom Trails
- Snow Farm Vineyard & Winery
- Warren Falls
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Shelburne Museum
- Cold Hollow Cider Mill
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Green River Reservoir State Park
- Branbury State Park





