Family-friendly vacation rentals in Bolton

Cozy Slopeside Condo - Ski/XC/Backcountry

It doesn’t get more slopeside than this! Impeccably clean & well-appointed, our cozy condo is the perfect home base to enjoy winter activities at Bolton Valley Resort. Located next to Wilderness Lift and the uphill route, ski right back to front door. Very short walk to Vista Lift, Base Lodge (Rentals, Tix, Tavern), Sport Center (Pool, Sauna), and XC trails. Short drive to The Ponds & Timberline. BTV Airport & downtown Burlington 35 mins; Waterbury & Richmond 18 mins; Sugarbush & Stowe 50 mins.

Family · Kitchen · Location

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.

Indoor spaces · Family · Walkability

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!

Indoor spaces · Kitchen · Getting around

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.

Kitchen · Family · Check-in

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.

Indoor spaces · Family · River

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.

Indoor spaces · Kitchen · Walkability

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!!!!

Kitchen · Family · Parking

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.

Family · Kitchen · Sleep quality

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!

Kitchen · Family · Amenities

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.

Indoor spaces · Family · Condition

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. There are dogs, goats and geese sounds too.

Kitchen · Family · View

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.

Family · Kitchen · Outdoor spaces