Family-friendly vacation rentals in Bolton

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.

Bright, Cozy, Private Vermont Respite

A countryside retreat that lands you in the heart of some of Vermont's most iconic attractions: 25 minutes to Burlington, Lake Champlain and Waterbury, 15 to Bolton, 45 to Stowe/Sugarbush, and 5 to the Sleepy Hollow Nordic/Mountain Biking Center. With the Johnnie Brook running through the backyard, hiking trails close to the property and the quaint Richmond town center just a few miles away, this home away from home has everything you need to rest, relax and enjoy some of the best of Vermont.

Slopeside Condo ~ Luxe & Cozy ~ Ski, Ride, XC/BC

It doesn’t get more slopeside than this! Impeccably clean & well-appointed. Four Winds condo is the perfect home base for fall & winter activities at Bolton Valley Resort. Located next to Wilderness Lift and the uphill route, ski down to the front door. Short walk to Vista Lift, Base Lodge (Rentals, Tix, Tavern), Sport Center (Pool, Sauna), and XC trails. 1 mile to The Ponds & Timberline Lodge. BTV Airport & downtown Burlington 35 mins; Waterbury & Richmond 18 mins; Sugarbush & Stowe 50 mins.

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.

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.

Ten Springs Farm at the foot of Mt. Mansfield

Ten Springs Farm offers easy access to some of Vermont's finest ski areas (Stowe and Jay Peak each 1 hour away, Smugglers Notch and Bolton Valley each 1/2 hour away) and hiking, biking, sledding and groomed cross-country skiing. Located at the base of Mt Mansfield it is a newly renovated 1840's Vermont farmhouse. Surrounded by open fields and beautiful mountain views, it is close to many recreational, cultural and culinary activities. Burlington and Lake Champlain are less than an hour away.

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!!!!

Cozy Bolton Valley Ski Studio • Hike & Relax

Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

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.

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!

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.

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.