Family-friendly holiday rentals in Addison County

Bristol Cozy Yurt near Hiking/Skiing|MapleFarm

Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Bluebird Studio- Light filled and airy

This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

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 - an authentic treehouse built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley!

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Song Bird Sangha Yurt

Songbird Sangha was thoughtfully created to provide a peaceful retreat from the world. It is nestled into a beautiful forest with privacy in mind. You will fall in love with the sky dome over your queen sized bed for the most comfortable star gazing ever! Your stay would not be complete without a complimentary campfire & marshmallow and if you would like more magic sign up for our Airbnb Experience The Healing Nature of Horses, a life enhancing encounter . Certified Wildlife Habitat.

The Spring Hill House

Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

The Black Barn in a Mountain Hollow

The Ell at Prison Hollow Homestead is a lovingly renovated 1800's barn at the intersection of forest, field, and mountain. This quiet getaway offers sweeping easterly views and easy access to outdoor adventures including hiking, skiing, and fishing. Enjoy your morning coffee as the sun rises over the Green Mountains and relax in front of the fireplace at day's end. Conveniently located 35 minutes from Burlington and 30 minutes from Middlebury.

Middlebury Village Retreat | Fast Fiber WiFi

Enjoy a cozy, stylish and private experience at this centrally-located apartment Free ultra fast Fiber Wifi, office desk + chair for work 2 smart Tv’s connected to wifi for your enjoyment 2.5 miles to Middlebury College. Visit nearby hiking trails, Lake Dunmore Branberry Beach see our guide for hiking and skiing and more! Restaurants and shops within walking distance and a short drive or bike ride to downtown Middlebury

Overlook at the Office

Fall in love with Bristol. This sweet one-bedroom efficiency right in the Gateway to the Green Mountains has everything you need, whether you are looking for a short weekend getaway or longer seasonal stay. Opening up this listing with all new small-kitchen appliances, queen bed, and new bathroom. Central to the town park and stores, and only miles away from ski areas, hiking trails, and water activities.

East Wing 2nd Floor Apartment

Comfortable 2nd floor apartment in a contemporary farm house in rural Vermont. Stunning views and setting, surrounded by farmland and mountains. Close to beautiful Bristol Village, 20 minutes to Middlebury, 40 minutes to Burlington. ~30 minutes to Mad River Glen and Sugarbush ski areas.

Nice one bedroom cottage

Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. High speed internet/hulu disney+ espn/washer-dryer/ac/ns

Colonel's Camp in Buck Haven

Welcome to Buck Haven. This family owned and cared for retreat reflects the mountain and hunting history of our Patriarch and family. The simple and open layout allows guests to relax and socialize together, inside or out. Perfect for families, couples, or a circle of friends.