Family-friendly vacation rentals in Roxbury

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Roxbury

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Yurt in Randolph

4.95 out of 5 average rating, 436 reviews

Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

Guest favorite

Yurt in Bristol

4.93 out of 5 average rating, 316 reviews

Bristol Cozy Yurt near Hiking/Swimming|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..

Top guest favorite

Guesthouse in Corinth

5 out of 5 average rating, 146 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 918 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Top guest favorite

Yurt in New Haven

4.92 out of 5 average rating, 289 reviews

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.

Top guest favorite

Home in Moretown

4.98 out of 5 average rating, 286 reviews

Dramatic Views at the Above the Clouds Guesthouse

As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike! COMPLETE COVID-19 CLEANING

Top guest favorite

Cabin in Hancock

4.94 out of 5 average rating, 254 reviews

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

Top guest favorite

Cabin in Warren

4.97 out of 5 average rating, 132 reviews

Stetson Hollow Cabin by Stetson Brook

Cozy log cabin, by a trout stream adjacent to the Green Mountain National forest. Maple hardwood floors, Persian rugs, fireplace and a wood stove. One large living/dining room/ granite countertop kitchen/ 2 open sleeping lofts each with queen size beds, plus additional queen-size pullout sleep sofa. Newly renovated bathroom/ shower/ washer/ dryer. Separate studio work space with high speed internet. The cabin is a short drive to both Mad River and Sugarbush Ski areas

Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 245 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Guest favorite

Apartment in Waterbury Center

4.91 out of 5 average rating, 212 reviews

B suite Zenbarn 2BR Apt | VIP Perks Live Music

Zenbarn Loft: A Cozy 2-Bedroom Retreat Above Vermont’s Iconic Music Venue 🎶⛰️🍻 Stay in the heart of Vermont, just minutes from Stowe, Waterbury, and top breweries like Alchemist and Lawson’s! This 2-bedroom suite offers a cozy retreat with a kitchenette, fast WiFi, and a private entrance (shared hallway). Live music below creates a vibrant atmosphere. Please message us before booking with any questions to ensure this is the perfect stay for you!

Superhost

Cabin in Northfield

4.92 out of 5 average rating, 219 reviews

Cozy Cabin Minutes From Sugarbush

Welcome to Laughing Pines. This cozy cabin is conveniently located in Northfield, Vt 28 minutes from Sugarbush, The Mad River Valley, and 10 minutes from Norwich University. Enjoy the mountain views in a warm and rustic country setting. Come and visit whether you want to play hard or relax. NO PETS (we have allergies in the family) NO SMOKING NO FIREARMS AWD and/or snow tires recommended in the winter and spring months (Oct/Nov - April)

Top guest favorite

Cabin in Warren

4.93 out of 5 average rating, 412 reviews

Cabin in the Woods

This cozy cabin is on a well maintained town (dirt) road a short walk to Blueberry Lake (on National Forest land, non-motorized) and is within 15 minutes of Breadloaf Wilderness Area, Sugarbush Ski Resort, Mad River Glen Ski Area, restaurants and dining, arts and crafts, sports and specialty shops. It's wooded, quiet, has a light open feeling inside.