
Family-friendly vacation rentals in Orange County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orange County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Off Grid Tiny House
This sweet little house is great for those who want to get away from it all. It's like camping but with many more creature comforts. The house has hot and cold water in the summer but is off for the season now, end of October. The house does not come with sheets and towels but if you need that, please let me know and I’ll make that happen for a small fee ($15)! Great for kids! Mountain biking and hiking locally and right out your door. 10% veteran discount. Spectacular and cozy in the winter.

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Fairytale cabin at The Wild Farm
Lay in bed and look out the huge picture window at the farm. You might see cats climbing trees, hummingbirds, snowflakes falling, lightning storms and many more beautiful moments. We have a Wolf, don't be alarmed she is as friendly as can be and will greet you and escort you to the cabin. If you like nature, animals, walking in the forest, cuddling up by the wood stove, then this is the place for you. The cabin is surrounded by gorgeous perennial gardens. We look forward to hosting you!

Historic Wayside Farm - a working dairy farm
Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

Peaceful Log Cabin in the Woods
This log cabin is set in the woods in a rural part of northeastern Vermont. Escape the hustle and bustle, clear your mind, and enjoy nature. A great place to get some fresh air or to stay in and take a nap. Beautiful summers for easy hikes and refreshing swims in the lakes of our local Groton State Forest, unbelievable foliage to view from small dirt roads, and tons of outdoor winter activities. Great for a couples getaway, friends weekend, or some quality time with the family.

Tiny House on Vermont Homestead
We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect. Our homestead is based on permaculture landscape design.Relax by the living pool, unwind in the traditional sauna, 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 and Upper Yurt on VT Homestead

Cozy cabin retreat
This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

Comfortable cozy cabin in the hills of Vermont!
Lovely cabin situated in a small clearing in the hills of Vermont. All appliances, fully equipped kitchen, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking trails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Our home is next door, about 40 yards away through a grove of trees. Not suitable for children or pets, sorry.

Scandinavian design Chalet w/ private hiking trail
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

Garden Retreat
Located in Central Vermont our studio apartment for two is surrounded by gardens with its own patio. Due to Covid precautions, we are only accepting FULLY VACCINATED guests, at this time. We are located north of Dartmouth College, near Barre/ Montpelier and close enough for day trips to the White Mountains, major ski areas and fly fishing.

Cozy Yurt with Beautiful Farm View!
It’s camping with a few comfy extras. Come live the simple life at Wild Earth Farm with soft sheets and a memory foam mattress. Our 14 foot yurt is a tiny oasis from the hustle and bustle of every day life. Your door looks out over the edge of one of our pastures where you might see our organic cow herd or Icelandic sheep flock grazing.
Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Mountain Getaway

Lake, Laughs & Firelight: 4BR Retreat Awaits!

Macintosh Hill Farm

Romantic Treehouse- Hot tub, A/C, 20 Min to KLT

Andas Hus: Little Luxury

Private Barn On a Hilltop in Fairlee, Vermont

Central Vermont Cottage Hideaway

Barn Hollow Farm
Family- and pet-friendly home rentals

Studio suite in Barre

Captain Tom's Cabin - Secluded Vermont Getaway

Fairlee Log Cabin

Peace of Dirt Ranch

Windswept Acres Sugarhouse

Camping on a Private Pond

Vermont private retreat with gorgeous views.

Spacious Country Guesthouse
Family-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Secluded Paradise on the Connecticut River, VT

Relax in Recreation Paradise!

Private 5BR Mt. view, pool, new hot tub

Charming Barre Getaway

Lakeside Cottage at Lake Morey Resort | 4 Seasons

Hidden Gem

A tiny Camelot
Destinations to explore
- Rentals with a fireplace Orange County
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- Rentals with breakfast Orange County
- Rentals with a patio Orange County
- Farmstay rentals Orange County
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- Rentals with a fire pit Orange County
- Pet-friendly rentals Orange County
- Rentals with a kayak Orange County
- Cabin rentals Orange County
- Apartment rentals Orange County
- Rentals with a hot tub Orange County
- Bed and breakfasts Orange County
- Rentals with a washer and dryer Orange County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Squam Lake
- Okemo Mountain Resort
- Sugarbush Resort
- Loon Mountain Resort
- Franconia Notch State Park
- Bolton Valley Resort
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Fox Run Golf Club
- Autumn Mountain Winery
- Mount Sunapee Resort
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Baker Hill Golf Club
- Mt. Eustis Ski Hill
- Storrs Hill Ski Area




