
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.

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!

Cozy/Private, close to hospital, i-89
Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

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.

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.

Private Barn On a Hilltop in Fairlee, Vermont
This carefully renovated barn is located in the hills of Fairlee, five minutes from I-91. A stand-alone private space with two spacious living areas and decks overlooking ponds and the mountains. You're welcome to bring your dog; please note there is a $75 pet fee for the length of your stay. With direct access to extensive hiking trails and minutes from Lake Morey and the Lake Morey Country Club there's lots of fun things to do.

Luna Cabin - Private brookside cabin on homestead
Step away from it all into the quiet mountains of old Vermont where you'll find our tiny cabin nestled on the banks of our brook. Sway in the hammock by the private fire pit or head inside to curl up on the couch and revel in a sublime, uninterrupted view of the forest. This space beckons you back to simplicity, where you can breath deeply and let your soul smile.

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.

Private Tiny House Retreat
The Hemlock Tiny House provides a cozy place to stay in wooded Vermont. You have the Tiny House to yourself, along with a private patio. Must be able to climb ladder to access lofted bed. No kitchen. Well-behaved animals allowed 1 Queen-sized lofted bed 1 Fold-down sofa bed (good for someone who can sleep anywhere or child)
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

Scandinavian design Chalet w/ private hiking trail

Andas Hus: Little Luxury

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

Wright’s Mountain Retreat with Sauna

Peace of Dirt Ranch

Windswept Acres Sugarhouse

Vermont private retreat with gorgeous views.

Dawnside - Green Mtns Home with White Mtns View
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

Lower Yurt Stay on VT Homestead

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




