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.

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Guest favorite

Aerial view of a serene landscape in Vermont, displaying rolling hills adorned with vibrant autumn foliage. A white yurt is nestled within the lush greenery, set against a backdrop of trees and open fields. A winding road leads through the natural beauty.

Yurt in Randolph

4.93 out of 5 average rating, 217 reviews

Peaceful Woodland Yurt with Pond View

Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Top guest favorite

A spacious tent is illuminated by soft lights in a grassy area surrounded by tall trees. The setting is nighttime, with a rustic fence visible nearby, creating a serene and secluded camping atmosphere.

Tent in Tunbridge

4.98 out of 5 average rating, 123 reviews

Butternut Hollow Glamping site

This 4 person tent is tucked away in the hollow of our sheep pasture. Listen to the babbling brook and watch the fire flies sparkle on a warm summer evening by the campfire. Included at your site is a fire ring, wood, park style grill, and 2 queen size beds. The restroom consists of a dry flush toilet .In the summer, wash up in our outdoor shower! Parking outside the gate of sheep pasture, wagons available to load your belongings to camp site. Wear shoes that can get dirty!! Tent off grid

Superhost

A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.

Yurt in Randolph

4.94 out of 5 average rating, 448 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

Top guest favorite

A lush, green landscape is framed by trees and gently sloping hills. The manicured lawn leads to a quaint white home in the distance, surrounded by vibrant foliage under a partly cloudy sky.

Guesthouse in Corinth

5 out of 5 average rating, 151 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.

Top guest favorite

A yurt with a beige and red exterior is surrounded by lush greenery. A wooden deck leads to the entrance, with comfortable seating visible. The backdrop features trees and an open view of the hillside, illuminated by natural light under a clear blue sky.

Yurt in Randolph

5 out of 5 average rating, 148 reviews

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.

Guest favorite

A warm wooden cabin is set against an autumn backdrop, with vibrant orange and yellow foliage surrounding it. Steps lead to a pair of French doors, inviting guests inside, while a smaller structure sits nearby, complementing the serene natural setting.

Farm stay in Topsham

4.98 out of 5 average rating, 377 reviews

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!

Top guest favorite

A charming wooden cabin is surrounded by lush greenery, with a sloped roof covered in red metal. Large windows provide ample natural light, while a gravel path leads to the entrance, inviting guests to explore the serene rural setting.

Tiny home in West Fairlee

4.97 out of 5 average rating, 184 reviews

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. Hot and cold running water and a fantastic hot outdoor shower! 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! Plenty of mountain biking and hiking from your front door. Lots to explore. Nature right outside your door! 10% veteran discount.

Top guest favorite

A wooden cabin is nestled among lush greenery, featuring a covered porch with two rocking chairs. A stone fire pit on a patio is surrounded by seating and two red umbrellas provide shade for a grill area, enhancing outdoor relaxation.

Campsite in Vershire

4.9 out of 5 average rating, 205 reviews

Camping on a Private Pond

A serene place in nature to unplug and unwind. It's private and quiet with the exception of the sound of the running brook. (NO WIFI or CELL service at the cabin) May come to the house if you need to get in touch during your stay. There is local hiking and two large lakes close by. Farmer's markets and acclaimed theatre are available throughout the Fall Season along with local beer-fests. Most of all, we have one of the most stunning foliage seasons in the country!

Top guest favorite

The cabin features a wooden deck with steps leading to the front door, surrounded by lush green grass and a variety of colorful foliage in the background. Potted plants are positioned near the entrance, enhancing the natural setting.

Cabin in Vershire

5 out of 5 average rating, 253 reviews

Comfortable cozy cabin in the hills of Vermont!

Lovely cabin situated in a small clearing in the woods of Vermont. Brand new 2019. All appliances, WiFi, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking rails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Golf course at nearby Lake Morey. Not suitable for children or pets, sorry.

Top guest favorite

An expansive view of rolling hills showcases a vibrant tapestry of colorful autumn foliage. The serene landscape reveals a distant farm with several buildings nestled among the trees, set against a backdrop of mountains under a clear blue sky.

Guest suite in Royalton

4.96 out of 5 average rating, 276 reviews

Private Guest Suite on 155 Acre Royalton Town Farm

1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!

Guest favorite

A small, wooden cabin is nestled on a grassy knoll, surrounded by trees. The cabin features a simple front door and a window, with a picnic table positioned nearby. The structure is elevated on stilts, providing an unobstructed view of the natural landscape.

Cabin in Royalton

4.92 out of 5 average rating, 186 reviews

Apple Hill Cabin at Four Springs Farm

Privately located walk-in camping sites are part of this beautiful working organic farm on a west-facing Vermont hillside. Guests will be dazzled by star-studded skies, treated to spectacular sunsets, and entertained by the two young farm cats. The farm is mosquito free but has millions of fireflies in summer. Have fun exploring. It's nature's playground at her best!!!

Top guest favorite

A rustic cabin stands surrounded by snow-covered trees under a clear blue sky. Sunlight filters through the branches, casting shadows on the pristine white snow. The cabin features a wooden exterior and a small porch, inviting visitors to enjoy the peaceful winter landscape.

Farm stay in Washington

4.98 out of 5 average rating, 143 reviews

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.