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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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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
4.96 out of 5 average rating, 189 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. 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.

Guest favorite
A cozy corner features a daybed dressed in a black and white checkered blanket, adorned with various pillows. A wall art piece with floral designs is displayed above, while a small table sits nearby. Natural light enters through a window covered by light gray curtains.
Apartment in Barre
4.94 out of 5 average rating, 114 reviews

Cute and Functional One Bedroom in Barre VT!

Enjoy a stay at this stylish experience at this centrally-located place! Three separate rooms. Large Bathroom and Kitchen and Bedroom/Living Room. The full size bed has a trundle underneath to pull out a twin size bed. The shades and curtains in the bedroom are blockout shades to keep out the lights of the night. Lots of off street parking and separate private entrance. You will be on the first floor apartment. There is an apt above the studio that is also rented to Air B and B travelers!

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
4.99 out of 5 average rating, 154 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.

Top 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, 392 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
The entrance features a well-maintained pathway leading to a welcoming porch, flanked by vibrant flower beds. The surrounding greenery includes ornamental trees, creating a serene outdoor setting.
Apartment in Williamstown
4.92 out of 5 average rating, 158 reviews

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.

Guest favorite
The exterior of a historic farmhouse features a blend of brick and white siding. The structure is surrounded by green grass and mature trees. A private entrance is visible, along with a seating area with chairs. The roof showcases a modern metal design, enhancing the traditional architecture.
Apartment in Randolph
4.98 out of 5 average rating, 225 reviews

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.

Guest favorite
A bright studio apartment includes a comfortable black sofa and a small dining area with two stools. Natural light fills the space through a large window, which is adorned with light curtains. Warm wooden walls complement the smooth, light-colored flooring.
Apartment in Braintree
4.96 out of 5 average rating, 137 reviews

Cozy Cabin Studio

Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

Guest favorite
A quaint tiny house stands warmly illuminated at dusk, showcasing wood siding and a bright green door. A wooden deck extends out front, bordered by snow-covered ground, with a chair positioned to the side. A diamond-shaped window allows evening light to peek through.
Tiny home in Randolph
4.87 out of 5 average rating, 228 reviews

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

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, 261 reviews

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.

Guest favorite
A cozy living space is highlighted by a modern pink chair positioned near a wood stove, which emits a warm glow. Large glass doors offer views of the wooded surroundings, while a Moroccan rug adds texture to the concrete floor.
Chalet in Royalton
4.93 out of 5 average rating, 191 reviews

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.

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, 147 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.

Top guest favorite
A bright living area displays a red couch facing large windows that provide natural light. A small table with two metal chairs is set nearby, accompanied by a vase of colorful flowers. Wooden floors create a warm and inviting feel.
Loft in Corinth
4.96 out of 5 average rating, 200 reviews

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.

Popular amenities for Orange County family-friendly rentals