Family-friendly holiday 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.

1 of 1 pages1 / 1

Top Guest favourite

A cozy living area showcases a comfortable sofa adorned with patterned cushions and a soft throw. A rustic coffee table sits in front, complemented by stylish armchairs. Natural light filters through large windows, illuminating the modern kitchen with dark cabinetry in the background.

Tiny home in Fairlee

Private, 1 bedroom boutique tiny home

This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

5.0 out of 5 average rating, 189 reviews

Top Guest favourite

Cabin in Corinth

Cabin Hill at Taplin Hill Farm in Corinth, Vermont

Amazing White Mountain views on the peak of the farm. Private cozy cabin, perfect romantic vacation getaway, ideal for writers/artists, or like the owners, nomads looking to nature to inspire creativity and relaxation. One-room cabin with a full bathroom, kitchenette, and BBQ grill sits high on a ridge known as Cabin Hill. Expansive views of the White Mountains are seen from large windows and the deck. Outfitted with tasteful linens and bath amenities. Furry friends are welcome - NO Pet fees!!

4.96 out of 5 average rating, 138 reviews

Top Guest favourite

A cozy living area features a large stone fireplace, with a fire gently burning. Stained glass windows add color to the walls, and rustic wooden beams are visible overhead. A rocking chair and small table are positioned near the fireplace on warm wooden flooring.

Home in Tunbridge

The Barnbrook House

Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

4.98 out of 5 average rating, 478 reviews

Top Guest favourite

The exterior of a modern blue house is illuminated by warm lights, set against a twilight sky with a visible moon. Large windows reflect the serene surroundings, and the house is surrounded by tall grass and trees, suggesting a peaceful, rural ambiance.

Cottage in Vershire

The Vershire Fortress

Breathtaking views, mountain fresh air, and tranquility in the hill town of Vershire, VT; the Fortress looks out over the White Mountains to the East during the day and the Milky Way above at night. The property spans 6 acres that are available to all guests looking for a bit of snow-shoeing or a walk in the woods. Plus recent renovations! Designed and built by architect, Nick Fabrikant, it offers splendid open floor plans and incredible natural lighting through the many South-facing windows.

4.93 out of 5 average rating, 105 reviews

Top Guest favourite

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

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.

5.0 out of 5 average rating, 162 reviews

Top Guest favourite

A vibrant garden is showcased, filled with an array of colorful flowers in various hues, surrounded by lush greenery. A charming wooden structure with a metal roof is partially visible in the background, illuminated by gentle sunlight filtering through the trees.

Townhouse in Fairlee

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

4.99 out of 5 average rating, 284 reviews

Top Guest favourite

The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.

Home in Fairlee

Cozy Bow House Perched in Trees w/ Hot Tub & View

The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

4.96 out of 5 average rating, 596 reviews

Top Guest favourite

A quaint cabin with a red metal roof is situated beside a tranquil pond, surrounded by lush greenery. Yellow flowers bloom along the cabin's base, enhancing the natural setting. Large windows provide views of the peaceful surroundings, reflecting the cozy atmosphere of the idyllic location.

Cabin in Washington

Back to Nature Romantic Getaway Cabin

This charming, cozy 2 bedroom cabin w small kitchen and living area is situated on a beautiful pond in a truly idealistic setting. Come unwind and unplug!! Propane fridge, lighting and stove and also an outdoor grill. No electric. No running water but water is provided and available. There is an OUTHOUSE. Hiking, mountain biking, relax....experience VT. Nestled in the mountains with a beautiful pond right outside your door. We reside on the property yet a fair distance from the cabin.

4.96 out of 5 average rating, 222 reviews

Top Guest favourite

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

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.

4.99 out of 5 average rating, 163 reviews

Top Guest favourite

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

Off Grid Tiny House

This sweet little house is great for those who want to get away from it all but still have high speed WIFI. Like camping but with more creature comforts. The house has hot and cold water in the summer. We turn it off at the end of October. The house does not come with sheets and towels but we offer them for $15. Great for kids! Mountain biking and hiking locally and right out your door. Excellent swimming pond! 10% veteran discount. Spectacular and cozy in the winter. Lots to explore!

4.97 out of 5 average rating, 203 reviews

Guest favourite

A cozy yurt is partially obscured by lush greenery, suggesting a tranquil, natural setting. A wooden structure supports a canvas cover nearby, with a table and chairs visible, inviting outdoor dining. Sunlight filters through the trees, enhancing the peaceful atmosphere.

Yurt in Randolph

Upper Yurt Stay on VT 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 two listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT and Tiny house on VT homestead

4.93 out of 5 average rating, 494 reviews

Guest favourite

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

Scandinavian design Chalet hiking trail + hot tub

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.

4.94 out of 5 average rating, 226 reviews