
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.

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!!

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!

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.

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.

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..

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.

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.

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.

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

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.

Windswept Acres Sugarhouse
Looking for a Rustic adventure? ...the Sugar House is your stop. Well water no longer comes via a hand pump (we just added running hot and cold water!) but there is still an outhouse in the back. A favorite of many of our "regulars" with a great view of the sunrise. You are on 55 acres with a large pond for swimming, fishing, and paddling, plenty of hilltops to hike to and soak in panoramic views... and plenty of privacy.

Modern Farmhouse on 25 Acres - Superb Views
This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Embracing the dramatic beauty of Rochester's north hollow the house is a serene retreat where connection to your partner, family and the environment will thrive. Unplug, recharge, renew and enjoy all that mountain living has to offer.
Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Town’s End, a Private Retreat with Mountain Views

Private Barn On a Hilltop in Fairlee, Vermont

Moonlight Farm Studio · Hot Tub · Vermont Retreat

Macintosh Hill Farm

Rustic and Cozy Vermont Getaway at Sugarwood Cabin

Romantic Mountain Getaway

Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT

Sunset Chalet - Midcentury Views
Family- and pet-friendly home rentals

The Upper Valley Retreat

Camping on a Private Pond

Vermont private retreat with gorgeous views.

Wright’s Mountain Retreat

Richardson Cabin @Tao Acres - Nature Love!

Firefly Cottage

Skip's Place

Fairlee Log Cabin
Family-friendly home rentals with a pool

Cozy/Private, close to hospital, i-89

Charming Barre Getaway

Cozy Studio Apartment

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

A tiny Camelot

Relax in Recreation Paradise!

Cute and Cozy in Vermont

City Cottage, beautifully renovated. Cozy, clean.
Destinations to explore
- Rentals with a kayak Orange County
- Bed and breakfasts Orange County
- Farmstay rentals Orange County
- Apartment rentals Orange County
- Rentals with a hot tub Orange County
- Private suite rentals Orange County
- Pet-friendly rentals Orange County
- Cabin rentals Orange County
- Rentals with lake access Orange County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Sugarbush Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Tenney Mountain Resort
- Stowe Mountain Resort
- Franconia Notch State Park
- Ragged Mountain Resort
- Middlebury College
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort
- Killington Resort
- Squam Lakes Natural Science Center
- Ice Castles
- Stinson Lake
- Kingdom Trails
- Montshire Museum of Science
- Mount Sunapee Resort
- Warren Falls





