
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.

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!

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!!

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

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.

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

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.

Off Grid Secluded Farm Stay Cabin
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

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!

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.

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!

Wright’s Mountain Retreat
A perfect romantic getaway, this secluded property sits on a private 10-acre lot located off from a well-maintained dirt road. The home sits on an open knoll with beautiful views and surrounding pastures. Recently remodeled, it features a private indoor infrared Sauna. Cell phone service is limited but WiFi is available. Located minutes from the Wright’s Mountain / Devil’s Den Town Forest hiking trail, named a National Scenic Trail in 2018. This is a non-smoking property.
Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Mountain Getaway

Macintosh Hill Farm

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

Private Barn On a Hilltop in Fairlee, Vermont

The Willard House

Luxury Tiny Home + Hot Tub VT

Barn Hollow Farm

Town’s End, a Private Retreat with Mountain Views
Family- and pet-friendly home rentals

Valley View Escape

Sunday Mountain Surprise

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Private Tiny House Retreat

Stylish factory-farmhouse deluxe loft

Richardson Cabin @Tao Acres - Nature Love!

Windswept Acres Sugarhouse

Dawnside - Green Mtns Home with White Mtns View
Family-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Relax in Recreation Paradise!

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

Lakeside Cottage at Lake Morey Resort | 4 Seasons

Charming Barre Getaway

Hidden Gem

A tiny Camelot

RV Delightful one bedroom stationary RV.
Destinations to explore
- Rentals with a kayak Orange County
- Farm stay rentals Orange County
- Rentals with a hot tub Orange County
- Private suite rentals Orange County
- Rentals with a washing machine and dryer Orange County
- Rentals with a patio Orange County
- Flat rentals Orange County
- Cabin rentals Orange County
- Rentals with lake access Orange County
- Bed and breakfasts Orange County
- Rentals with outdoor seating Orange County
- Rentals with a firepit Orange County
- Pet-friendly rentals Orange County
- Rentals with a fireplace Orange County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Squam Lake
- Sugarbush Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Stowe Mountain Resort
- Ragged Mountain Resort
- Killington Resort
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Middlebury College
- Fox Run Golf Club
- Flume Gorge
- Mount Sunapee Resort
- Montshire Museum of Science
- Squam Lakes Natural Science Center
- Stinson Lake
- Ice Castles
- Kingdom Trails
- Camp Plymouth State Park





