
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!

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

Central VT Studio- Great For Travel Professionals!
Immerse yourself in the stunning Vermont wilderness at this one-of-a-kind vacation rental! Whether you're looking to take a ski retreat to Sugarbush Resort, explore the panoramic White Mountain National Forest, or just escape the busy life for a while, this 1-bath studio at a seasonal, quaint New England campground will be your perfect landing spot. Explore the nearby trails and hike to beautiful views, & enjoy all the VT wildlife right in your back yard. This place will make you feel at home!

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.

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!

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!

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.

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.

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.

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!

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.

Private Tiny House Retreat
The Hemlock Tiny House provides a cozy place to stay in wooded Vermont. You have the Tiny House to yourself, along with a private patio. Must be able to climb ladder to access lofted bed. No kitchen. Well-behaved animals allowed 1 Queen-sized lofted bed 1 Fold-down sofa bed (good for someone who can sleep anywhere or child)
Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Mountain Getaway

Macintosh Hill Farm

Romantic Treehouse- Hot tub, A/C, 20 Min to KLT

VT Views White Mtn Stay Hot Tub Fire Pit Pool Tble

Scandinavian design Chalet w/ private hiking trail

Andas Hus: Little Luxury

Private Barn On a Hilltop in Fairlee, Vermont

Luxury Tiny Home + Hot Tub VT
Family- and pet-friendly home rentals

Skip's Place

Cloud 9 Private Suite Retreat

Treehut - Secluded Treehouse in the Forest

Pine Cabin, Galusha Hill Farm, incredible view!

Fairlee Log Cabin

Wright’s Mountain Retreat

Cozy 4-season Cabin on Pond - "East Cabin"

Windswept Acres Sugarhouse
Family-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Relax in Recreation Paradise!

Secluded Paradise on the Connecticut River, VT

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

Charming Barre Getaway

Lakeside Cottage at Lake Morey Resort | 4 Seasons

Hidden Gem

A tiny Camelot
Destinations to explore
- Rentals with a kayak Orange County
- Rentals with a patio Orange County
- Farmstay rentals Orange County
- Rentals with a fire pit Orange County
- Pet-friendly rentals Orange County
- Private suite rentals Orange County
- Bed and breakfasts Orange County
- Rentals with a washing machine and dryer Orange County
- Apartment rentals Orange County
- Cabin rentals Orange County
- Rentals with breakfast Orange County
- Rentals with a fireplace Orange County
- Rentals with a hot tub Orange County
- Rentals with lake access Orange County
- Rentals with outdoor seating Orange County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Squam Lake
- Sugarbush Resort
- Killington Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Tenney Mountain Resort
- Stowe Mountain Resort
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Fox Run Golf Club
- Montshire Museum of Science
- Mount Sunapee Resort
- Middlebury College
- Fairbanks Museum & Planetarium
- Squam Lakes Natural Science Center
- Shelburne Vineyard
- Dartmouth College
- Plymouth State University
- Stinson Lake
- Flume Gorge




