
Family-friendly holiday rentals in Orange County
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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!!

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.

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.

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.

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.

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.

Camping on a Private Pond
A serene place in nature to unplug and unwind. It's private and quiet with the exception of the sound of the running brook. (NO WIFI or CELL service at the cabin) May come to the house if you need to get in touch during your stay. There is local hiking and two large lakes close by. Farmer's markets and acclaimed theatre are available throughout the Fall Season along with local beer-fests. Most of all, we have one of the most stunning foliage seasons in the country!

Valley View Escape
Our split level, has basic mini fridge, for cooking: microwave, toaster oven, coffee maker, electric tea pot, and grill outside. Our finished basement guest suite is on a country road, 4 miles from Interstate 89. 4 miles from MacDonalds 2miles from two country stores 6 miles from regional hospital Grazing cattle, and horses nearby. Working 600 acre farm borders our property. Silloway Maple Sugarhouse within walking or bicycling distance.

Treehut - Secluded Treehouse in the Forest
Discover the Treehut, a cozy off-grid escape nestled among four trees that we built by hand. This unique retreat features a tiny wood stove inside, an invigorating outdoor shower (with hot water), and a serene fire pit under the stars. Ideal for nature enthusiasts seeking peace and quiet, yet only 10 minutes from Randolph. Unplug and unwind in this magical hideaway.
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

VT Views White Mtn Stay Hot Tub Fire Pit Pool Tble

Scandinavian design Chalet hiking trail + hot tub

Private Barn On a Hilltop in Fairlee, Vermont

The Willard House

Barn Hollow Farm
Family- and pet-friendly home rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Sunday Mountain Surprise

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

The Milldale Farmhouse

Stylish factory-farmhouse deluxe loft

Richardson Cabin @ Tao Acres - Nature Love!

Windswept Acres Sugarhouse

Private Resort Luxury in the Heart of Vermont
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

Lower Yurt Stay on VT Homestead

A tiny Camelot
Destinations to explore
- Rentals with a kayak Orange County
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- Rentals with a hot tub Orange County
- Rentals with a patio Orange County
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- Rentals with a washing machine and dryer Orange County
- Rentals with outdoor seating Orange County
- Rentals with a fire pit Orange County
- Pet-friendly rentals Orange County
- Rentals with a fireplace Orange County
- Cabin rentals Orange County
- Rentals with lake access 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
- Bolton Valley Resort
- Dartmouth College
- Franconia Notch State Park
- Tenney Mountain Resort
- Killington Resort
- Stowe Mountain Resort
- Ragged Mountain Resort
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Middlebury College
- Fox Run Golf Club
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Flume Gorge
- Stinson Lake
- Ice Castles
- Kingdom Trails
- Camp Plymouth State Park





