
Family-friendly holiday rentals in Orange County
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Top-rated family-friendly rentals in Orange County
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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 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.

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.

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!

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.

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!

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.

Scenic Barn Loft on Private Vermont Estate
Scenic, private, and beautifully crafted, this 1,200 sq ft barn loft sits atop our 140-acre Vermont farm estate with stunning views, artisan finishes, and total comfort. Two bedrooms, two baths, a chef’s kitchen, and a cozy gas stove and A/C make it perfect for couples or families year-round. Wander rolling pastures, hike forest trails, sled in winter, or stargaze in silence—this is a countryside retreat designed to restore and inspire.

Luna Cabin - Private brookside cabin on homestead
Step away from it all into the quiet mountains of old Vermont where you'll find our tiny cabin nestled on the banks of our brook. Sway in the hammock by the private fire pit or head inside to curl up on the couch and revel in a sublime, uninterrupted view of the forest. This space beckons you back to simplicity, where you can breath deeply and let your soul smile.
Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Moonlight Farm Studio · Hot Tub · Vermont Retreat

Private Barn On a Hilltop in Fairlee, Vermont

Macintosh Hill Farm

Rustic and Cozy Vermont Getaway at Sugarwood Cabin

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

Town’s End, a Private Retreat with Mountain Views

Romantic Mountain Getaway

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

Wright’s Mountain Retreat

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Fairview

Windswept Acres Sugarhouse

Richardson Cabin @Tao Acres - Nature Love!

Skip's Place

Birch Meadow Log Cabins

Pond view log home, fully loaded, sleeps 6
Family-friendly home rentals with a pool

Lower Yurt Stay on VT Homestead

Cozy/Private, close to hospital, i-89

Charming Barre Getaway

Cozy Studio Apartment

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

RV Delightful one bedroom stationary RV.

Relax in Recreation Paradise!

Cute and Cozy in Vermont
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
- 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
- Middlebury College
- Waterville Valley Resort
- Flume Gorge
- Killington Resort
- Cannon Mountain Ski Resort
- Fox Run Golf Club
- Squam Lakes Natural Science Center
- Stinson Lake
- Kingdom Trails
- Ice Castles
- Montshire Museum of Science
- Mount Sunapee Resort
- Warren Falls





