
Family-friendly vacation 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!

Pond view log home, fully loaded, sleeps 6
Enjoy our rustic, easily accessible, immaculate, pond-side cabin, set in nature on 109 acres: pond, woods, fields, and trails; with high-speed internet and smart TV! Sleeps 6, including a queen bed, 2 bunk beds, and a sleep sofa. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots and pans, utensils and many other amenities. Screened in porch. In the heart of the Vermont ski corridor. Explore the trails, and our meditation yurt when available!

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 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.

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.

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.

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.

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.

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!
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

Private Barn On a Hilltop in Fairlee, Vermont

The Willard House

Luxury Tiny Home + Hot Tub VT

Barn Hollow Farm
Family- and pet-friendly home rentals

Valley View Escape

Sunday Mountain Surprise

Fairlee Log Cabin

Wright’s Mountain Retreat

1958 Classic "Hunting Cabin" w/ Breathtaking Views

The Milldale Farmhouse

Stylish factory-farmhouse deluxe loft

Richardson Cabin @Tao Acres - Nature Love!
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

Charming Barre Getaway

Hidden Gem

Lower Yurt Stay on VT Homestead

A tiny Camelot

RV Delightful one bedroom stationary RV.
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
- Rentals with a patio Orange County
- Rentals with a washer and dryer Orange County
- Rentals with outdoor seating Orange County
- Rentals with a fireplace Orange County
- Rentals with a fire pit Orange County
- Pet-friendly rentals Orange County
- Rentals with lake access Orange County
- Cabin rentals 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
- Squam Lakes Natural Science Center
- Mount Sunapee Resort
- Montshire Museum of Science
- Ice Castles
- Stinson Lake
- Kingdom Trails
- Camp Plymouth State Park





