
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.

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!!
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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!
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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.
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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.
Indoor spacesFamilyWi-Fi

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.
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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.
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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.
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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.
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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.
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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!
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von Trapp Farmstead Little House
Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!
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Cozy Cabin Minutes From Sugarbush
Welcome to Laughing Pines. This cozy cabin is conveniently located in Northfield, Vt 28 minutes from Sugarbush, The Mad River Valley, and 10 minutes from Norwich University. Enjoy the mountain views in a warm and rustic country setting. Come and visit whether you want to play hard or relax. NO PETS (we have allergies in the family) NO SMOKING NO FIREARMS AWD and/or snow tires recommended in the winter and spring months (Oct/Nov - April)
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Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Scandinavian design Chalet hiking trail + hot tub
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Moonlight Farm Studio · Hot Tub · Vermont Retreat
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Private Barn On a Hilltop in Fairlee, Vermont
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Rustic and Cozy Vermont Getaway at Sugarwood Cabin
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Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT
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Macintosh Hill Farm
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Town’s End, a Private Retreat with Mountain Views
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Romantic Mountain Getaway
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Family- and pet-friendly home rentals

Dawnside - Green Mtns Home with White Mtns View
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Secluded Log Home on 109 Acre Natural Wonderland!
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Fairview
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Modern Farmhouse on 25 Acres - Superb Views
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Fairlee Log Cabin
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Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
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Skip's Place
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Birch Meadow Log Cabins
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Family-friendly home rentals with a pool

Cozy/Private, close to hospital, i-89
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Lower Yurt Stay on VT Homestead
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Charming Barre Getaway
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Cozy Studio Apartment
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Private 5BR Mt. view, pool, new hot tub
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A tiny Camelot
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Relax in Recreation Paradise!
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Cute and Cozy in Vermont
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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
- 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
- Stowe Mountain Resort
- Franconia Notch State Park
- Ragged Mountain Resort
- Middlebury College
- Killington Resort
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Flume Gorge
- Fox Run Golf Club
- Squam Lakes Natural Science Center
- Stinson Lake
- Kingdom Trails
- Ice Castles
- Montshire Museum of Science
- Mount Sunapee Resort
- Camp Plymouth State Park





