
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.

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.

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!

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.

Peaceful Log Cabin in the Woods
This log cabin is set in the woods in a rural part of northeastern Vermont. Escape the hustle and bustle, clear your mind, and enjoy nature. A great place to get some fresh air or to stay in and take a nap. Beautiful summers for easy hikes and refreshing swims in the lakes of our local Groton State Forest, unbelievable foliage to view from small dirt roads, and tons of outdoor winter activities. Great for a couples getaway, friends weekend, or some quality time with the family.

Tiny House on Vermont Homestead
We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect. Our homestead is based on permaculture landscape design.Relax by the living pool, unwind in the traditional sauna, 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 and Upper Yurt on VT Homestead

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!

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.

Historic Wayside Farm - a working dairy farm
Located on a historic Vermont farm. The apartment is located on the first and second floor of our large home. This is an ideal place if you want to explore everything Vermont has to offer. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We are a certified organic dairy farm. The cows can be found grazing the surrounding hillsides.

Cozy Yurt with Beautiful Farm View!
It’s camping with a few comfy extras. Come live the simple life at Wild Earth Farm with soft sheets and a memory foam mattress. Our 14 foot yurt is a tiny oasis from the hustle and bustle of every day life. Your door looks out over the edge of one of our pastures where you might see our organic cow herd or Icelandic sheep flock grazing.

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)

Sunshade
Sunshade cabin is a step back in time recalling the golden age of family lake camps in Vermont. Able to accommodate 3. It features one queen bed and one single camp bed. Steps away from Lake Morey and hiking trails. Relax, refresh, recharge and make new memories at a wonderful location in rural Vermont.
Popular amenities for Orange County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Mountain Getaway

Lake, Laughs & Firelight: 4BR Retreat Awaits!

Macintosh Hill Farm

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

Scandinavian design Chalet w/ private hiking trail

Andas Hus: Little Luxury

Private Barn On a Hilltop in Fairlee, Vermont

Central Vermont Cottage Hideaway
Family- and pet-friendly home rentals

Skip's Place

Cloud 9 Private Suite Retreat

Studio suite in Barre

Captain Tom's Cabin - Secluded Vermont Getaway

Wright’s Mountain Retreat with Sauna

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

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Stylish factory-farmhouse deluxe loft
Family-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Secluded Paradise on the Connecticut River, VT

Relax in Recreation Paradise!

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

Hidden Gem
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- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Squam Lake
- Okemo Mountain Resort
- Sugarbush Resort
- Loon Mountain Resort
- Franconia Notch State Park
- Bolton Valley Resort
- Tenney Mountain Resort
- Cannon Mountain Ski Resort
- Waterville Valley Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Fox Run Golf Club
- Montshire Museum of Science
- Baker Hill Golf Club
- Mt. Eustis Ski Hill
- Mount Sunapee Resort
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont