Family-friendly holiday rentals in Orange County

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!

Remote, pond view log home, fully loaded, sleeps 6

Enjoy our remote, 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 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.

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.

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 Cabin Studio

Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

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!

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!

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.