




Book both homes on Winterfound Farm for the ultimate Vermont getaway! With 8 bedrooms and 5 bathrooms across two beautifully distinct properties, this buyout sleeps up to 16 guests — perfect for family reunions, group retreats, and celebrations in Woodstock, Vermont.
This expansive buyout consists of two separate buildings, each offering its own unique charm. The Homestead is a historic 1778 farmhouse—the oldest home in Barnard—featuring a large hearth fireplace in the den, a wood stove in the breakfast nook, and a study housing a complete National Geographic collection. Its layout includes a ground-floor king master bedroom with an en-suite bath, and four upstairs bedrooms consisting of two full beds, one full bed, and a bunk room with a full bed under a twin. Guests can relax in the private hot tub overlooking the backyard.
The Barn is a beautifully renovated space boasting stunning valley views and an open-concept gourmet kitchen, dining, and living area. The upper level features a king primary bedroom with an en-suite soaking tub, while the first floor offers a queen room and a bunk room (full under twin with a trundle) that sleeps four. This property also includes its own private covered hot tub with scenic valley views.
Both properties provide a shared farm experience on a working farm with animals, a scenic pond, and miles of VAST trails for hiking, biking, and exploring.
Key Features & Amenities:
Located just 10 minutes from the charming village of Woodstock, the property is minutes from Saskadena Six, Killington, PICO, and Quechee ski resorts, and within 15 miles of three championship golf courses. The nearby village of Woodstock is a dream vacation destination filled with colonial architecture, art galleries, and gourmet restaurants.
Practical Info & Rules:
Come and make unforgettable memories in this charming Vermont haven, where natural beauty and small-town charm create an extraordinary escape.
This description is for informational purposes. Please verify all details, including amenities, policies, fees, and availability, on the booking platform before booking.
You’ll be staying in someone’s home, so please treat it with care and respect.

