Historic Farmhouse on Working VT Farm & Hot Tub

Nestled on the edge of Woodstock, VT, The Homestead at Winterfound Farm stands as a beacon of history and charm, inviting guests to experience the essence of vintage Vermont. This long standing farmhouse, once a thriving moss farm, combines charm with the pastoral beauty of its surroundings.

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•Pet Friendly, fee applies per pet.
•2027 Winter Seasonal Program, Ask How to Save 35%

The Homestead at Winterfound Farm, Home Features:
• 5 Bedrooms, 3 Baths, up to 8 guests
• Well-Appointed Kitchen with All the Essentials
• Large Hearth Fireplace
• Experience the Rhythms of our Farm, Farm Animals!
• Free WiFi & Smart TVs
• Pack 'n play and/or high chair may be available upon request (subject to availability)

Step through the door and find yourself amidst sprawling acres of lush grass and open fields, the perfect prelude to miles of scenic trails winding through the verdant hillsides of Vermont. The property is also home to a natural pond and a working farm, where guests can enjoy the sights and sounds of farm life from a distance to appreciate its charm. This house was built in 1778. At around 250 years old, it is the oldest home in Barnard and a real working farm. While it has the quirks you'd expect from an authentic historic home, its character, warmth, and classic Vermont charm make it a truly special place to stay.

The main family room balances historical authenticity with modern comfort, featuring plush new furniture arranged to create a warm, inviting space for gatherings. The well-appointed kitchen is equipped with all essentials for preparing delightful meals, ideally enjoyed outdoors while admiring the expansive views of the countryside. Next to the kitchen, a quaint breakfast table for four offers a cozy nook by the woodstove, ideal for enjoying morning coffee and the picturesque outdoor scenery. Just a few steps out the backdoor leads to a large hot tub overlooking the backyard space.

Explore the rich heritage of each room on the first floor. The study houses a complete collection of National Geographic issues, while the den boasts a large hearth fireplace to warm up by after a day of outdoor adventures. The ground floor also hosts a master bedroom with a king-sized bed and abundant natural light, providing a tranquil retreat. Upstairs, the sleeping quarters feature four bedrooms and two bathrooms to accommodate various needs: two rooms with full beds, a bunk room with a full bed under a twin, and another bedroom with a full bed and plenty of storage space.

The property includes several farm structures that seamlessly integrate into the historic Vermont farmhouse scenery, further enhancing the authentic experience. At The Homestead at Winterfound Farm, every detail is carefully curated to ensure your stay captures the historical and natural beauty of Vermont. Book your visit and step into a picturesque world where history and modern comfort meet amidst the tranquility of Woodstock, VT. Revel in breathtaking views of the valley and our vibrant farm, enhanced by a suite of thoughtfully curated amenities. Experience the rhythms of our farm as you observe a variety of animals in their natural setting. You may even spot our on-site farmer tending to the land! Venture from your doorstep to discover extensive VAST trails that wander past our scenic pond, perfect for hiking, biking, and soaking in Vermont's natural splendor.

For relaxation, unwind in our private covered hot tub or enjoy the serene waters of the pond. Winter brings the thrill of skiing, with our property conveniently located just a short drive from the premier ski resorts of Quechee, PICO, and Killington, and only minutes from Saskadena Six. Golf enthusiasts will find a paradise here, with many golf courses within a 50-mile radius, offering a variety of challenging layouts and stunning landscapes that cater to all skill levels. During the summer, bask in the picturesque beauty of our farm and the vibrant, changing foliage in autumn.

Our farmhouse marries rustic charm with modern amenities, providing you a unique opportunity to experience a tranquil countryside retreat unlike any other. This is a place where nature's beauty and homely comforts converge seamlessly, making every day a new opportunity for discovery and relaxation. Don't miss your chance to enjoy a serene, high-end getaway at The Homestead at Winterfound Farm. Book your stay today and step into a world of adventure, relaxation, and golf in the heart of Vermont.

*2027 Winter Seasonal Program (Long-Term Reservations): Looking ahead to ski season? Make Vermont home for the season with Portoro's 2027 Winter Seasonal Program. It's the perfect way to enjoy an extended stay near the mountains, cozy up for the season, and experience winter the right way. Designed for guests seeking a seamless extended stay in professionally managed homes across sought-after winter destinations. Plan ahead and save 35%. Reach out now to learn more about seasonal availability and details.

*Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more.