Home in Woodstock

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. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. *2027 Winter Seasonal Program - Ask How to Save 35% The space The Homestead at Winterfound Farm, Home Features: • 5 Bedroom, 3 Bath - Available for 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 Fields. 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 Homes’ 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. Guest access We offer convenient door codes for self-check-in. Field and Farm by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message. • Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 3 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure. Other things to note 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. House Rules & Important Information By booking with Field & Farm Vacation Homes by Portoro (Portoro Homes Inc. / Portoro), guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration | All guests staying at one of our Portoro homes are required to complete identity registration and sign a rental agreement via e-signature. Non-compliance may result in sizable fines. • Age Requirement | The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support | Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro Homes—our team is available 24/7. • Directions + Check-In Details | Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests) | Check-in is 3:00pm and check-out is 10:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Local Taxes (Including Extended Stays) | Vermont and applicable local jurisdictions require lodging operators to collect rooms and meals / lodging-related taxes. These taxes are collected within the booking transaction when required. For stays over 29 days, please inquire separately for terms and conditions. • 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. • Animals/Pets — Dogs Only (Guidelines + Fee) | Dogs are allowed only in designated “Pet-Friendly” Portoro Homes listings and must be disclosed prior to arrival. Maximum 2 dogs per stay. A $150 fee per dog applies. Unauthorized dogs will incur a $150/day per dog fee and may result in cancellation and required departure. Portoro Homes follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking | This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro Homes. • No Parties or Events | Parties and events are not permitted. • Quiet Hours | 10:00pm–8:00am. These hours reflect local residential expectations—please keep noise low and be mindful of neighbors. • The Quechee Club - NOT Included | This home is not located in Quechee, Vermont; The Quechee Club access is not included with this rental. • Report Damages | Any known damages incurred during your stay must be reported to the property manager immediately. • Security | Some Portoro Homes properties have exterior-only cameras for monitoring. • Seasonal Outdoor Amenities | Grills, patios, decks, and other outdoor amenities—including outdoor furniture—are seasonally available and may be unavailable or limited due to weather or local conditions. Availability is not guaranteed outside the primary season, and some items may be removed, covered, or stored at certain times of year for safety. • Local or Property Water Features | Some Portoro Homes properties may have hot tubs, ponds/streams, or other nearby water features. There is no guard around water features—use at your own risk. • No Feeding Wildlife | Feeding wildlife is strictly prohibited at all properties to avoid property damage and to protect animals. Additional cleaning, sanitation, and remediation fees may apply (at the discretion of Field & Farm Vacation Homes by Portoro/Portoro Homes Inc. and/or any applicable HOA/association). • Wildlife + Pests | You may see local wildlife during your stay (deer, bears, coyotes, raccoons, skunks, rodents, etc.). Please keep the home and outdoor areas free of food and trash—secure all garbage in the provided bins and never leave food outside. For homes that include/offer BBQs, please bring all food items inside and scrape grills clean after use to avoid attracting wildlife. The home is regularly treated for pests, but it’s not unusual for an occasional insect to make an appearance. Water Taste: - The house uses well water, which is naturally mineral-rich and quite hard. It passes through a heavy-duty filter and water softeners, making it completely safe to drink. However, you may notice a slight sulfur scent. - For an alternative, there are two blue yard hydrants across the road, just south of the red barn, that provide fresh spring water. Feel free to fill up bottles there—it's crisp and refreshing! - When we’re home, we use the sink water for cooking, coffee, and tea, while enjoying the spring water for drinking. Water Pressure: - As with any historic home, the plumbing is older. To maintain the best water pressure, we recommend avoiding multiple high-usage activities at the same time. If possible, limit showers to one or two at a time to ensure a steady flow.