Winterfound Farm, Full Farmhouse & Barn for Groups

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. The Homestead (5BR/3BA): A historic 1778 farmhouse with a large hearth fireplace, wood stove, and panoramic valley views. Well-appointed kitchen, cozy den, and study. Private hot tub overlooking the backyard. The Barn (3BR/2BA): A beautifully renovated barn with a chef's dream kitchen, open-concept living, and a private covered hot tub with stunning valley views. Both properties share the sprawling Winterfound Farm, a working farm with animals, a scenic pond, and miles of VAST trails right outside your door. Minutes from Saskadena Six, Killington, and PICO ski resorts. 10 minutes from the charming village of Woodstock. Please see: Other Things to Note For Area Details, Please see: The Neighborhood & Getting Around •No pets allowed for buyout bookings. . Winterfound Farm Buyout, 8 Bedrooms, 5 Baths, Sleeps 16 THE HOMESTEAD AT WINTERFOUND FARM: • 5 Bedrooms, 3 Bathrooms, Sleeps 8 • Historic 1778 farmhouse, the oldest home in Barnard • Well-appointed kitchen with all essentials • Large hearth fireplace in the den, wood stove in the breakfast nook • Study with complete National Geographic collection • Ground floor king master bedroom with en-suite bath • Four upstairs bedrooms: two full beds, one bunk room (full under twin), one full bed • Private hot tub overlooking the backyard • Free WiFi & Smart TVs THE BARN AT WINTERFOUND FARM: • 3 Bedrooms, 2 Bathrooms, Sleeps 8 • Beautifully renovated barn with stunning valley views • Open-concept gourmet kitchen, dining, and living area • King primary bedroom on upper level with en-suite soaking tub • First floor: bunk room (full under twin + trundle, sleeps 4) and queen room • Private covered hot tub with valley views • Free WiFi & Smart TVs SHARED FARM EXPERIENCE: • Working farm with animals, observe from a respectful distance • Scenic pond and miles of VAST trails for hiking, biking, and exploring • Minutes from Saskadena Six, Killington, PICO, and Quechee ski resorts • Located within 15 miles of three championship golf courses • 10 minutes from the charming village of Woodstock, VT This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. This buyout includes two separate buildings, each with its own entry: • THE HOMESTEAD: Door code entry at the front door. • THE BARN: Door code entry. Our goal is that your vacation exceed your expectations. Field and Farm by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries. • We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request. Note: This buyout listing includes two separate buildings — The Homestead and The Barn. Each has its own door code and check-in details, which will be provided prior to arrival. Welcome to the enchanting Upper Valley, where Vermont's picturesque landscapes blend seamlessly with the cultural richness of Hanover, New Hampshire. Get ready to swoon over Woodstock, Vermont's charming hamlet. This historic village boasts stunning colonial and federal-style buildings that have been lovingly preserved for generations. It's the perfect spot for a dream vacation filled with architectural delights! Discover a collection of unique businesses that make this village extraordinary. From charming art galleries and quaint bookstores to specialty shops, cozy cafes, gourmet restaurants, and lively bars—there's always something delightful to explore! Beyond the allure of local activities, this property is set against one of New England's most stunning landscapes. Historical architecture and rolling hills combine to create a picturesque setting that captures the essence of Vermont's beauty. Located within 15 miles of three championship golf courses in Woodstock and Quechee. Things to See & Do: • Local Fun: horseback riding, hiking, fishing, skiing, golf & more! • Ski: Saskadena Six Ski Hill, Killington Ski Resort, PICO Ski Resort • Award-Winning Golf Courses: Woodstock Country Club, Quechee Lakes Country Club, Green Mountain National, Killington Mountain Course • Explore: Mount Peg trail system, Hike Mount Tom, Historic Covered Bridge Tour, Billings Farm and Museum, Hike the Quechee Gorge "Vermont's Little Grand Canyon", Visit the charming village of Quechee, take in the views of the Ottauquechee River • Museums: Billings Farm & Museum, Hood Museum of Art, Montshire Museum • Local Markets: Gillingham's, Woodstock Farmers Market, Feast and Field Market, Mac's Market • Local Restaurants & Shopping - Restaurants: The Prince & The Pauper Restaurant, Worthy Kitchen, Mon Vert Café, Simon Pearce Restaurant, Cloudland Farm, Kelly Way Gardens, Village Butcher, Dr. Coburn's Tonic - Shops: Sudie's, VT Flannel Co., Woodstock Sports, Yankee Bookstore, Red Wagon Toy Company, Farmhouse Pottery, Simon Pearce Annual Festivals & Events: • Woodstock Apples and Crafts Fair and food truck festival • Covered Bridges Half Marathon • Feast and Field • Taste of Woodstock • Quechee Hot Air Balloon, Craft & Music Festival • Wassail Weekend • Woodstock Art Festival • Hunter Jumper Show We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay! Village of Woodstock Rental Registration Number # 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 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, 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, No Pets: This is a no pets property. A $150/day fee will apply for violations, and you may be asked to vacate the premises with no refund (at the discretion of Portoro). Portoro 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. • No Parties or Events: Parties and events are not permitted. • Quiet Hours: 10:00pm to 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 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 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 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. BUYOUT-SPECIFIC NOTES: • This listing includes both The Homestead and The Barn at Winterfound Farm. • Please note that this is a working farm. The driveway is shared with the Farm Manager, who happily will show you around! Their living quarters are in a separate barn on the property. • The Homestead 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. Fresh spring water is also available from yard hydrants across the road.