Real Farm! - The Barn at Winterfound Farm

Summary:

Welcome to our beautifully renovated Barn located just ten minutes away from the historic town of Woodstock. Enjoy breathtaking views of the valley and the surrounding farm, while indulging in the various amenities we have to offer.



Please SEE: Other Things to Note

For Area Details, Please SEE: The Neighborhood & Getting Around

*This is a no pet/animal home.

*2027 Winter Seasonal Program - Ask How to Save 35%



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, across from where you'll stay.



The Space:

The Barn at Winterfound Farm, Home Features:

• 3 Bedroom, 2 Bath - Available for up to 8 Guests!

• All Bedrooms Feature Large Windows & Views

• Chef's Dream! Well-Equipped Kitchen

• Private Covered Hot Tub

• Free WiFi & Smart TVs

• Pack 'n play and/or high chair may be available upon request (subject to availability)



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 farm! With 3 bedrooms and 2 bathrooms, our farmhouse is perfect for families or groups of friends seeking a serene escape. Take advantage of the miles and miles of VAST trails right outside your doors and past the idyllic pond, perfect for hiking, biking, and exploring the beauty of Vermont. Unwind in our private covered hot tub, perfectly placed to offer stunning views of the farm and valley. Located just a short drive from Quechee, PICO, and Killington Ski Resorts, our property is the perfect base for a winter skiing adventure. We are just minutes away from Saskadena Six. In the summer, enjoy the picturesque beauty of the surrounding farm and the vibrant foliage of autumn. With every modern amenity you could need at hand, our farmhouse offers you a unique opportunity to experience a peaceful countryside getaway like no other. Don't miss out on the chance to stay in our rustic yet high-end getaway. 



The moment you step through the double front doors of this stunning open-concept home, you are immediately enveloped by the charming ambiance that only a cozy farmhouse can provide. Boasting two bedrooms on the first level, this home is perfect for families or groups of friends looking to experience the tranquility of Vermont country living. One of the bedrooms features a bunk bed, with a full-size bed on the bottom and a twin-size bed on top. A trundle bed is also available, offering ample sleeping space for up to four guests. The full bathroom on this level includes a shower, while the stackable washer and dryer found between the bathroom and the bunk room make for convenient and practical living. Across the hall from the bathroom, you will find the Queen room - a peaceful and serene retreat for two. All bedrooms feature large windows, revealing spectacular views of the surrounding countryside, allowing guests to immerse themselves in the natural beauty of this idyllic location.



At the back of the house lies an inviting sitting room, complete with cozy furnishings and access to a large stone patio overlooking the verdant garden and valley beyond. This is the perfect space to unwind, relax, and take in the breathtaking views of the surrounding landscape. Head upstairs for even more entertainment and relaxation, with a plush King-size bed awaiting you in the primary bedroom. The open-concept space on this level includes a charming living room to your right, with a central woodstove surrounded by plush furnishings. Separating the living space from the gourmet kitchen is the spacious dining area, where a stunning natural wood table seats up to eight guests. The views of the valley from the dining area are spectacular.



The kitchen is a chef's dream, equipped with every appliance and spice needed to create culinary masterpieces for friends and family. Between the primary bedroom and the kitchen, guests will also find the second full bathroom with a deep soaking tub and shower, offering the ultimate in relaxation and pampering. Guests are invited to enjoy the charm of the farm by observing the animals from a distance as they go about their day. And for those looking to soak up the natural beauty of the area, there is a covered hot tub equipped to accommodate up to four people, perfect for enjoying stunning views of the valley while soaking away any and all cares.



Bed setup: 1st Floor: Bunk bed with twin over double and trundle bed (sleeps 4), Queen bed (sleeps 2) / 2nd Floor: King bed (sleeps 2)





*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.



The Neighborhood:

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 Apples and Crafts Fair and food truck festival

• 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 #



Interaction with Guests:

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.