Woodstock, VT
Genuine Farm! | The Homestead at Winterfound Farm
4.679 reviews
House
5 bedrooms
5 beds
3.5 baths
8 guests
Property photoProperty photo
Property photo
Property photoProperty photo
Property photo
Property photoProperty photo
Property photo
Quechee Lakes Rentals logo
and
Summary
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.
Space
The Homestead at Winterfound Farm, Home Features: • 5 Bedroom, 3.5 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 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. 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.
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.
Getting Around
Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you're soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont - Explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller Historical Site • The New England Falconry • President Calvin Coolidge State Historic Site • Sugarbush Farm • Hanover, home to Dartmouth University
Others Things to Note
Please pay close attention to following the house rules. Non compliance could result in sizable fines. - All guests staying at an Field and Farms Vacation Homes by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration. - Age restrictions apply. Reservation holder must be 25 years of age. - Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Field and Farm by Portoro directly. - Known damages incurred during your stay must be reported to the property manager immediately. - Before check in, we will send you detailed directions to ensure a seamless arrival. - Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. - We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. - Some homes have cameras for external monitoring only. - In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. - There is no guard around the pools. - Use at your own risk. - This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. - Animals/Pets -- Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. -- The Homestead at Winterfound Farm allows for a maximum of 1 dog at $150.00 per dog per stay.
Amenities
Cleaning products
Conditioner
Hair dryer
Hot water
Shampoo
Towels provided
Bed linens
Clothing storage
Dryer
Hangers
Iron
48 more
Accommodation
1 King Bed
1 Bunk Bed
1 Double Bed
1 Single Bed
1 Double Bed
Terms & Rules
Quiet hours required between 10:00 PM and 8:00 AM
Smoking
Pets
Suitable for Children
Parties
Suitable for Infants
Availability
January 2025
Su
Mo
Tu
We
Th
Fr
Sa
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2025
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
1
2
3
4
5
6
7
8
$400
Night
Average price
Check-in: After 3pm • Check-out: Before 10am
Reviews
4.679 reviews
K
Katelyn
December 2024
What a gorgeous and lovely spot to spend the weekend! We absolutely loved our stay and highly recommend.
Read more
R
Rachel
October 2024
we loved our stay here!the house is an extremely dreamy location. it’s extremely quiet feeling, with lots of land and off a very quiet road, but it’s also just a 10 - 15 minute drive to a good handful of restaurants and grocery stores and bars.the house is HUGE with lots to explore. hot tub was amazing. stars couldn’t be beat. it’s also got a mostly stocked kitchen - you can tell it was a family home with lots of tools.
Read more
L
Lucianne
September 2024
Such a wonderful location and such a beautiful place to stay. The views were stunning. The foggy mornings added to breathtaking views from just outside of our windows. Places to eat and hang were about a half hour drive, not terrible. Luckily the kitchen was beautifully supplied and you can make dinners. Honestly the home was so great staying in our first night was perfect. I would 10/10 recommend this stay.
Read more
ED
Elisabeth D.
September 2024
Beautiful Hillside Farm Close to Woodstock We had three generations staying at the farm for several nights. The house and property come with a lot to keep everyone content (rocking chairs, hot tub, cows, pond, toys, fire pit, etc.) - including space to spread out. Matt is wonderful, as is the property management team.
Read more
Load more
Location
Woodstock, VT. Exact location is provided after booking is confirmed.
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 #
Help
Contact us
Guests
888-576-3775reservations@portoro.com
Vacation rental owners
owners@portoro.com
Anything else
help@portoro.com
© Portoro 2023. All Rights Reserved.
TermsPrivacy
Top destinations