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Historic Woodstock House with Library & Fireplace

House in Woodstock, VT

8 guests·4 bedrooms·3 bathrooms
5.0 · 1 review

Why you'll love this stay

Style & Comfort

Style & Comfort

Luxurious, fireplace-lit stays with library and expansive living spaces.

Entertainment & Amenities

Entertainment & Amenities

Dedicated work space with fast Wi-Fi and smart TVs for downtime.

Location & Accessibility

Location & Accessibility

In the heart of Woodstock, steps from shops, dining, and trails.

Property details

Escape to this enchanting retreat and experience the perfect blend of luxury, comfort, and convenience in the heart of Historic Woodstock, VT. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. Quiet hours: 22:00 to 8:00. Pets: Not allowed. Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants Historic Woodstock House, Home Features: • 4 Bedrooms, 3.5 Baths, up to 8 guests • Cozy Fireplace & Library • Spacious Gourmet Kitchen, Updated Appliances • Dedicated Office Space, Work Remotely • Free WiFi & Smart TVs • The home does have air conditioning. The type of air conditioning provided is portable AC, with units located in the kitchen and the master bedroom. Welcome to your dream getaway nestled in the heart of historic Woodstock, VT. This charming home awaits you on a peaceful street, offering the perfect starting point for your adventure. As you enter through the side entrance, you'll be greeted by a spacious and inviting gourmet kitchen, complete with updated appliances that are ideal for entertaining guests. Just beyond the kitchen lies the cozy lounge area, featuring a large sectional couch and a dedicated office space for those who need to catch up on work or simply unwind. Adjacent to the lounge area, you'll discover the elegant formal dining room, boasting a grand dining table that comfortably seats 8 guests and a working fireplace, setting the scene for memorable dining experiences. Venture further through the foyer to find the inviting living room and library area, where you can enjoy relaxing evenings with your fellow guests, whether it's a spirited game night or a cozy movie marathon after a day of exploring historic Woodstock. As you ascend to the second floor, you'll find the tranquil sleeping quarters and the luxurious primary suite. Tucked away at the back of the home, the private primary suite offers an ensuite bathroom complete with a spacious jacuzzi tub and his and her sinks, providing the ultimate retreat. Continuing down the hall, you'll discover the next bedroom featuring a queen bed and a full bathroom conveniently located just next door, ensuring a restful night's sleep in the utmost comfort. At the front of the home, two beautifully appointed bedrooms await, each offering a queen bed and unique amenities. To the right of the stairs, you'll find a generously sized bedroom with a queen bed and a cozy sitting area, perfect for unwinding with a good book. Meanwhile, the other bedroom boasts a queen bed and a dedicated office space, providing the ideal balance of comfort and productivity. 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. 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. 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 # 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 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. • This historic Woodstock house allows for a maximum of 1 dog at $150.00 per dog per stay.

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Double Bed

What’s included

  • Parking

    Parking

  • Washer

    Washer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

  • Golf course

    Golf course

Guest reviews

Star icon 5.0 | 1 review
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J

John

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October 2026

Great large home with a very cool/unique layout. Minutes from downtown and would recommend hiking from the park down the street up through the park!

Know before you go

House rules

Check-in: 3:00pm

Checkout: 10:00am

No pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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