Historic, Walk to Town - South Woodstock Cottage • Portoro

List with Portoro

4.71 • 7 reviews

Historic, Walk to Town - South Woodstock Cottage

South Woodstock, Vermont

Historic, Walk to Town - South Woodstock Cottage

4.71 • 7 reviews

House

3 bedrooms

3 beds

3 baths

6 guests

Living Room with Original Hardwood Floors

Front Exterior with Stone Foundation in Fall

Aerial View of South Woodstock Village in Fall

Brick Patio with Adirondack Chairs and BBQ Grill

Gourmet Kitchen with Rustic Island and Red Cabinets

Hallway with Fireplace and Built-In Shelving

Historic, Walk to Town - South Woodstock Cottage

Aerial View of South Woodstock Village in Fall

Front Exterior with Stone Foundation in Fall

Living Room with Original Hardwood Floors

Gourmet Kitchen with Rustic Island and Red Cabinets

Brick Patio with Adirondack Chairs and BBQ Grill

Living Room Seating Area

Living Room with Smart TV and Fireplace

Entryway with Original Brick Fireplace

Hallway with Fireplace and Built-In Shelving

Open-Concept Kitchen and Dining Area

Hallway with Built-In Bookshelf

Exterior Side View in Fall Foliage

Front Entrance with Original Wood Door

Aerial View of the Cottage in Fall

Primary Bedroom with King Bed and Exposed Beams

Primary Bedroom King Bed Close-Up

Primary Bathroom with Double Vanity and Walk-In Shower

Primary Bathroom Double Sink Detail

Bedroom Doorway with Exposed Beams

Sun-Filled Hallway with Antique Bench

Breakfast Nook with Windsor Chairs

Aerial View of the Cottage and Grounds

Patio with Adirondack Chairs and French Doors

Kitchen with Stainless Appliances and Vintage Clock

Open Kitchen with Antique Island and Brick Fireplace

Kitchen with French Door Refrigerator and Pantry

Pantry with Open Shelving and Dishware

Living Room with Natural Light and Persian Rug

Living Room Corner with View into Dining Room

Dining Room with Farmhouse Table

Dining Room Alternate View

Second Floor Bedroom with King Bed and Vaulted Ceiling

Aerial View of South Woodstock Village in Fall

Second Floor Bedroom with Exposed Beams and Closet

Third Bedroom with Double Bed (Second Floor)

Second Floor Bathroom with Floating Vanity

Main Floor Bathroom with Walk-In Shower and Laundry

Flex Room with Storage

Aerial View of Property and Patio from Above

Aerial View of Cottage and Rear Addition in Fall

Front Exterior of the Cottage in Fall

Aerial View of South Woodstock Village in Winter

Front Exterior of the Cottage in Winter

Aerial View of Village and Road in Winter

Aerial View of Cottage and Church in Winter

Aerial View of Cottage Next to Church in Winter

Rear Exterior of the Cottage in Winter

Aerial View of South Woodstock Village in Winter

Summary

Step into history and luxury with this beautifully restored antique farmhouse in South Woodstock! From its charming historic details to its modern amenities, you'll feel swept away in a world of both comfort and elegance. Book now for the vacation of a lifetime! Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home.

Space

South Woodstock Cottage, Home Features: • 3 Bedroom, 3 Bath - Available for up to 6 Guests! • Top-of-the-Line, Open-Concept Kitchen • All the Modern Comforts • Summer BBQs and Winter Snowball Fights • Free WiFi & Smart TVs • Pack 'n play and/or high chair may be available upon request (subject to availability) The main floor features a king bedroom, two bathrooms (including one with a stacked washer and dryer), the open-concept kitchen, living room, and dining areas. Upstairs you'll find two additional bedrooms (both kings) and a full bathroom, accessed via a traditional farmhouse staircase with low ceilings typical of the home's 1807 origins. Head back in time with this stunning antique Vermont home, meticulously restored to capture its original charm and character, all while boasting modern amenities that will make you swoon. Imagine cooking in a top-of-the-line, open-concept kitchen with plenty of natural light streaming in on original hardwood floors. Enjoy summer barbecues and winter snowball fights on the paved patio surrounded by a charming lawn. Don't miss out on experiencing the best of both worlds in this perfectly preserved gem. Enjoy a piece of history with this stunning family home! Originally designed in 1807, it has since been lovingly restored with all the modern comforts you need. With three bedrooms and three bathrooms, there's plenty of room for your loved ones to come and stay. Plus, you'll be located in charming South Woodstock with easy access to the General Store and Kedron Valley Inn - both just a stroll away. Don't miss out on this unique opportunity to experience the best of both worlds!

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

Other 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. - This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. - 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.

Amenities

Air conditioning

BBQ grill

Body soap

Conditioner

Hair dryer

Hot water

Shampoo

Towels provided

Bed linens

Clothing storage

Dryer

45 more

Accommodation

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 double bed

Terms & Rules

Quiet hours required between 10:00 PM and 8:00 AM

Pets are not allowed

Suitable for Children

Suitable for Infants

Availability

Starts at

$375/night

Starts at

$375

/night

Check in - Check out

Guests

Check-in: After 3pm • Check-out: Before 10am

Reviews

4.71 • 7 reviews

Wajiha

October 2025

I recently stayed at a charming home near Woodstock, VT, and it truly felt like a cozy retreat. From the moment I walked in, I was welcomed by a warm atmosphere that made it feel just like home. The space was stocked with plenty of towels, which is always a nice touch, and the beds were incredibly comfortable, ensuring restful nights. Honestly felt like I was staying at a hotel!One of the highlights was the 24/7 support offered by the hosts. They were always available to assist with any questions or needs, which added to the overall positive experience. The location was perfect too—just a short drive to the town, making it easy to explore the local shops and restaurants.Overall, this home exceeded my expectations and provided a wonderful getaway. I highly recommend it to anyone looking for a cozy place to stay near Woodstock!

Marnie

August 2025

This was a lovely rental. The location is great and the house is spacious and airy. The Kendron Valley Inn is just a few doors down with the best gluten free pizza we have ever had. I would come back in a heartbeat. I also loved that it was old school without outdoor cameras.

Goga

October 2024

Surreal. Putting aside all whoever are the New England locals, regulars or otherwise keen to the scenery and custom - the place and the surroundings are of some acute beauty, both profoundly historic and palpably humane, unpretentious and sincerely lived off. For a such of us seeking (and oh so often disappointed of at the end) for some change of scenery for a serene while and often deterred by plasticky means of mass-market hospitality - the place here is quite a blend of sheer and fascinating quirkiness, notwithstanding comforts and, all atop, entwined into the (almost) uncanny prettiness awash at the township of Woodstock, VT and the forested hills it’s nestled between. Autumn is very advised. Fabulous.

Ciri

July 2024

The house was comfortable and pleasant. The layout is a little funky as it is an old Vermont house. The timber frame construction in the master suite is gorgeous. It is in a gorgeous etting with a great outdoor sitting area. The kitchen is nicely appointed and has all you could need. A fantastic tavern with great gourmet pizza and apps is a short walk. Brett was amazing. There were a few hiccups with some house systems that Brett was able to take care of quickly. He was incredibly responsive and kind. These house hiccups did not negatively affect our stay at all. Thank you for a great place to stay for the long weekend.

Reviews

4.71 • 7 reviews

Wajiha

October 2025

Marnie

August 2025

Goga

October 2024

Ciri

July 2024

Abdulrahman

July 2023

My recent stay in a 1806-built house in South Woodstock, VT, was an enchanting experience. The historic charm of the house, nestled in the heart of a picturesque New England town, made for a memorable week. Surrounded by stunning natural landscapes and with easy access to walking trails and a vibrant horse riding community, this destination offered a perfect blend of history and beauty. The well-preserved architecture and period furnishings transported me back in time, while the modern amenities ensured comfort and convenience. The warm hospitality of the owners, coupled with their valuable local insights, added a personal touch to the experience. If you seek a getaway that embraces history, breathtaking scenery, and a vibrant town, this delightful house in South Woodstock is a must-visit gem.

Location

South Woodstock, Vermont. 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 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 #