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Beautiful Village of Woodstock home near the Inn
Woodstock, Vermont
Woodstock, Vermont
Beautiful Village of Woodstock home near the Inn
House
4 bedrooms
4 beds
2 baths
6 guests
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Property photo
Property photo
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Summary
Step into a piece of Woodstock history at this large, charming home just steps from the Woodstock Inn and the heart of the village. With four spacious bedrooms, a first-floor primary suite, and a covered porch for relaxing, this pet-friendly retreat puts you within a 2-minute walk of restaurants, shops, bars, and hiking trails. Whether you're exploring covered bridges, hitting the slopes at Killington (just 30 minutes away), or simply soaking up small-town New England charm, this home is your perfect base. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet.
Space
NAME, Home Features: 4 Bedrooms, 2 Bathrooms, sleeps up to 6 Guests • Adjacent to the Woodstock Inn, Steps to Village Center • Large Kitchen with Stainless Appliances and Granite Countertops • Covered Porch for Relaxing • Free WiFi & Smart TV • Pack 'n Play and/or High Chair May Be Available Upon Request (Subject to Availability) Welcome to 29 High Street, a beautiful historic home in the heart of Woodstock Village. This spacious, multi-level home blends classic New England character with modern conveniences, offering the ideal setting for families, friend getaways, or couples seeking a village retreat. The open main floor features a large kitchen with stainless steel appliances, granite countertops, and an attached dining room, perfect for entertaining and gathering over home-cooked meals. The first floor also includes a generous bedroom with an attached full bathroom, providing easy accessibility and privacy. Upstairs, three additional bedrooms (two queens and one full-size bed) share a second full bathroom, giving your group plenty of space to spread out. A washer and dryer are conveniently available on site. Outside, the covered porch is the perfect spot for your morning coffee or an evening glass of wine. A mudroom by the entrance keeps ski gear, boots, and outdoor equipment organized, and off-street parking accommodates two vehicles. Sleeping Arrangements: - Single Level Home • Bedroom 1 (1st Floor): Queen Bed with Attached Bathroom • Bedroom 2 (2nd Floor): Full/Double Bed • Bedroom 3 (2nd Floor): Queen Bed • Bedroom 4 (2nd Floor): Queen Bed Welcome to NAME! description
Guest Access
We offer convenient door codes for self-check-in. Field & Farm Vacation Homes 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 National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University
Other Things to Note
House Rules & Important Information By booking with Field & Farm Vacation Homes by Portoro (Portoro Homes 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 Homes—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 — Dogs Only (Guidelines + Fee) | Dogs are allowed only in designated “Pet-Friendly” Portoro Homes listings and must be disclosed prior to arrival. Maximum 2 dogs per stay. A $150 fee per dog applies. Unauthorized dogs will incur a $150/day per dog fee and may result in cancellation and required departure. Portoro Homes follows ADA guidelines, and any additional community or HOA rules may apply. • 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 Homes). 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 Homes. • No Parties or Events | Parties and events are not permitted. • Quiet Hours | 10:00pm–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 Homes 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 Homes 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 Homes 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.
Amenities
Air conditioning
Garden or backyard
Body soap
Cleaning products
Conditioner
Hair dryer
Hot water
Shampoo
Bed linens
Dryer
Essentials
31 more
Accommodation
Bedroom 1
1 queen bed
Bedroom 2
1 double bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
Terms & Rules
Pets are not allowed
Suitable for Children
Suitable for Infants
Availability
May 2026
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Starts at
$1000/night
Starts at
$1,000
/night
Check-in: After 3pm Check-out: Before 10am
Location
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: • Explore: Take the Historic Covered Bridge Tour, Hike the Quechee Gorge,Whistlepig Tasting Room, Visit the Dream Alpaca Farm • Covered Bridge Tours: Quechee Covered Bridge, Taftsville Covered Bridge, Packered Hill Covered Bridge, Martins Mill Covered Bridge, Willard Twin Covered Bridges, Martins Mill Covered Bridge, Middle Covered Bridge, Waitsfield Village Covered Bridge • Ski: Saskadena Six Ski Hill, Killington Ski Resort, PICO Ski Resort • Award-Winning Golf Courses: Lakeland Golf Course, Highland Golf Course, Quechee Lakes Country Club, Woodstock Country Club, Green Mountain National, Killington Mountain Course • Museums: Simon Pearce Mill, B.f. Southgate Antiques Collaborative, Glenn Suokko Gallery, The Ice House Museum, Vermont Institute of Natural Science, Billings Farm and Museum, Montshire Museum of Science, Hall Art Foundation, Old Windsor Constitution House, Woodstock History Center • Local Markets: Jake’s Quechee Market, Quechee General Store - Cabot Station • Local Restaurants & Shopping - Restaurants: The Skinny Pancake, Public House Pub Quechee, Simon Pearce, Chef Brad’s CrazySide, Thyme Restaurant Vermont, Dewey’s at Quechee Club, Quechee Club, Soulfully Good Cafe, Au Comptoir - Shops: Quechee Gorge Village, The Vermont Spot, Quechee General Store - Cabot Station, Vermont Antique Mall, Fat Hat Clothing Company, Vermont Alpaca Store, Simon Pearce Annual Festivals & Events: • Quechee Hot Air Balloon, Craft & Music Festival • White Mountain Boogie and Blues Festival • Vermont State Fair 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 Quechee Rental Registration Number #
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888-576-3775reservations@portoro.com
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help@portoro.com
© Portoro Homes Inc 2026. All Rights Reserved. 382 Northeast 191st Street, Suite 53934, Miami, FL 33179
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Contact us
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888-576-3775reservations@portoro.com
Vacation rental owners
owners@portoro.com
Anything else
help@portoro.com
© Portoro Homes Inc 2026. All Rights Reserved. 382 Northeast 191st Street, Suite 53934, Miami, FL 33179
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