Historic House near Woodstock Inn with Porch

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. Quiet hours: 22:00 to 08:00. Pets: Allowed (maximum 1). Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants 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 • Off-Street Parking for 2 Vehicles Only (the garage is not accessible to guests) Welcome to 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 up to two vehicles. Please note the garage is not accessible to guests. Sleeping Arrangements: • Multi-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 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 to make sure your stay exceeds expectations from start to finish. Portoro Homes communicates by email and phone, and once your booking is confirmed, we’ll email your rental agreement for e-signature. Check-in instructions are sent by email and text message prior to arrival, and we offer convenient self check-in. During your stay, we’ll typically check in by text once or twice to ensure a 5-star experience, and we’re available 24/7 if any questions come up. After checkout, we’ll follow up—we’re excited to hear about your stay and welcome any feedback. • 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: • 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! House Rules & Important Information By booking with Field & Farm Vacation Homes by 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, 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 listings and must be disclosed prior to arrival. Maximum 2 dogs per stay. A $150 fee per dog applies.. • 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. • 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 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 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.