Summary:
Escape to Highland Cabin, a sunlit Woodstock retreat—close to town yet perched on a steep, quiet hillside for extra privacy. Start your morning with a peaceful walk to the Mt. Tom trailhead or enjoy a leisurely 15-minute stroll down into the village and the Woodstock Inn. After exploring, come home to vaulted ceilings, forest views, and a freshly updated, pet-friendly haven that sleeps up to 4 in the heart of Vermont.
Please SEE: Other Things to Note
For Area Details, Please SEE: The Neighborhood & Getting Around
*Pet Friendly, fee applies per pet.
The Space:
Highland Cabin Home Features:
• 1 Bedroom, 1 Bath - Available for up to 4 Guests!
• Stainless Steel Appliances in Updated Kitchen
• Remote Work Desk: Monitor & Keyboard
• Solar Powered!
• Free WiFi & Smart TV
• Pack 'n play and/or high chair may be available upon request (subject to availability)
Highland Cabin is your cozy, sunlit retreat nestled at the foothills of Mount Peg in charming Woodstock, Vermont—just minutes from the village and perfectly positioned for both relaxation and adventure. Perched on a steep hillside, the cabin offers a peaceful sense of seclusion while still keeping you close to Woodstock’s shops, cafés, and galleries. The Mt. Tom trailhead is also nearby, making outdoor exploration easily accessible. Traveling with a pet? Furry companions are welcome at Highland Cabin! The large open yard and neighborhood trails are perfect for pets to stretch their legs and explore. Please note: there is a pet fee required for each stay—just let us know if you’ll be bringing your four-legged friend.
Perfect for couples, small families, or solo travelers seeking romance, relaxation, or a quiet work retreat, this freshly updated pet-friendly one-bedroom cottage blends classic New England character with stylish modern touches. Step inside to warm wood floors and an open living and dining space, with natural light pouring in through oversized windows that frame beautiful forest views. The spacious king bedroom features vaulted ceilings and an Avocado bed, offering a serene place to recharge after a day’s adventure. A sleeper sofa in the living area (with bedding in the corner cabinet) comfortably accommodates two additional guests, bringing total occupancy to four. You’ll also find a spa-like full bathroom with a soaking tub/shower combo and the convenience of an in-unit washer and dryer for longer stays.
The welcoming living area offers a comfy sofa, games tucked away in the corner cabinet, and a smart TV on a full-motion mount—perfect for movie nights, game nights, or relaxed downtime. The full kitchen features stainless steel appliances and a beautiful butcher block countertop, ideal for preparing cozy meals at home.
Working remotely? A thoughtfully designed workspace awaits, complete with a desk, ergonomic chair, monitor, and keyboard. Positioned across from the cheerful breakfast bar and kitchen, it offers calming forest views while you work or create. Enjoy year-round comfort with reliable heating, fast WiFi, solar power, and hassle-free parking right at the cabin.
Begin and end your days in the large enclosed porch, offering a convenient bench and shoe rack for easy gear changes. Two classic red rocking chairs are yours to use—bring them out to the front yard to enjoy fresh Vermont air and peaceful mountain views with your morning coffee or evening glass of wine. In winter, the porch serves as a practical mudroom; in the warmer months, it becomes a tranquil sitting area filled with natural light.
Whether you’re skiing at nearby resorts, exploring scenic woodland trails, or simply unwinding in your hillside retreat, Highland Cabin is the perfect base for your Vermont getaway. Experience the beauty, charm, and relaxation that Woodstock has to offer—for you and your furry family members! Let Highland Cabin be your home for your next Vermont escape.
Please Note: The property is located on an uphill road. During the winter months, we strongly recommend guests use a four-wheel-drive (4WD) vehicle to ensure safe and reliable access to the property.
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.
The 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 #
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:
• 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. Please keep in mind all wheel drive is recommended for the winter months as it is a steep drive to the home as well as other local areas.
• 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.
• You can also explore by foot, by ski, or by horseback!
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
