Summary:
Escape to Trailside Cottage, a sunlit Woodstock retreat—just steps from scenic trails & the vibrant village. Start your morning with a peaceful walk to Mt. Tom trailhead or a 15-minute stroll to the Woodstock Inn. Come home to vaulted ceilings, forest views, & 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:
Trailside Cottage, 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)
Trailside Cottage is your cozy, sunlit retreat nestled at the foothills of Mount Peg in charming Woodstock, Vermont—with an unbeatable location that’s truly the highlight of your stay. Leave the car behind: stroll into Woodstock’s vibrant village via a nearby pedestrian easement that gets you to shops, cafés, and galleries in minutes, or reach the iconic Woodstock Inn in just 15 minutes on foot. The Mt. Tom trailhead is also steps away, making hikes and outdoor adventures easier than ever. Traveling with a pet? Furry companions are welcome at Trailside Cottage! 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 peaceful remote work escape, 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 gorgeous forest views. The spacious king bedroom features vaulted ceilings, creating a restful spot to recharge after a day’s adventure. A sleeper sofa in the living area comfortably accommodates two additional guests, making the cottage ideal for up to four guests. You’ll find a spa-like full bathroom with a soaking tub/shower combo and the convenience of an in-unit washer and dryer, making longer stays a breeze. The welcoming living area offers a comfy sofa and a smart TV, perfect for movie nights or relaxing downtime. The full kitchen is equipped with stainless steel appliances and a beautiful butcher block countertop, ideal for preparing cozy home-cooked meals.
Work remotely with ease thanks to a thoughtfully designed workspace: a desk, ergonomic chair, monitor, and keyboard are arranged right across from the cheerful breakfast bar and kitchen, offering inspiring forest views while you connect or create. Enjoy year-round comfort with reliable heating, fast WiFi for streaming or remote work, and hassle-free parking. Solar power keeps your stay eco-friendly, and all your essentials—from hot showers to kitchen basics—are ready for you.
Start each morning in the large enclosed porch, where you’ll find a convenient bench and shoe rack for easy gear changes after a walk or hike. Two classic red rocking chairs are yours to use—bring them out to the front yard to bask in the fresh Vermont air and enjoy peaceful mountain views with your morning coffee or evening glass of wine. In winter, the porch serves as a practical mudroom; in warmer months, it becomes a tranquil sitting area filled with light. Step outside to explore neighborhood trails right from your door, or enjoy a short stroll into Woodstock’s vibrant village, lined with cafés, shops, and galleries. Whether you’re skiing at nearby resorts, hiking scenic woodland paths, or simply cozying up beside the stove, Trailside Cottage is the perfect base for your Vermont adventure. Book your Trailside Cottage escape today and experience the beauty, charm, and relaxation that Woodstock has to offer—for you and your furry family members!
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 - 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
