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Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Sweet apartment near downtown Woodstock

A newly renovated sweet apartment. This is located on the first floor of our house with a completely separate unit and entrance. We do live upstairs. There are granite countertops and the kitchen is equipped for guests to create special meals during their stay. New floors are accenting this warm space. There is one queen bed in a separate bedroom, and a pull out couch in the living room. You will probably hear noise from upstairs. The furnace and water pump are in the bathroom and can be noisy.

Cozy Cottage close to central VT&NH Grand Piano!

Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT & Hanover NH. Inspiring treat for musician’s getaway is a fully restored 1929 Steinway. Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer. VERY comfortable queen bed. Romantic getaway in the woods, relax, work in peace, explore the beauty and history of the area. Hiking, biking, fishing, hot air balloon rides and shopping are all close by. Long (90 day) or weekend rental.

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 pe

Quechee Getaway Book Your Ski Trip Now

New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.

Cheerful, Restored 1940s Cape- 5 mins to Woodstock

Nestled at the edge of the hamlet of South Pomfret, this restored private home is a wonderful all-seasons retreat. Enjoy the view of the meadow and mountains. Listen to the sound of the nearby stream while sitting by the fire. Enjoy the ease of walkability to the Teago General Store, Artistree Arts Center, Grange Theater, the Appalachian Trail or ski Saskadena 6 (formerly Suicide 6). 5 min drive to Woodstock, 30 mins to Killington. The possibilities for exploration and relaxation are endless!

Private Oasis Under 10 Mins from Woodstock

Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres with spectacular views of Pomfret's rolling hills. The open living area features a large picture window, cozy fireplace and fully equipped kitchen. Relax on the spacious deck with dramatic views of Pomfret’s hills. Please read reviews to see what our guests love about staying here: - Beautiful location - Squeaky clean - Fully equipped kitchen - Comfortable beds - Thoughtful amenities

Charming, Cozy Cape

Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!

The House on the Hill

Welcome to your private Vermont retreat — a newly renovated hillside home on 3 peaceful acres with a front yard that becomes a sledding hill in winter. Set just off the main road, it feels quiet and surrounded by trees, yet you’re minutes to it all: Teago General Store, Artistree, and Saskadena Six Ski Area (under 5 minutes) and the town of Woodstock (10 minutes). Thoughtfully renovated and fully stocked for comfortable stays. Cozy in winter, bright in summer, beautiful year-round.

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

2 Min Walk to Woodstock Village Mountain Views

Elevated, quintessential New England home in the heart of Woodstock village, named by Condé Nast Traveler as America’s most beautiful town. Just a 2-minute walk to Central Street, Everstead Estates pairs historic Vermont character with modern comfort, sun-filled rooms, and sweeping hillside views. Access to Mt. Peg trail just 2-minutes on foot, Quechee Gorge is a 10-minute drive, and Killington and Dartmouth are 25 minutes away. Ideal in every season.