Holiday rentals in Pomfret

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

Cozy - Killington 40 min. Woodstock-Hanover-Piano!

Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT and 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

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

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

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.

A Peaceful Brookside Vermont Retreat

Escape to the charm of Vermont with this inviting two-bedroom ski rental. This home offers comfort, convenience, easy access to the slopes, a fully equipped kitchen for home-cooked meals, and a wrap-around deck. Centrally located, minutes from Quechee Ski Hill, not far to Killington and Saskadena Six, restaurants, shops, covered bridges, and breweries in its surrounding towns. This rental is the perfect peaceful getaway for exploring Vermont’s winter wonderland or simply relaxing.

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.

Ferndean Place

Nestled in 300 acres of private land on a dead end road, you will find Ferndean conveniently located five miles from Woodstock and Quechee. This private road is somehow still a secret and offers woodland hiking as well as access to the Appalachian trail. If you want to be immersed in nature, this is your spot. And yet the duplex offers all the amenities of comfort. High speed internet and modern appliances; this is an easy living retreat.