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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

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.

Chuck's Place

With plenty of warm days ahead, we're stoked for the upcoming season. Chuck's a private home on 7 sunny acres overlooking Mt Ascutney. Great for hiking, biking, skiing, snowshoeing- or R&R! A note about Airbnb fees: Airbnb shifted their 15.5% guest fees to the host. We had to raise our rate to compensate. We are loyal to offer accessible ski vacations for your friends & family at the cost of a hotel room! Dollars a day at Ascutney or on your Indy/Ikon/Epic pass. Hit up the 20% on longer stays.

Breathtaking Riverfront Retreat w/Mountain Views

Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

The Willow House: a Modern Vermont Retreat

Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Private, Large 4BR home | Pet friendly | 10 Acres

Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

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!

Quechee Ski Haus: Hot Tub, Sauna, & Mtn Views

Hathaway House: an 1850s barn perched atop a hill & remade into a stunning modern farm-house with deck onto panoramic mountain views west, hot tub, sauna, huge kitchen, study, porch & fiber internet. Play on the sprawling back lawn or ping pong & foosball in the game room. Enjoy dinner by the fire. Or, in summer, grill on the well appointed deck w/ hot tub and gardens. Nature surrounds this private retreat, yet 5 min to Quechee Center, 15 to Hanover, Woodstock; 30 to Killington base.

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.

Pomfret Retreat, near Woodstock

Our recently renovated 4 bedroom, 3.5 bath home with two living areas comfortably sleeps 9 and is less than 2 miles from historic Woodstock village. Loads of great trails for walking, hiking, swimming, snowshoeing, XC skiing and biking throughout the area. In and around the area are restaurants, shopping, breweries, golf, tennis and unique experiences. An ideal spot for a multi-generation family gathering!

The Looking Glass, a modernistic escape

Welcome to The Looking Glass, a modernistic escape located in Barnard, Vermont! Nearby attractions include: • Woodstock – 11 miles (approximately 21 minutes) • Killington Resort – 25.4 miles (approximately 40 minutes) • Okemo Mountain Resort – 36 miles (approximately 53 minutes) • Mount Tom & Prosper Pogue hiking trails • Silver Lake State Park • Local coffee shops, restaurants, breweries, and Vermont shops