House in Woodstock, VT
4 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
This exceptionally nice, renovated converted carriage house sits on a private 280 acre estate 2 miles from downtown Woodstock. All windows overlook undisturbed fields, mountains, and the Woodstock valley. It is completely furnished, has outside deck with beautiful views, a slate floor ski/mud entrance, a back entrance perfect for storing bikes, skis gear, and changing out of active wear, and doorstep parking. Convenient to several ski areas (Killington, Pico, Okemo, Suicide Six), downtown Woodstock, great restaurants, shopping, fishing, hiking, Mt. Tom and Rockefeller/Billings National Park Nearly abuts property), Quechee, and other scenic Vermont areas. The property road is one of the most sought after photographed spots in all of Vermont, many coming for the famed Sleepy Hollow photo op. Directly up the hill from us is the Cloudland Farm "farm to table" restaurant. Come enjoy the serenity of a visit to the Woodstock area.
Property: The rental is a renovated Carriage House once used to house the horse caretaker. The rental is across the street from the Main House with plenty of privacy. The surrounding 280 acre property is private and undeveloped. There is a small farm with seasonal cows and farming. During the summer months cows graze some of the fields as well. There are multiple secluded ponds that can be fished for trout or to view deer, ducks, birds of prey and other wildlife. The property has miles of private hiking trails (subject to weather and season) as well as extensive gardens that have been featured in local publications as well as highly sought after by artist looking for landscape painting and gardening enthusiasts.
Please read House Rules.
Property: The rental is a renovated Carriage House once used to house the horse caretaker. The rental is across the street from the Main House with plenty of privacy. The surrounding 280 acre property is private and undeveloped. There is a small farm with seasonal cows and farming. During the summer months cows graze some of the fields as well. There are multiple secluded ponds that can be fished for trout or to view deer, ducks, birds of prey and other wildlife. The property has miles of private hiking trails (subject to weather and season) as well as extensive gardens that have been featured in local publications as well as highly sought after by artist looking for landscape painting and gardening enthusiasts.
Please read House Rules.
Amenities
Non-smoking
Pets allowed
Map of Woodstock, VT
Ratings and reviews
10 / 10Outstanding·May 2026
We book a few VRBO properties a year, and this one was special. The listing was accurate, but the photos don't do the views justice — daffodils in full bloom, rolling green hills against a mountain backdrop, every window like looking at a postcard. The farm setting and grounds are beautifully kept. We had more than enough space for the two of us and our dog, easy in-and-out (no fence needed), and plenty of room to walk. Margarete was warm and attentive — she walked us through the property and checked in to make sure we'd worked out the heat once it turned chilly, though it's been a cooler-than-normal spring, so that may have been unique to our stay. Her dog Alice was a delight. Woodstock itself delivered the rest: restaurants, farm experiences, cheese!, hiking, shopping. The quintessential New England experience — and a property we'd happily book again.
10 / 10Outstanding·Dec 2025
Cozy and a beautiful location. Very accommodating. We had a nice time.
10 / 10Outstanding·Oct 2025
Gorgeous setting wonderful accommodations stars in the sky were amazing delightful host want to come back
10 / 10Outstanding·Sep 2025
Amazing setting and gracious host
$$$$
Top rated by guests
10Outstanding
(64 Ratings)
"We book a few VRBO properties a year, and this one was special. The listing was accurate, but the photos don't do the views justice — daffodils in full bloom, rolling green hills against a mountain ba..."
Cheryl F.Don't miss out! Price and availability may change
