Book a stay in one of the best homes in Woodstock

We selected the 930 homes worth renting in this location

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Age 13+

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Home spotlights in Woodstock

The Pond House

The Pond House

  • 5 guests

  • 3 bedrooms

Woodstock, Ulster County

This Woodstock residence is one for the design-savvy folk. Once a studio belonging to acclaimed realist painter Reginald Marsh, the space has been transformed into a stunning family home.

Woodland Hymnal

Woodland Hymnal

  • 4 guests

  • 2 bedrooms

Woodstock, Ulster County

This beautiful old clapboard church has been turned into a woodland retreat like no other, where deer regularly stroll among the trees. Just outside Woodstock, there are craft beer breweries, farm shops and mom and pop coffee shops a short drive away, and trails into the Catskills are all around.

Upstate Escape

Upstate Escape

  • 10 guests

  • 4 bedrooms

Woodstock, Ulster County

Tucked away just outside of Woodstock, this impressive home welcomes families and friends to spend a few relaxing days in the Hudson Valley. Fully renovated in 2017, your hosts have truly thought of everything to ensure anyone who stays here has a magical experience.

Woodpecker's Stop

Woodpecker's Stop

  • 2 guests

  • 1 bedrooms

Ulster County, Woodstock

Secluded in the countryside, yet just a short walk into Woodstock, this cottage is the ideal combination of away-from-it-all and convenience. The backyard is designed to make the most of the outdoors.


We selected the top 3% holiday homes in Woodstock

Explore the 930 most perfect homes in our collection

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Most popular homes in Woodstock

The Ashokan

The Ashokan

  • 4 guests

  • 2 bedrooms

Glenford, West Hurley

The Archway

The Archway

  • 9 guests

  • 4 bedrooms

West Hurley, Hurley

Sweetwater Hideaway

Sweetwater Hideaway

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Soul Of The Willow

Soul Of The Willow

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Hearthside Haven

Hearthside Haven

  • 4 guests

  • 2 bedrooms

Ulster County, Woodstock

The Dutch Farmhouse

The Dutch Farmhouse

  • 8 guests

  • 4 bedrooms

Saugerties, New York

Burnt Sienna

Burnt Sienna

  • 4 guests

  • 2 bedrooms

Marbletown, New York

The Creekside Cabin

The Creekside Cabin

  • 2 guests

  • 1 bedrooms

Jewett, New York

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