Ulster County Unique Homes

We selected the 32 homes worth renting in this location

Home spotlights in Ulster County

The Edge

The Edge

  • 6 guests

  • 3 bedrooms

Ulster County, Rochester

This NYT-featured Catskills home is not quite the cabin it seems to be. What looks like a single storey home from one angle is actually built over a creekside slope, and we think it's one of the most interesting places we've seen for a peaceful stay in the woods.

Hemlock & Cedar

Hemlock & Cedar

  • 2 guests

  • 1 bedrooms

Olive, Ulster County

Tucked into a rock ledge, thick with moss and ferns, Hemlock & Cedar is the perfect getaway if you want to get back in touch with nature. It’s in a secluded part of the Catskills, just beside Ashokan reservoir, and the setting is reflected in the cabin itself.

The Ashokan

The Ashokan

  • 4 guests

  • 2 bedrooms

Glenford, West Hurley

The Ashokan is an exquisite barn-styled house nestled within rich woodland landscape. The quaint exterior shelters an incredibly contemporary and stylish interior.

Black Lips

Black Lips

  • 4 guests

  • 2 bedrooms

Woodstock, Ulster County

Whether you’re seeking contemplation in a New-Age spa or the calm of fly fishing, contemporary galleries or antiquing, the Catskill Mountains – a two hour drive from Manhattan – will gently impose its slower pace on anyone who visits. Adjacent to Woodstock’s Comeau property, a land conservancy of 76 acres of meadows, woods, playing fields and swimming holes, you’ll find this home perfectly poised between town and country.


We selected the top 3% holiday homes in Ulster County Unique Homes

Explore the 32 most perfect homes in our collection

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Most popular homes in Ulster County

Art & Nature

Art & Nature

  • 6 guests

  • 4 bedrooms

Cragsmoor, Wawarsing

Sweet Cicely

Sweet Cicely

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Unscripted Upstate

Unscripted Upstate

  • 6 guests

  • 3 bedrooms

Woodstock, Ulster County

Cottontail Creek

Cottontail Creek

  • 4 guests

  • 2 bedrooms

Shandaken, New York

Under The Ridge

Under The Ridge

  • 2 guests

  • 1 bedrooms

Gardiner, New York

Burnt Sienna

Burnt Sienna

  • 4 guests

  • 2 bedrooms

Marbletown, New York

Kodama

Kodama

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Highwoods Retreat

Highwoods Retreat

  • 12 guests

  • 5 bedrooms

Saugerties, New York

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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes in Ulster County, New York, United States. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and secure the most unique home in Ulster County, New York, United States for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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