Book Luxury Holiday Rentals in Ulster County

Award-winning homes from £98

Home spotlights in Ulster County

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 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.

Under The Ridge

Under The Ridge

  • 2 guests

  • 1 bedrooms

Gardiner, New York

This delightful cottage, nestled in the picturesque mountains of New York State’s famous Shawangunk Ridge, is an ideal spot for a cosy country escape. As the last property before the entrance to a protected nature reserve, this home offers unmatched tranquillity and proximity to nature.

The Sound of Serenity

The Sound of Serenity

  • 6 guests

  • 3 bedrooms

Olive, Ulster County

You’ll find this contemporary cabin nestled in the woods in Olivebridge, a two-and-a-half-hour drive from New York City. Full of luxurious touches throughout, it’s impossible not to relax here – after all, you’re taken straight back to nature as you sit on the deck, soaking up the peace and quiet.


We selected the top 3% holiday homes in Ulster County Holiday Rentals

Explore the 54 most perfect homes in our collection

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Most popular homes in Ulster County

Burnt Sienna

Burnt Sienna

  • 4 guests

  • 2 bedrooms

Marbletown, New York

Waterfront Gem

Waterfront Gem

  • 6 guests

  • 3 bedrooms

Marbletown, New York

Wood Smoke Scent

Wood Smoke Scent

  • 5 guests

  • 5 bedrooms

Liberty, New York

To The Mountains

To The Mountains

  • 10 guests

  • 4 bedrooms

Ulster, Ulster County

Hey Hudson

Hey Hudson

  • 6 guests

  • 3 bedrooms

Hurley, Ulster County

Highwoods Retreat

Highwoods Retreat

  • 12 guests

  • 5 bedrooms

Saugerties, New York

Art & Nature

Art & Nature

  • 6 guests

  • 4 bedrooms

Cragsmoor, Wawarsing

Renovated Farmhouse Retreat

Renovated Farmhouse Retreat

  • 6 guests

  • 3 bedrooms

Saugerties, New York

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Ulster County, New York, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Ulster County, New York, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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