Rent Ulster County Homes with Swimming Pools

We selected the 10 homes worth renting in this location

Home spotlights in Ulster County

Kodama

Kodama

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

If you’re heading to the Catskills, you want to be fully immersed in the wild greenery. This minimalist home is all glass and clapboard, surrounded by towering trees and secluded from the rest of the world.

Aquarian Exposition

Aquarian Exposition

  • 14 guests

  • 6 bedrooms

Zena, Woodstock

People had a lot of fun at Woodstock back in the day (although the music festival actually took place on a farm in Bethel, 40 miles from actual Woodstock, but let's not allow facts to get in the way of a good intro). Just a seven-minute drive from the centre of town, it's in a serene, wooded area with numerous places to hike nearby (and just a forty-minute drive from ski resorts in the winter).

Sweetwater Hideaway

Sweetwater Hideaway

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Sweetwater Hideaway is a magnificently organic cabin nestled in the forestry Woodstock landscape. The timber vaulted ceiling, exposed wooden beams and deep chestnut finishings create a grand interior.

The Archway

The Archway

  • 9 guests

  • 4 bedrooms

West Hurley, Hurley

Urbanites looking for a tranquil getaway will enjoy the large indoor and outdoor spaces to relax and unwind. Each room has been lovingly styled by the host, Ayanna, who has instilled her character and charm into the home.


We selected the top 3% holiday homes in Ulster County Homes with Swimming Pools

Explore the 10 most perfect homes in our collection

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Most popular homes in Ulster County

Highwoods Retreat

Highwoods Retreat

  • 12 guests

  • 5 bedrooms

Saugerties, New York

Fairytale Forest

Fairytale Forest

  • 11 guests

  • 6 bedrooms

Greene County, Hunter

Hawk & Falcon

Hawk & Falcon

  • 10 guests

  • 4 bedrooms

Ulster County, Rochester

Secret Glade

Secret Glade

  • 8 guests

  • 4 bedrooms

West Hurley, Hurley

Every Season

Every Season

  • 8 guests

  • 4 bedrooms

Marbletown, New York

Upstate Escape

Upstate Escape

  • 10 guests

  • 4 bedrooms

Woodstock, Ulster County

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Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Ulster County, New York, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Ulster County Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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