Rent Hudson Valley Homes with Swimming Pools

We selected the 15 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Hudson Valley

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home.

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).

Jewel on the Hudson

Jewel on the Hudson

  • 10 guests

  • 5 bedrooms

Coxsackie, New York

This riverfront home is the kind of getaway we dream of every day. The infinity pool and views of the Hudson River are magnificent – just imagine how calming it is to wake up to views of this calibre every day.

Sweet Cicely

Sweet Cicely

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Set in 15 acres of private grounds, this modern mountain chalet in New York’s Catskills is the ultimate Upstate getaway. Inside, the place is rustic yet refined with timber vaulted ceilings, mid-century modern furnishings and a creamy colour palette.


We selected the top 3% holiday homes in Hudson Valley Homes with Swimming Pools

Explore the 15 most perfect homes in our collection

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Most popular homes in Hudson Valley

Kodama

Kodama

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Highwoods Retreat

Highwoods Retreat

  • 12 guests

  • 5 bedrooms

Saugerties, New York

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Cornwall, Orange County

The Archway

The Archway

  • 9 guests

  • 4 bedrooms

West Hurley, Hurley

Sweetwater Hideaway

Sweetwater Hideaway

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Upstate Escape

Upstate Escape

  • 10 guests

  • 4 bedrooms

Woodstock, Ulster County

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

Old Macdonald

Old Macdonald

  • 5 guests

  • 2 bedrooms

Stamford, New York

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Check upcoming rates & availability for Hudson Valley Homes with Swimming Pools


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 Hudson Valley. 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 Hudson Valley Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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