Rent Water Mill Homes with Swimming Pools

We selected the 16 homes worth renting in this location

Home spotlights in Water Mill

A Ray of Light

A Ray of Light

  • 12 guests

  • 6 bedrooms

Water Mill, Southampton

Nestled in a copse of trees, this fabulous home packs on the wow factor with striking good looks and a bold all-white interior. Just a short drive from Bridgehampton and the pristine Atlantic beaches, it's the ideal country retreat if you enjoy the finer things in life.

Purple China

Purple China

  • 8 guests

  • 4 bedrooms

Bridgehampton, Southampton

This gorgeous Bridgehampton home is almost like a museum, where the ornate comes to life. Delicate china sits atop almost every counter and the plush furniture is draped in shades of cream – if you're after an escape that's totally elegant, you've found the place.

Elderberry Estate

Elderberry Estate

  • 8 guests

  • 8 bedrooms

Water Mill, Southampton

Summering in the Hamptons has long been the preserve of New York's elite, and this home is heavy on nostalgia. Just the shape of it is enough to illicit a sentimental smile about years gone by.

A Faithful Friend

A Faithful Friend

  • 10 guests

  • 6 bedrooms

Water Mill, Southampton

A Faithful Friend is nearly a hundred years old, but in terms of its luxury and comfort, it might as well be brand new. Once you’ve had a flick through the photos, you won’t be surprised to find out that it’s been featured in many design magazines.


We selected the top 3% holiday homes in Water Mill Homes with Swimming Pools

Explore the 16 most perfect homes in our collection

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Most popular homes in Water Mill

Forested Forever

Forested Forever

  • 10 guests

  • 5 bedrooms

North Sea, Southampton

The High Flyer

The High Flyer

  • 6 guests

  • 4 bedrooms

Southampton, The Hamptons

Somewhere In Time

Somewhere In Time

  • 8 guests

  • 4 bedrooms

Southampton, The Hamptons

In Amongst the Trees

In Amongst the Trees

  • 8 guests

  • 4 bedrooms

North Sea, Southampton

Painter’s Retreat

Painter’s Retreat

  • 8 guests

  • 4 bedrooms

Bridgehampton, Southampton

Jasmine's Shed

Jasmine's Shed

  • 10 guests

  • 4 bedrooms

Water Mill, Southampton

Marble Muse

Marble Muse

  • 8 guests

  • 4 bedrooms

Water Mill, Southampton

Lunar Glow

Lunar Glow

  • 8 guests

  • 4 bedrooms

North Sea, Southampton

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Check upcoming rates & availability for Water Mill 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 Water Mill, Southampton, The Hamptons, Suffolk 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 Water Mill Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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