31 Best Pools for Rent in Chappaqua, NY | Peerspace

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Popular spaces with a pool

Private Poolside Home with Zen Garden Oasis & Serene Rock Garden Features and Landscaping

North Castle, Bedford, NY

25 guests

From

$250

/hr

3 hr min

Picturesque , Upstate Estate Grounds

New Castle, Moutnt kisco, NY

10 guests

From

$375

/hr

2 hr min

Lavish Estate | 5026

Bedford Hills, NY

50 guests

From

$595

/hr

8 hr min

Charming and Spacious Home only 1hr from NYC

Yorktown, Ossining, NY

50 guests

From

$425

/hr

10 hr min

Large home in wooded area with in-ground swimming pool and hot tub, flagstone patio with outdoor kitchen and lake minutes from NYC

50 guests

From

$300

/hr

5 hr min

Beautiful garden with swimming pool and stone fire pit

Clarkstown, NYACK, NY

50 guests

From

$240

/hr

4 hr min

Beautiful Horse Ranch and Farm | 5238

50 guests

From

$595

/hr

8 hr min

Resort-Style Luxury Estate for Corporate Events & Productions

Somers, Katonah, NY

30 guests

From

$1,300

/hr

5 hr min

Westchester Castle: Your Exquisite Hudson River View Event Venue & Luxury Retreat

5.0 (1)

50 guests

From

$250

/hr

5 hr min

Luxury on the Waterfront

Orangetown, Nyack, NY

5.0 (1)

50 guests

From

$400

/hr

5 hr min

Alpaca & Horse Farm in Westchester

Yorktown, Yorktown Heights, NY

5.0 (21)

40 guests

From

$250

/hr

4 hr min

Historic Studio of sculptor ( creator of MOUNT RUSHMORE) Pool house Midcentury ZENHOUSE

North Stamford, CT

5.0 (9)

40 guests

From

$285

/hr

5 hr min

Elegant and Modern Farmhouse

North Salem, NY

5.0 (1)

25 guests

From

$250

/hr

5 hr min

Luxury Resort-Style Pool & Spa Retreat in Scarsdale

15 guests

From

$175

/hr

2 hr min

Gorgeous Mid Century Modern Home | 5132

Pound Ridge, NY

40 guests

From

$595

/hr

8 hr min

Daylight studios (house)- yonkers / film and photo ready

Northeast Yonkers, NY

35 guests

From

$200

/hr

3 hr min

Light-filled Organic Modern Home With Vaulted Ceilings, Close To NYC

30 guests

From

$330

/hr

4 hr min

Sharp Modern Home | 5261

30 guests

From

$895

/hr

8 hr min

Federal Revival Estate with Hudson River Views & Pool | Multi-Set Film Location + Production Basecamp

Northwest Yonkers, NY

5.0 (5)

60 guests

From

$195

/hr

3 hr min

Amazing Country home in the Hudson Valley on top of a mountain.

Putnam Valley, NY

30 guests

From

$250

/hr

4 hr min

Parisian Mansion near NYC with Indoor & Outdoor Swimming Pool

5.0 (6)

200 guests

From

$799

/hr

2 hr min

Tropical Poolside Paradise next to the Golf Course

80 guests

From

$1,050

/hr

5 hr min

1869 Second Empire Victorian on 1 Acre with Carriage House

Cold Spring, NY

100 guests

From

$400

/hr

4 hr min

Three Plus Acre Farm House Estate with Carriage House, Barns, Stone Courtyard, Multi-Acre Field and Pool. Long Dramatic Driveway Lined with Crab Apple Trees

Oyster Bay, Laurel Hollow, NY

100 guests

From

$600

/hr

1 hr min

Sports Complex | 5178

Clason Point, Bronx, NY

50 guests

From

$545

/hr

8 hr min

Editorial Waterfront Estate with Pool, Greenhouse & Private Beach

North Hempstead, Port Washington, NY

40 guests

From

$600

/hr

1 hr min

Historic Gold Coast Manor | 1930s Estate by William Lawrence Bottomley

North Hempstead, Roslyn, NY

5.0 (1)

50 guests

From

$1,000

/hr

4 hr min

Riverdale Ranch on the Hudson

15 guests

From

$1,000

/hr

8 hr min

Impressive Colonial Style Mansion | 5284

Matinecock, Oyster Bay, NY

50 guests

From

$695

/hr

8 hr min

Backyard, with Relaxing space for swimming, grilling and fun times.

35 guests

From

$180

/hr

3 hr min

Gated Gold Coast Mansion - Indoor Pool, 8BR, 2 Acres

Oyster Bay, Glen Head, NY

100 guests

From

$1,500

/hr

3 hr min

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Updated October 25, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.