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Westchester County, NY Homes for Rent with Private Pool

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  • /24

    $5,000 per month

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    11 Ridgeway Ave, North Salem, NY 10560

    This beautifully updated single-family expanded Cape home in North Salem offers 4 bedrooms, 3 full bathrooms, and a large family room, providing ample space for both everyday living and entertaining. Set on over half an acre, the home features a deck just off the kitchen—perfect for outdoor meals—and an above-ground swimming pool in the backyard for summer enjoyment. Originally renovated in 2016,

    Agent Photo

    Lee Kader

    Keller Williams Realty Partner

    (845) 303-2853

    11 Ridgeway Ave, North Salem, NY 10560
  • /29

    $10,000 per month

    • 6 Beds
    • 4.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    36 Crosshill Rd, Hartsdale, NY 10530

    Welcome to this expansive 6-bedroom, 5-bath mid-century ranch on nearly 1.6 private acres in the heart of Hartsdale. Offering over 4,000 sq. ft. of living space, this home features an open layout with high ceilings, multiple fireplaces, hardwood floors, and a sun-drenched enclosed porch. The open kitchen and spacious family room make entertaining easy, while the primary suite and additional

    Liz Ndreu Houlihan Lawrence Inc.

    36 Crosshill Rd, Hartsdale, NY 10530
  • /40

    $15,000 per month

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    258 Hardscrabble Rd, North Salem, NY 10560

    Tamoset. A truly magical setting overlooking a scenic pond. Long drive to peaceful privacy. Six spectacular acres with rolling lawns, old stone walls, ornamental trees and perennial gardens. Sophisticated Country House originally built in the 1930’s. Spectacular renovation with airy loft-like spaces. Sun-filled rooms with vaulted ceilings, random-width pine floors and custom lighting. Walls of

    Mary Dowdle Ginnel Real Estate

    258 Hardscrabble Rd, North Salem, NY 10560
  • /21

    $7,300 per month

    • 2 Beds
    • 2.5 Baths
    • 1,720 Sq Ft
    • House for Rent

    126 Doral Greens Dr W, Rye Brook, NY 10573

    This beautifully renovated first floor with no stairs home at Doral Greens offers two spacious bedrooms, 2.5 baths and 1,740 square feet of bright and easy living. Beautiful hardwood flooring throughout, stainless steel appliances, modern lighting fixtures, quartz countertops & custom tile backsplash with open access to the living room. The living Room features a wood burning fireplace & sliders

    Wendy Kligman Compass Greater NY, LLC

    126 Doral Greens Dr W, Rye Brook, NY 10573
  • /46

    $20,000 per month

    • 5 Beds
    • 6.5 Baths
    • 4,635 Sq Ft
    • House for Rent

    548 Anderson Hill Rd, Purchase, NY 10577

    Discover the perfect getaway in this stunning shingle-style home, ideally set on 1.36 bucolic acres designed for both relaxation and entertaining. Enjoy resort-style amenities including a sparkling pool, private tennis court, outdoor fireplace with TV viewing area, multiple entertaining spaces, and lush designer landscaping offering unmatched privacy. Inside, the main level features living room:

    Susan O'Brien Houlihan Lawrence Inc.

    548 Anderson Hill Rd, Purchase, NY 10577
  • /50

    $45,000 per month

    • 6 Beds
    • 8 Baths
    • 8,585 Sq Ft
    • House for Rent

    73 Park Dr S, Rye, NY 10580

    Iconic and admired Westchester Country Club gem on prime double lot with breathtaking views of golf course and main clubhouse. Entire house lovingly and meticulously renovated inside and out to the highest caliber of quality, design and finish. Every imaginable living and entertaining option available, plus ample private guest and work spaces throughout. Unmatched outdoor oasis includes elegant

    Louis Katsoris Julia B Fee Sothebys Int. Rlty

    73 Park Dr S, Rye, NY 10580
  • /23

    $12,900 per month

    • 4 Beds
    • 3 Baths
    • 4,250 Sq Ft
    • House for Rent

    12 Logging Rd, Katonah, NY 10536

    Sophisticated Country Rental. Spacious and sun-filled Colonial with contemporary overtones. Meticulously maintained with graciously proportioned rooms. Fabulous open floorplan for easy entertaining and everyday living. Skylit two-story Entrance Hall opening to stunning Living Room with vaulted ceiling and fireplace. Beautifully proportioned Dining Rooms for elegant dinners. Well-designed Kitchen

    Kimberly Morris Ginnel Real Estate

    12 Logging Rd, Katonah, NY 10536
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    $5,500 per month

    • 4 Beds
    • 2 Baths
    • 2,750 Sq Ft
    • House for Rent

    157 Salem Rd, Pound Ridge, NY 10576

    Escape to this stunning 4-bedroom, 2-bathroom furnished rental in the heart of Pound Ridge, NY. Nestled in a serene, wooded setting, this expansive 2,750-square-foot home offers the perfect blend of modern comfort and rustic charm.Designed for open-concept living, the home features spacious interiors filled with natural light, thanks to thoughtfully placed skylights throughout. Trendy

    Mark Sanford Berkshire Hathaway HS NE Prop.

    157 Salem Rd, Pound Ridge, NY 10576
  • /42

    $12,000 per month

    • 3 Beds
    • 3 Baths
    • 1,452 Sq Ft
    • House for Rent

    20 Old Post Rd Unit Cottage, Mount Kisco, NY 10549

    Escape to your slice of paradise! Stunning 1450 sf, 3 bed, 3 bath furnished cottage rental was once the barn for this fabled former Frick estate is the perfect retreat available now through June 26, 2026.Step inside to find an inviting atmosphere enhanced by exquisite exposed beams and soaring ceilings. Every room is adorned with stylish, magazine-worthy furniture and fixtures that perfectly

    Meg Allen Rodriguez Berkshire Hathaway HS NY Prop

    20 Old Post Rd Unit Cottage, Mount Kisco, NY 10549
  • /32

    $5,500 per month

    • 2 Beds
    • 2.5 Baths
    • 1,495 Sq Ft
    • House for Rent

    44 Brook Farm Close Unit 44, Chappaqua, NY 10514

    Old Farm Lake Condo complex - Recent renovation includes new porcelain tiled entry and Kitchen floors, new white eat-in kitchen with quartz counters. range, refrigerator and DW. This 2 Bedroom unit has been freshly painted, new lighting fixtures, Washer & Dryer on second floor, each bedroom has a full bath, wood floors throughout and new windows, Primary BR has a large walk-in closet, Enter

    Janet Auer Coldwell Banker Realty

    44 Brook Farm Close Unit 44, Chappaqua, NY 10514
  • /21

    $9,985 per month

    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft
    • House for Rent

    1 Dale St, Rye, NY 10580

    Perfectly located on a cul-de-sac in walking distance to town, beach and train, this attractive 4 bedroom/3 bath home offers a modern, European design and unique features. Living room w/gas fireplace, kitchen w/double oven, stainless steel appliances (including a new refrigerator), stool seating, dining area w/greenhouse windows and door to upper and lower decks where you'll enjoy lovely sunset

    Catherine Garr Berkshire Hathaway HS NY Prop

    1 Dale St, Rye, NY 10580
  • /43

    $21,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,400 Sq Ft
    • House for Rent

    65 Myrtle Blvd, Larchmont, NY 10538

    Welcome to 65 Myrtle Boulevard! This fabulous home was custom-built in 2023 by one of Westchester's premier home builders. Located close to the train, Larchmont restaurants, shops, schools, playgrounds and the Saturday Farmer's Market, this magnificent home offers everything a renter could possibly desire. This 5 bedroom, 5.1 bath home boasts 10 foot first floor ceilings and a bright, sunny

    Carole Sears Julia B Fee Sothebys Int. Rlty

    65 Myrtle Blvd, Larchmont, NY 10538
  • /36

    $7,000 per month

    • 3 Beds
    • 3.5 Baths
    • 4,017 Sq Ft
    • House for Rent

    7 Alpine Dr, Armonk, NY 10504

    Welcome to your dream oasis: Step into this exquisite sprawling ranch. Enter the large foyer with natural stone flooring, which leads to a generous great room with an expansive deck that stretches the length of the main level. From the deck are breathtaking views of the pool and large backyard space. Indulge your culinary skills in the chef's kitchen, complete with top-of the-line appliances

    Robin Levine Julia B Fee Sothebys Int. Rlty

    7 Alpine Dr, Armonk, NY 10504
  • /46

    $22,500 per month

    • 5 Beds
    • 8 Baths
    • 7,035 Sq Ft
    • House for Rent

    38 Park Rd, Scarsdale, NY 10583

    Discover the epitome of old meets new in this architectural marvel featuring a meticulously 2013 renovated Tudor manor house thoughtfully expanded with an exquisite contemporary addition. Situated on 1.36 professionally landscaped acres, this award-winning residence by Joeb Moore impresses with a sun-splashed indoor-outdoor open layout, five en suite bedrooms, and an enviable location in the

    Heather Harrison Compass Greater NY, LLC

    38 Park Rd, Scarsdale, NY 10583
  • /40

    $30,000 per month

    • 6 Beds
    • 7 Baths
    • 6,000 Sq Ft
    • House for Rent

    4220 Purchase St, Purchase, NY 10577

    Welcome to this stunning furnished 1999 Colonial situated on 2 picturesque, level and private acres. Outdoor features include a heated gunite pool/hot tub, stone terraces and a summer kitchen. A gracious entry hall offers a view through arched entry into the formal dining room. An elegant living room with fireplace and adjacent terrace connects to the office. The gourmet chef's kitchen opens into

    Francine Klingenstein Julia B Fee Sothebys Int. Rlty

    4220 Purchase St, Purchase, NY 10577
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    $20,000 per month

    • 6 Beds
    • 6.5 Baths
    • 10,378 Sq Ft
    • House for Rent

    9 Lincoln Woods, Purchase, NY 10577

    ALSO AVAILABLE FOR SALE. Flexible Lease Term.Tucked away at the end of a quiet, picturesque cul-de-sac in the coveted Purchase community, this exceptional home sits on nearly two beautifully landscaped acres that make a lasting impression. Designed by renowned architect Chris Demetriades, it blends thoughtful design with masterfulcraftsmanship and elegant details throughout. Step into the

    Kori Sassower Compass Greater NY, LLC

    9 Lincoln Woods, Purchase, NY 10577
  • /33

    $13,900 per month

    • 4 Beds
    • 7 Baths
    • 6,077 Sq Ft
    • House for Rent

    28 Wrights Mill Rd, Armonk, NY 10504

    Behold the awe-inspiring tranquility of this secluded 2.5-acre hilltop hideaway, offering panoramic views of majestic mountains. Enter the refined world of a gated Sands Mill brick Colonial, fulfilling every item on your lifestyle checklist. This abode epitomizes perfection with its flawless design and timeless charm, showcasing intricate architectural elements throughout. At the core of this

    Iris Kalt Berkshire Hathaway HS NY Prop

    28 Wrights Mill Rd, Armonk, NY 10504
  • /30

    $8,500 per month

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • House for Rent

    200 Chestnut Ridge Rd, Mount Kisco, NY 10549

    Welcome home to this charming country retreat, featuring wide plank flooring, a vaulted ceiling with exposed beams and rustic paneling. Nestled on nearly five acres in the Byram Hills School District, this enchanting home also boasts a pool for perfect countryside living and entertaining. A stunning two-story grand room featuring a towering floor -to-ceiling stone fireplace, two sets of glass

    Jaimme Pudalov Houlihan Lawrence Inc.

    200 Chestnut Ridge Rd, Mount Kisco, NY 10549
  • /49

    $11,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,919 Sq Ft
    • House for Rent

    5 Deer Run, Rye Brook, NY 10573

    Nestled on a quiet cul-de-sac in the sought-after Deer Run neighborhood and located within the award-winning Blind Brook School District, this beautifully maintained contemporary offers the perfect blend of modern living and tranquil privacy. Well cared for with thoughtful updates and attention to detail throughout. Step inside to soaring double-height ceilings, skylights, and expansive windows

    Joshua Rogull Rogull Realty LLC

    5 Deer Run, Rye Brook, NY 10573
  • /29

    $35,000 per month

    • 5 Beds
    • 8 Baths
    • 6,156 Sq Ft
    • House for Rent

    27 S Bedford Rd, Pound Ridge, NY 10576

    Spectacular Waterfront. A breathtaking backdrop with tennis court and pool!! Stunning and Sophisticated Country House dramatically sited overlooking the clean waters of a private pond. Incredible spaces, exquisitely appointed, with wonderful light and views. Center Entrance Hall with French doors out to waterfront terrace. Dramatic Great Room with dining and reception areas. Formal Living Room

    Mary Dowdle Ginnel Real Estate

    27 S Bedford Rd, Pound Ridge, NY 10576
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    $18,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,534 Sq Ft
    • House for Rent

    106 Old Stone Hill Rd, Pound Ridge, NY 10576

    Gracefully sited on almost 10 acres of pastoral property with pool, tennis and amazing gardens. Five bedroom home is the perfect country estate. Spectacular setting for both grand and intimate everyday living. Gorgeous views of the property and Pound Ridge Reservation.

    Mary Dowdle Ginnel Real Estate

    106 Old Stone Hill Rd, Pound Ridge, NY 10576
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