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Greenport, NY Homes for Rent with Private Pool

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  • /49

    $99,000 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    56765 County Road 48, Greenport, NY 11944

    Beautiful 3bd 2bath spacious home with pool on the Sound. Modern finishes and open floor plan help make this a special place to spend the summer months. Close proximity to local beaches, shops, and restaurants. Available Memorial Day- Labor Day.

    Shannon Oshea East End Luxury Ltd

    56765 County Road 48, Greenport, NY 11944
  • /34

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    308 Wiggins St, Greenport, NY 11944

    FULLY TURNKEY from furnishings, bedding / linens, towels, to all kitchen ware, 100K artwork Maintenance team including house cleaner, pool care and landscaper are at your disposal. 2 minute walk into town - best location in Greenport, across from LIRR train and Hampton Jitney. Must honor all current Airbnb and VRBO bookings. MAIN HOUSE GROUND LEVEL: Living room with wood burning

    Josh Shenkle EAST END ALLIANCE REAL ESTATE AND DEVELOPMENT LLC

    308 Wiggins St, Greenport, NY 11944
  • /19

    $20,000 per month

    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    415 6th Ave, Greenport, NY 11944

    ADORABLE CAPE WITH POOL & HOT TUB IN THE HEART OF GREENPORTNestled in the Village of Greenport, this charming 4-bedroom Cape has been freshly painted and offers the perfect blend of modern comfort and coastal charm. The first floor includes 2 bedrooms, a cozy living room, an eat-in kitchen, and a full bath, while the second floor boasts 2 additional bedrooms and another full bath—plenty of

    Jeanmarie Bay Town And Country Real Estate

    415 6th Ave, Greenport, NY 11944
  • /30

    $20,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • House for Rent

    185 Wiggins Ln, Greenport, NY 11944

    An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on the North Fork. Features a 20' x 50' heated Gunite pool with waterfall, extensive hand cut stone patios, stone walls and numerous outdoor sitting

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    185 Wiggins Ln, Greenport, NY 11944
  • /23

    $4,000 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    424 4th St, Greenport, NY 11944

    Welcome to your very own pied-a-terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse.Bask in this waterfront, private and secluded oasis of calm, while still being within arms reach of everything Greenport Village has to offer.This quaint cottage boasts, hardwood floors, ductless air-conditioning, an eat in kitchen, primary suite and a pullout sofa bed in

    Pete Halpin Douglas Elliman Real Estate

    424 4th St, Greenport, NY 11944
  • /21

    $8,000 per month

    • 3 Beds
    • 4 Baths
    • 1,900 Sq Ft
    • House for Rent

    300 Fiddler Ln, Greenport, NY 11944

    Like-new Greenport beauty with every amenity including a saltwater pool. Room for all indoors with a living room, reading room and large media room and outdoors with a dining area and lounging area poolside. Located in a lovely, quiet neighborhood just a few minutes to a gorgeous, sandy Bay beach, a beautiful Sound beach and Greenport's vibrant downtown with its waterfront park, cafes &

    Kathleen Travers Douglas Elliman Real Estate

    300 Fiddler Ln, Greenport, NY 11944
  • /30

    $65,000 per month

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft
    • House for Rent

    1000 Sound Dr, Greenport, NY 11944

    Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for

    Eric Elkin Compass Greater NY LLC

    1000 Sound Dr, Greenport, NY 11944
  • /34

    $20,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,026 Sq Ft
    • House for Rent

    485 Sutton Place, Greenport, NY 11944

    Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A

    Gloria Scrocco STOEBE & CO

    485 Sutton Place, Greenport, NY 11944
  • /14

    $30,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    185 Rock Cove Ct, Greenport, NY 11944

    Gorgeous contemporary home, impeccably designed and furnished with seaside style. Spacious kitchen with island, Large fenced backyard with covered porch and dining area, and balconies on 2nd floor to overlook it all. Private association beach is a short walk away. Available August 2-September 2

    Diane Arpaia Signature Premier Properties

    185 Rock Cove Ct, Greenport, NY 11944
  • /25

    $18,000 per month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    905 9th St, Greenport, NY 11944

    With the addition of a new 20' x 40' heated, salt water in-ground pool in private yard, this fully renovated Greenport home has been stylishly decorated and features a large, eat-in kitchen, expansive living room, 3 bedrooms with two ensuite full bathrooms and a third full standalone bathroom. The residence has a large side yard and patio on a 1/3 of an acre and is third of a mile to the heart of

    Alexander Aquino Douglas Elliman Real Estate

    905 9th St, Greenport, NY 11944
  • /34

    $35,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    165 Marine Place, Greenport, NY 11944

    Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. Summer 2025 - June $20,000; July $35,000; August 25th to End of September $25,000. Off Season (December 2024 to May 2025) - $10,000 per month (single to multiple months considered). Permit # 0634.

    Paul Loeb Douglas Elliman Real Estate

    165 Marine Place, Greenport, NY 11944
  • /30

    $13,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    155 Bridge St, Greenport, NY 11944

    2025 Rates are as follows: May 1 - 22: $10,000 or $3,500 per week; May 23 - June 27: $20,000 or $5,000 per week; July 13-31 $20K; Sept 4 - 30: $20,000 or $5,000 per week: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport

    William Walters Daniel Gale Sothebys Intl Rlty

    155 Bridge St, Greenport, NY 11944
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