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Greenport: Vacation Rental By Owner

Search result 1 to 20 Of 40
  • Property-1 Image 1
    Apartment Select Dates for Price
    • 2Bed
    • 2Baths
    • (27)
    Greenport, New York

    Escape to the scenic seaside village of Greenport in this 2-bedroom, 2-bathroom vacation rental apartment that comfortably sleeps 4. Located in the heart of... ...more

  • Property-2 Image 1
    House $793 / Nightly
    • 4Bed
    • 2Baths
    • (11) Exceptional
    Greenport, NY

    Spacious Greenport 2600 square foot Four Bedroom Cottage Beach Bungalow. Five minute waking distance to Greenport Village (restaurants, bars, coffee shops,... ...more

  • Property-3 Image 1
    House $980 / Nightly
    • 3Bed
    • 3Baths
    Greenport, NY

    One of the nicest spots on the North Fork (that's a quote from a knowledgeable local!), beautifully designer-renovated beach house. 3 bedrooms, 2.5 baths, sleeps... ...more

  • Property-4 Image 1
    House $823 / Nightly
    • 3Bed
    • 2Baths
    • (3) Exceptional
    Greenport, NY

    1 WEEK MINIMUM RENTAL MEMORIAL DAY THROUGH LABOR DAY. Friday to Friday check in/out. The backyard is a beautiful oasis complete with in ground pool (diving board... ...more

  • Property-5 Image 1
    House $1,702 / Nightly
    • 7Bed
    • 8Baths
    • (11) Exceptional
    Greenport, NY

    Gorgeous Sound-front Estate. Very private, down a long tree lined driveway, with lush organic perennial gardens, and a pretty preserved waterfront forest, on a... ...more

  • Property-6 Image 1
    House $1,516 / Nightly
    • 6Bed
    • 4Baths
    • (23) Wonderful
    Greenport, NY

    This new and welcoming colonial is situated on 3/4 of an acre, a short 2 blocks from a private and secluded beach on the Peconic Bay, facing Shelter Island.... ...more

  • Property-7 Image 1
    House $403 / Nightly
    • 3Bed
    • 1Baths
    • (3) Very Good
    Greenport, NY

    Spend your summer days in Long Island as you relax in 'Jason's Haven,' a 3-bedroom, 1-bathroom vacation rental home that sleeps 6. Nestled within the historical... ...more

  • Property-8 Image 1
    Apartment $323 / Nightly
    • 1Bed
    • 1Baths
    • (30)
    Greenport, New York

    Explore the historic seaport of Greenport Village from this recently remodeled 1-bedroom, 1-bathroom vacation rental apartment. Comfortably sleeping 2 guests,... ...more

  • Property-9 Image 1
    Apartment $267 / Nightly
    • 1Bed
    • 1Baths
    • (31)
    Greenport, New York

    Explore the charming seaside village of Greenport from this quaint 1-bedroom, 1-bathroom vacation rental apartment with sleeping accommodations for 2. Only a... ...more

  • Property-10 Image 1
    House $1,533 / Nightly
    • 4Bed
    • 3Baths
    • (24) Exceptional
    Greenport, NY

    This beautiful, one-of-a-kind beach house is located on 4 acres with a private beach spanning 1,100' on either side of the Greenport Jetty. Nearly 270 degree... ...more

  • Property-11 Image 1
    Apartment $422 / Nightly
    • 2Bed
    • 2Baths
    • (16)
    Greenport, NY

    Historic 1905 Victorian home in the heart of Greenport Village. This charming apartment on the first floor of a two family home boasts high tin ceilings and is... ...more

  • Property-12 Image 1
    House $505 / Nightly
    • 3Bed
    • 2Baths
    Greenport, NY

    Relax and bask in natures beauty in private backyard and deck. Cathedral ceilings in family room and living room. Three bedrooms, 2 baths. Central air, garage,... ...more

  • Property-13 Image 1
    Cottage $447 / Nightly
    • 4Bed
    • 3Baths
    • (13)
    Greenport, NY

    GREENPORT CONKLING PT CREEKFRONT MINT 3BR COTTAGE W/PRIME VIEWS - This cottage on a half-acre lot fronts on the pristine creek inside Conkling Point with one of... ...more

  • Property-14 Image 1
    Apartment $460 / Nightly
    • 2Bed
    • 2Baths
    • (74)
    Greenport, NY

    This rental is a first floor apartment in a legal two family home. The second floor apartment is owner occupied. 1880's Victorian with lovely antique wood... ...more

  • Property-15 Image 1
    Cottage Select Dates for Price
    • 2Bed
    • 3Baths
    • (37) Excellent
    Greenport, NY

    Seaside Greenport Village Historic District, on Long Island’s North Fork, New York. “Rose Cottage” is within the Greenport Village Historic District with water... ...more

  • Property-16 Image 1
    Condo $506 / Nightly
    • 2Bed
    • 2Baths
    Greenport, NY

    Relax in one of America's most beautiful & vibrant seaside villages. Historic Greenport is convenient to all vineyards, Shelter Island and Orient Point Ferries.... ...more

  • Property-17 Image 1
    House $568 / Nightly
    • 4Bed
    • 2Baths
    • (3) Exceptional
    Greenport, NY

    Light and spacious, newly renovated, open plan and very sociable house with pool on quiet tree lined street in Greenport, on the North Fork. Large, private,... ...more

  • Property-18 Image 1
    House $309 / Nightly
    • 2Bed
    • 3Baths
    • (10) Exceptional
    Greenport, NY

    An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and... ...more

  • Property-19 Image 1
    House $1,203 / Nightly
    • 4Bed
    • 3Baths
    • (7) Exceptional
    Greenport, NY

    The house is walking distance form the heart of town, with a lovely pool and a landscaped backyard. Master Bedroom has a king size bed and private bath. The... ...more

  • Property-20 Image 1
    Apartment $188 / Nightly
    • 4Bed
    • 2Baths
    • (10) Excellent
    Greenport, NY

    Check for Apartment B 2nd FL Availability - https://www.vrbo.com/1298694 PLEASE READ This is for a single apartment. Pricing and minimum nights may vary... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Greenport. Many accommodations in Greenport provide "Non Smoking Only", there are 63, or there are 55 of Vacation Rentals in Greenport with a "Fishing", there are also 50 with "Biking", which is another great reason to visit Greenport.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Greenport. The most expensive month of the next 12 months is in January, where prices hit an average of $396 a night. In December, prices will hit an average low of $980 per night.