Southampton: Vacation Rental By Owner

Showing 20 Of 207 Vacation Rentals
  • Property-1 Image 1
    House Select Dates for Price
    • 5 Bed
    • 3 Baths
    • (7) Wonderful
    Southampton, NY

    This is an ideal house for entertaining with an open kitchen built for cooking but made for guests. Dining room, which seats 10 and kitchen both open up to front... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 6 Bed
    • 6 Baths
    Southampton, NY

    As you walk through the front door into the foyer, you will see the beautiful open plan kitchen with island and stove on the centre island wonderful for social... ...more

  • Property-3 Image 1
    House $609 / Nightly
    • 4 Bed
    • 3 Baths
    • (7) Exceptional
    Southampton, NY

    Your private Southampton retreat awaits at this charming home nestled in a lush, tree-lined garden. This 4-bed, 3-bath vacation rental is well-appointed with... ...more

  • Property-4 Image 1
    House $1,393 / Nightly
    • 4 Bed
    • 3 Baths
    • (9) Wonderful
    Southampton, NY

    Gorgeous four large bedrooms, three full-bath home, beautifully appointed, surrounded by woods for total privacy. Available to rent for summer and year round.... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 3 Bed
    • 3 Baths
    Southampton, NY

    New to market!! Immaculately updated in 2019, this freshly painted and furnished home in Southampton Shores has something for everyone. This centrally located... ...more

  • Property-6 Image 1
    House $359 / Nightly
    • 3 Bed
    • 4 Baths
    • (39)
    Southampton, NY

    Beachy, casual, feel-good house in Southampton is conveniently located at "The Gateway" to Southampton. Lovely water views from main living area & deck, plus a... ...more

  • Property-7 Image 1
    House Select Dates for Price
    • 6 Bed
    • 6 Baths
    Southampton, NY

    Enjoy an exquisite retreat on a secluded five-acre estate surrounded by open farm fields and vineyards. Southampton Supreme offers guests luxury and leisure in... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 5 Bed
    • 4 Baths
    Southampton, NY

    Get the family together and enjoy a fabulous vacation in Southampton. The Little Plains Cottage is perfect for a family gathering, offering plenty of room and... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 4 Bed
    • 3 Baths
    • (3) Exceptional
    Southampton, NY

    Stress, to-do lists, and deadlines don't get an invitation to Wooley Beach House! Sometimes it takes a simple, no-nonsense vacation getaway to put everything back... ...more

  • Property-10 Image 1
    House Select Dates for Price
    • 5 Bed
    • 3 Baths
    • (7) Exceptional
    Southampton, NY

    Stand on the sun-warmed tiles surrounding the heated backyard pool, the smell of steaks wafting from the stainless-steel grill on the back porch while the kids... ...more

  • Property-11 Image 1
    House Select Dates for Price
    • 3 Bed
    • 3 Baths
    Southampton, NY

    Enjoy tranquility at Tuckahoe Ranch, a craftsman-style red brick and white wood panel ranch house on a tree-lined property. Located 1/2 miles from the Shinnecock... ...more

  • Property-12 Image 1
    House Select Dates for Price
    • 5 Bed
    • 7 Baths
    • (1) Exceptional
    Southampton, NY

    Palatial glass doors welcome you inside Moses Lane Escape, a charming 1940s home updated with eco-friendly geothermal heat, solar panels, and a striking... ...more

  • Property-13 Image 1
    House Select Dates for Price
    • 5 Bed
    • 5 Baths
    • (17) Exceptional
    Southampton, NY

    Winter Way Spacious Southampton Escape, Mins. from Town, Private Pool, Sunny and Open Living 5BR/4.5BA, Elegant Design, Chef's Kitchen, Lush Landscaping, Near... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 9 Bed
    • 8 Baths
    • (29)
    Southampton, NY

    For more than 20 years, visitors to Southampton checked into this well-loved bed & breakfast. Now, you can rent the entire home as a single property for groups of... ...more

  • Property-15 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    • (2) Exceptional
    Southampton, NY

    With sunshine streaming through numerous windows, a light breeze in the air, and a sense of peace on the bay right outside your back door, you ll feel totally at... ...more

  • Property-16 Image 1
    House Select Dates for Price
    • 4 Bed
    • 4 Baths
    • (2) Exceptional
    Southampton, NY

    Families on the lookout for a vacation rental catering to kids, while still serving up the perfect respite for adults, look no further. Part playground, part... ...more

  • Property-17 Image 1
    Cottage $711 / Nightly
    • 5 Bed
    • 3 Baths
    • (7) Wonderful
    Southampton, NY

    Main House: 5 Bedroom, 3 Full Baths - Sleeps 9+ Situated across from picturesque Wooleys Pond in the highly desirable, very private Southampton Shores, on the... ...more

  • Property-18 Image 1
    House $1,259 / Nightly
    • 6 Bed
    • 6 Baths
    • (1) Exceptional
    Southampton, NY

    Over-sized, close to Southampton Village very Private property. Cooper's Beach (rated one the World's TOP TEN) is just a short bike or car ride away. This is a... ...more

  • Property-19 Image 1
    House Select Dates for Price
    • 3 Bed
    • 2 Baths
    Southampton, NY

    Gegan Contemporary NEW LISTING: Open-plan raftered home with beautiful outdoor space 3BR/2BA w/ Heated saltwater pool, charcoal grill This beautiful raftered... ...more

  • Property-20 Image 1
    House Select Dates for Price
    • 5 Bed
    • 3 Baths
    Southampton, NY

    Charming on Moses New Listing: Close to Village and Beaches, Recently Renovated, w/ Heated Pool 5BR/3BA Immaculate, Renovated, w/ Heated Pool, Walk to Village or... ...more

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Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Southampton. Many accommodations in Southampton provide "Non Smoking Only", there are 336, or there are 296 of Vacation Rentals in Southampton with a "Pool - Spa", there are also 265 with "Children Welcome", which is another great reason to visit Southampton.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Southampton. The most expensive month of the next 12 months is in July, where prices hit an average of $575 a night. In June, prices will hit an average low of $622 per night.