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Homes for Rent in Shelter Island, NY Between $38,000 and $65,000

(1 - 15 of 260)
  1. Located in the heart of East Hampton on Three Mile Harbor, this traditional cedar-shingle home will be the perfect setting to experience the best summer has to offer. Sited on 1 acre with 2, 280 +/- sq. ft. of luxurious living space across 2 level...
    Brendan Connolly ·7 hours ago on RealtyWW
  2. Discover a serene waterfront haven in an exclusive beach community with this magnificent 4-bedroom, 3.5-bathroom home situated at the end of a private road. Nestled amidst stunning natural surroundings, including breathtaking water views on 3 side...
    Charles Forsman ·8 hours ago on RealtyWW
  3. Located under a mile from the heart of East Hampton Village, this turnkey residence is set on.24 +/- manicured acres. With a full gut renovation in 2021, the home presents brand new interiors across two levels of living space. The mid-century aest...
    Hedgerow Exclusive Team ·9 hours ago on RealtyWW
  4. Welcome to the ultimate Hamptons vacation destination! This luxurious, furnished home boasts six bedrooms and four bathrooms, ensuring plenty of space for all of your guests. The dining room and expansive living room are perfect for entertaining, ...
    Christopher Ritchey ·10 hours ago on RealtyWW
  5. Sprawling Hamptons home located at the nexus of four treasured golf courses (Including Shinnecock (home of the 2018 Open), Sebonack, National and Southampton. The home features an open floor plan, a newly renovated Chef's kitchen, dining, living a...
    Jake Sinacori ·8 hours ago on RealtyWW
  6. Rental Registration #: 16-1633 A thoughtful blend of traditional style and modern convenience, the downstairs features a great room with a wood-burning fireplace and gourmet kitchen, family/television room, formal dining room and mud/laundry room ...
    Tyler Q. Mattson ·8 hours ago on RealtyWW
  7. This well-appointed bright and airy home located on an idyllic cul-de-sac with water access to Three Mile Harbor is the ideal summer getaway. Featuring four bedrooms and three bathrooms along 3, 000 +/- sq. ft. of living space, this beautifully fu...
    Cassandra Esposito ·9 hours ago on RealtyWW
  8. Spend a few weeks in unparalleled privacy this summer in this contemporary haven, surrounded by tall trees and nestled close to East Hampton village. Set amidst serene surroundings, this wonderful home offers an oasis of tranquility. Boasting four...
    William R. Williams ·8 hours ago on RealtyWW
  9. Also available: Winter 11/1/23 - 4/30/2024 for $3, 800 Newly renovated and furnished in a laid back beach style, this adorable cottage located in Southampton Cove is the perfect getaway. Located across the street from the neighborhood marina, enjo...
    Marilyn Clark ·10 hours ago on RealtyWW
  10. Located on a quiet cul-de-sac nestled along Northwest Harbor and just a stones throw away from the bay beach, this newly refreshed gated residence includes 4 bedrooms and 3 full bathrooms throughout 2 levels of interiors. All new landscaping is cu...
    Hedgerow Exclusive Team ·10 hours ago on RealtyWW
  11. Located on a peaceful street just minutes away from the heart of East Hampton Village, this stylishly furnished five bedroom traditional home provides an incredible place to call home for the summer. The first floor offers a double height living r...
    Heather L Saskas ·10 hours ago on RealtyWW
  12. Be the first to enjoy this newly renovated and newly furnished classic Hamptons home this Summer. You will be oh so close to East Hampton Village and all the best beaches, dining and shops, while right across the street from a serene nature preser...
    Charlene Wilkinson ·8 hours ago on RealtyWW
  13. Exquisite brand new 2022-built estate in a prime South of the Highway location! This exceptional offering in the heart of Southampton Village is unique and near it all, just 2 blocks to Main Street and 6.5 blocks to the ocean. The rare compound se...
    The Corcoran Group - Southampton ·8 hours ago on RealtyWW
  14. Journey down a scenic drive to find this recently renovated two-story traditional home designed by renowned architect Frank Hollenbeck. Set on.35 acres with a historic 1900's barn, this residence offers easy access to Egypt Lane, Main Street, and ...
    James E. Petrie ·9 hours ago on RealtyWW
  15. This newly renovated 4 bedroom home, situated on a spacious ~1.5 acres in the very desirable Hands Creek Farm community, is the perfect summer escape. You will be oh so close to East Hampton Village but in a lovely, private and quiet community - s...
    Charlene Wilkinson ·11 hours ago on RealtyWW
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