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Homes for Rent in Shelter Island, NY

(1 - 15 of 1,014)
  1. This gorgeous off season rental in Sag Harbor Village has plenty of Hamptons charm and character. Complete with 3 bedrooms, 2 full baths, and 1, 544 +/- sq. ft. of living space. A warm and inviting living room and family room are perfect for relax...
    Jane Gill ·5 hours ago on RealtyWW
  2. Spacious 2nd. Floor apartment in this two-family home in a prime location, 163 N. Main Street in East Hampton! This stunning property is situated on a sprawling.61 acre lot, just minutes away from the village and transportation. This property feat...
    Crystalyn Hummel ·14 hours ago on RealtyWW
  3. In the heart of East Hampton Village, this charming 3 Bed / 2 Bath ranch is located near village shops, restaurants, movies, Guild Hall, train, Jitney and ocean beaches. The home is flooded with natural light, features updated kitchen and baths, a...
    Steven Zellman ·12 hours ago on RealtyWW
  4. Rental Permit # 0966Fantastic home set directly on Great Pond and a block (975 feet) from Kenney's Beach with restaurant Little Fish just around the corner. This bright 3 bedroom and 2 full bathroom, with a 3 season room all window porch home has ...
    Alexander Aquino ·17 hours ago on RealtyWW
  5. Beach house with a modern farmhouse feel! Down the street from Founders Landing Beach, close to town and restaurants. Great location, open floor plan, perfect summer retreat! For more details: https://realtyww.info/homes_southold-d525677/for-rent...
    Erin P Kaelin ·4 hours ago on RealtyWW
  6. Sag Harbor Village 1850 whaling era cottage, recently renovated from top-to-bottom with all modern fittings inside a historic structure. The home has beautiful wood floors, marble baths, stainless steel appliances, elegant moldings and large windo...
    Michael Brennan ·4 hours ago on RealtyWW
  7. This 3 bedroom, 2 bathroom cottage in the desirable hamlet of Amagansett is close to it all. Close proximity to world class beaches, restaurants, nightlife and Amagansett Square. Call today to make your summer plans! For more details: https://rea...
    Julie Gauger ·12 hours ago on RealtyWW
  8. Experience quintessential Wainscott living at this stunning beach compound that is one of the very few original multi-generational Wainscott properties. Nestled close to one of the most private beaches, and abutting reserve, this historic property...
    The Breitenbach Advisory Team ·12 hours ago on RealtyWW
  9. Just minutes from Southampton Village sits this newly decorated and completely updated cottage with 3 bedrooms, two full baths, central air, wood burning fireplace, two decks and outdoor shower and brand new heated pool. Simple, clean and cozy. [[...
    Mary Slattery ·16 hours ago on RealtyWW
  10. Equidistant between East Hampton and Sag Harbor lies this classic Hampton traditional. This 4000 +/- sq ft home is perfectly situated on 1.39 acres of property with an adjoining 125 acres of preserve with multiple trail heads within walking distan...
    Tyler Q. Mattson ·15 hours ago on RealtyWW
  11. Gated Estate on Old Northwest Road in East Hampton with Seven Bedrooms, Pool House, Gym, Spa, Theater, Outdoor Kitchen....and PICKLEBALL, really. Available for Annual rental and/or Summer 2024. Completed by revered home builder, Phillip Kouffman, ...
    Ann Ciardullo ·17 hours ago on RealtyWW
  12. An incredible property with everything you need for a fantastic summer vacation. This 5-6 bedroom, 5 bath home features a spacious, open living room with fireplace, dining area, charming eat-in country kitchen, media room, waterview deck, wrap bri...
    Gina Surerus ·17 hours ago on RealtyWW
  13. Full house to be staged by ZZ Driggs. Introducing Goose Creek, a revitalized 14-acre +/- Waterfront Estate. Nestled along 827 ft. of water frontage, this exquisite property offers breathtaking vistas of Georgica Pond and the Atlantic Ocean. As you...
    James E. Petrie ·14 hours ago on RealtyWW
  14. This charming home in the Clearwater area of Springs, a private community, offers a perfect place to relax and recreate. The house features 3 Bedrooms, 2 baths, a living room, dining area, kitchen and a family room. Relax on the deck or sit by the...
    Demi Reichart ·1 day ago on RealtyWW
  15. This Southampton traditional residence located on one acre on a quiet cul-de-sac is just one mile from Southampton Village. This tastefully renovated home features 4 bedrooms, 3 bathrooms, large living room, dining room, den with fireplace that op...
    Holly Hodder ·2 days ago on RealtyWW
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