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Homes for Rent in Shelter Island, NY Between $36,000 and $61,000

(1 - 15 of 224)
  1. Discover your perfect haven in this serene cul-de-sac just minutes away from a sandy bay beach and Sag Harbor Village. This exceptional home offers abundant space for hosting family and friends, complete with a cozy fireplace in the living area, a...
    Mala Sander ·9 hours ago on RealtyWW
  2. This charming Sag Harbor Village Cottage is set on 0.11 acres with 3 bedrooms, 3 full baths and separate studio with powder room. The first floor is comprised of a living room with fireplace, sitting room, den, dining room with fireplace, full bat...
    Beate Moore ·22 hours ago on RealtyWW
  3. Welcome to 30 Scrimshaw Lane! This charming 4-bed, 2-bath retreat beckons with its thoughtful layout and inviting amenities, encouraging you to embrace the iconic Hamptons lifestyle. Step inside to discover a bright and airy interior, flooded with...
    Kim Slater ·8 hours ago on RealtyWW
  4. A charming country home a stone's throw to the water for all of your boating needs. Post and beam constructed house offers plenty of space outside on the covered porches or inside for entertaining. A large gunite swimming pool surrounded by a beau...
    Theresa R. Andrew ·8 hours ago on RealtyWW
  5. Be the first to rent this charming and newly renovated Southampton Village 4 bedroom home--in Southampton Village --south of Hill Street. Located in the Rosko neighborhood between First Neck Lane and Halsey Neck Lane, enjoy quiet streets, a neighb...
    Ritchey Howe ·9 hours ago on RealtyWW
  6. This beautiful 4 bedroom home in a special bayfront enclave in Sag Harbor is steps away from the residents-only beach. Spacious 4 bedrooms and 3.5 baths on an acre of manicured grounds, with immense outdoor space for summer entertaining - think po...
    Mala Sander ·1 day ago on RealtyWW
  7. Experience the epitome of a quintessential Hamptons summer. Positioned perfectly in the coveted stretch between Sag Harbor Village and East Hampton Village, this exquisite 4-bedroom rental home offers unparalleled proximity to the finest shopping,...
    Brendan Connolly ·1 day ago on RealtyWW
  8. Welcome to your luxurious summer retreat in Southampton, where timeless elegance meets modern comfort! Nestled between the serene waters of Shinnecock Bay and Peconic Bay, this exquisite rental property offers a unique blend of tranquility and sop...
    Robert Canberg ·1 day ago on RealtyWW
  9. South of the highway, down the street from the Sagaponack School, sited on shy two acres, is this spacious renovated barn. Most of the windows and doors in all rooms face East and South offering beautiful light. There are five bedrooms in the main...
    Jane Gill ·1 day ago on RealtyWW
  10. This stunning private retreat offers a picturesque waterfront location that is ideal summer fun or relaxation. The spacious great room boasts incredible panoramic water views and opens up to a covered porch, perfect for enjoying al fresco dining. ...
    Susan Orioli, Esq. ·1 day ago on RealtyWW
  11. A new rental in the Dunes! This adorable beach cottage has a renovated kitchen and baths and backs up onto a reserve. Great layout with EIK, dining room, big bright living room, and primary separate from other bedrooms, but all on one floor. South...
    Victoria Thompson ·2 days ago on RealtyWW
  12. The interior showcases a warm color palette with soothing hues setting the tone for a relaxing summer escape. The open floor plan includes a living room and dining room leading into the gorgeous gourmet kitchen. Fit for a true epicurean chef, it i...
    John P Vitello ·1 day ago on RealtyWW
  13. THINKING ABOUT NEXT SUMMER?Make your plans now. Enjoy this water front property, with its own private beach, just steps away from the Shelter Island Yacht Club, relax watching the regatta's pass by. In close proximity to all the Heights has to off...
    M. Wein Realty Inc. ·1 day ago on LinkuRealty
  14. Beautiful Post and Beam located in sought after Landfall Association in Northwest Woods. This impressive four bedroom three bath home has soaring ceiling that spill in warm beams of light from the expansive windows. The bedrooms are cozy and restf...
    James L Blueweiss ·2 days ago on RealtyWW
  15. This south of the highway Bridgehampton home is spacious and overlooks a farm field located on a quiet cul-de-sac neighborhood which is a quick bike ride to Main Street. This Hamptons home features two master bedrooms with one upstairs that has a ...
    Jake Sinacori ·5 days ago on RealtyWW
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