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Homes for Rent in Shelter Island, NY

(1 - 15 of 990)
  1. Indulge in the ultimate lifestyle with panoramic views of Peconic Bay and stunning sunsets from this charming 3-bedroom, 2-bathroom clean cape. Nestled on a picturesque cliffside, this serene abode offers unparalleled tranquility and natural beaut...
    John Christopher ·46 minutes ago on RealtyWW
  2. All hands should be on deck to see the expansive views from this contemporary beach house right on the edge of Three Mile Harbor. Crisp white interiors enhance the sun-splashed open living plan including great room with fireplace, efficient kitche...
    Jackie Dunphy ·58 minutes ago on RealtyWW
  3. Conveniently set only a few blocks from Bridgehampton town, this traditional Hamptons home is ready to be rented this summer. Pull into the stone, semi-circle driveway and you can tell this is a home that has been cared for diligently. The lot its...
    Hedgerow Exclusive Team ·12 hours ago on RealtyWW
  4. This modern chic home in Sag Harbor is a summer perfect getaway. Located right in the village down a private driveway, the professionally-curated interior boasts an open-floor plan uniting the living room, dining room, and kitchen in one grand spa...
    Terry Cohen ·2 hours ago on RealtyWW
  5. Take advantage of the opportunity to rent a newly furnished three-bedroom home on a sprawling 2.65-acre property adjacent to a serene nature preserve in Bridgehampton. Exterior features include a gunite heated pool and meticulous grounds. This idy...
    Hedgerow Exclusive Team ·26 minutes ago on RealtyWW
  6. Prime Location Alert! Renovated to perfection, this quintessential Farmhouse (circa 1859) has it all! Boasting character and charm like no other, features include 4 bedrooms, 3 bathrooms and wonderful entertaining spaces throughout. The first floo...
    Evan R. Kulman ·13 hours ago on RealtyWW
  7. Get away from it all and enjoy the perfect simplicity and serenity of this lovely, light filled 2 bedroom, 3 bath home located near South Ferry with easy access to the Hamptons and a brand new pool. The lovely open floor plan features a living roo...
    Gina Surerus ·59 minutes ago on RealtyWW
  8. Peacefully perched on a hill in Sag Harbor, this gorgeous newly constructed home has been artfully realized for an unforgettable and luxurious Hamptons summer. Upon arrival, you are surrounded by sunlight, unobstructed by the home's prominent use ...
    Jeanmarie Braat ·13 hours ago on RealtyWW
  9. Lovely Spacious Colonial Just Down The Road from 3 LI Sound Beaches. Main Floor Primary En-suite with private Side Entrance. 4 Bedroom, 3.5 Baths, All Hardwood Floors. July $17, 000, August to Labor Day $24, 000, September $12, 000. For more deta...
    Kate .carpluk ·14 hours ago on RealtyWW
  10. Located just minutes from the hamlet of Bridgehampton and it's world class ocean beaches, adjacent to historic Main Street shopping and restaurants is this exceptionally immaculate Gambrel style home ready for summer 2024 occupancy. Available for ...
    Christian Lipp ·12 hours ago on RealtyWW
  11. Charming Sag Harbor home bordering the long pond Greenbelt is proximate to both Sag Harbor Village and Sagg Main Beach. Features include an open living/dining/kitchen area, large deck and a new 45 foot long heated gunite swimming pool. There is a ...
    Merle Buff ·2 hours ago on RealtyWW
  12. Centrally located between Bridgehampton and Sag Harbor village, this light-filled modern home is the ideal summer getaway. The massive great room and dining area with French doors leading to the outdoor terrace and the large gourmet kitchen with s...
    Adriel A. Reboh ·1 hour ago on RealtyWW
  13. Two Weeks $30, 000 A short ride from ocean beaches and Bridgehampton Main Street, this bright and beachy recently renovated 4 bedroom shingled traditional has a voluminous open floor plan with gourmet kitchen and outdoor spaces abound to enjoy the...
    Dana Trotter ·1 hour ago on RealtyWW
  14. With a prestigious location on Dune Road, this stunning modern estate boasts 176 +/- feet of ocean frontage and showcases 360-degree ocean and bay views. Set on 1.65 +/- acres, this newly constructed residence was designed by Mark C. Matthews Arch...
    Hedgerow Exclusive Team ·47 minutes ago on RealtyWW
  15. Nestled in the very cozy North Sea Beach Colony, sits this 2 bedroom, 1 bath cottage, perfect for a lazy summer getaway near a Southampton bay beach. This clean and private cottage comes with beach rights to Peconic Bay. 2 Bedrooms, living room, a...
    Robert Florio ·12 hours ago on RealtyWW
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