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Homes for Rent in Shelter Island, NY Between $3,000 and $5,100

(1 - 15 of 31)
  1. Stylish and comfortable 4 bed 2.5 bath house between the Ocean and Main Street, the location is perfect and moments to everything. A 3 minute walk to Amagansett Square, 8 minute walk to Indian Wells Beach. South of the highway. An open floor plan ...
    2 days ago on FavoriteRent
  2. Walk to town landing, shopping from this 4 bedroom, 4 bath country home. Spacious living room, eat-in-kitchen, enclosed porch and sunny deck with pergola and lovely gardens.August $3,800 per week.
    M. Wein Realty, Inc. ·4 days ago on LinkuRealty
  3. Our Beautifully appointed, charming, cozy village classic cottage built in 1860 is looking for long-term tenants! There are 3 bedrooms: first with queen bed, second with single bed and third with single bed and two queen beds. This property has 2 ...
    1 week ago on FavoriteRent
  4. Open floor plan with spacious outdoor and indoor dining tables. Large deck and outdoor entertainment area with pool and lounge chairs. Overlooks a farm pasture with beautiful sunsets minutes from Southampton town and beaches.
    1 week ago on FavoriteRent
  5. Recently renovated home in the heart of the North Fork Wine Country! With three bedrooms and three bathrooms 2200 sq. ft. home. The master features a large walk-in closet and a large master bath with a double sink vanity, free standing tub and lar...
    1 week ago on FavoriteRent
  6. Traditional saltbox-style home sited on nearly two acres just outside the East Hampton Village. The home features superb entertaining spaces, including a sunlit living room with fireplace, dining room, and kitchen with breakfast nook and terracott...
    Kyle Koz ·1 week ago on RealtyWW
  7. Beautiful waterfront home with well maintained dock. Come enjoy all 4 seasons on this waterfront home with a private dock to use as you please. Brand new kitchen being installed right now, this spectacular 3 bedroom, 2 bath home is ready for your ...
    Mary Binder ·2 weeks ago on RealtyWW
  8. This is a magical house. It is surrounded by woods and a pond. It is a one minute walk to Dering Harbor where the sunsets are neon pink. Upstairs, a glass room that feels like a tree house. It can be used as an additional bedroom using the day bed...
    2 weeks ago on FavoriteRent
  9. Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appo...
    Andrea (andi) Parks ·2 weeks ago on RealtyWW
  10. Beautifully restored Victorian home in the heart of Greenport Village. Fully furnished apartment on bright and sunny second floor. Private laundry, private entrance private driveway and welcoming front porch. Close to Jitney, Ferry, Train, Restaur...
    Rita Rooney ·3 weeks ago on RealtyWW
  11. This wonderful vacation home, nestled on 1.10 acres in Hay Beach, Shelter Island, offers 4 bedrooms, and 2 baths. Open floor plan, light filled kitchen, dining area, and large living room with wood burning stove. Wrap around deck with easy access ...
    Posted on LinkuRealty
  12. NEW LOWER RATES FOR 2024! Make meaningful memories in this soaring contemporary overlooking beautiful Hog Neck Bay and Corey Creek. Enjoy water views from nearly every room. Open floor living/dining area. CAC, W/D, Internet/WiFi, all utilities inc...
    Posted on RealtyWW
  13. Beautiful and inviting are words that come to mind when describing this welcoming vacation home in the charming private beach community of Paradise Shores. Only 200' to the community's private beach, and picnic area, the home has water views, 5 be...
    Posted on RealtyWW
  14. This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and ...
    Posted on RealtyWW
  15. The perfect summer spot ! Plenty of room in this beautiful home and enjoy the Reydon Shores private beach too! This comfortable home features a spacious kitchen which leads out into a grand deck for outdoor dining. There are 4 bedrooms and 3 bathr...
    Posted on RealtyWW
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