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Homes for Rent in Shelter Island, NY Between $32,000 and $54,000

(1 - 15 of 239)
  1. Explore this elegant custom-built traditional home, curated by a renowned designer, nestled opposite the picturesque Gardiner's Bay with a private pathway granting direct access to the water. Step into the impeccably crafted interior boasting thre...
    Lori Lambert ·16 hours ago on RealtyWW
  2. 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 ·15 hours ago on RealtyWW
  3. This Victorian style home features a spacious living room, powder room, kitchen, breakfast and dining rooms on the main level and a great master bedroom suite including a bath with Jacuzzi plus 3 guest bedrooms and bath on the second floor. Covere...
    Peter M. Mccracken ·15 hours ago on RealtyWW
  4. This beautifully renovated three bedroom home features a large en-suite master bedroom and two additional bedrooms all located on the ground floor. The eat in kitchen opens to an open plan dining and living room. Step outside onto the south facing...
    Jennifer Wilson ·12 hours ago on RealtyWW
  5. Stunning and spacious North Fork Cedar home getaway includes open concept living with spacious kitchen, master bedroom ensuite, living room leading to backyard oasis with mahogany deck, pool, pool house, outdoor kitchen, and outdoor shower. Plenty...
    Susan M Orioli ·15 hours ago on ListedBuy
  6. Get ready to enjoy this stunning home with a private serene setting to spend your summer. Located at the end of a lovely cul-de-sac close to bay and ocean beaches. This recently renovated home features all new fine furnishings with a crisp and ope...
    Wendy Sobel-ricci ·1 day ago on RealtyWW
  7. This beautiful private 4 bedroom residence in the heart of Dune Alpin offers a beautiful setting with gorgeous views and privacy. Just steps to the private community tennis courts... situated on a dead end... so no traffic. Private primary on firs...
    Ann Ciardullo ·1 day ago on RealtyWW
  8. Situated on 2+ acres of land, surrounded by 200+ acres of reserve with miles and miles of hiking trails right out your back door. Clean and uncluttered the way a vacation home should be, this home offers a spacious second floor en-suite master wit...
    Jackie Dunphy ·1 day ago on RealtyWW
  9. Newly furnished and equipped three bedroom two bath cottage. Cozy, charming and close to the village, and ocean beaches. The bay is at the end of the street making the perfect summer getaway. After a day at the beach enjoy the outdoor shower and h...
    Howard Chesin ·2 days ago on RealtyWW
  10. Available summer 2024.... Just moments to East Hampton Village, this updated Postmodern is a welcome addition to the rental market. The entire home was just updated with refinished hardwood floors, fresh paint and all new furnishings inside and ou...
    Julie Masson ·2 days ago on RealtyWW
  11. 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 ·3 days ago on RealtyWW
  12. Have the best summer in this bright and airy traditional style home conveniently located in a beach community in Sag Harbor Village. Kitchen has 6 burner range, copper sink, large island, extra cold beverage drawers and a kegorator! Four bedrooms ...
    Carol Sharks ·5 days ago on RealtyWW
  13. Light-filled home on.61 acres in Sag Harbor, with 4 bedrooms, 3 baths, and a pool. Renovated in 2024, the home features a living room and eat-in kitchen with sliding doors that lead to a spacious deck overlooking the pool area. The first floor als...
    Jennifer Ponzini ·6 days ago on RealtyWW
  14. Also available 06/01/2023 - 07/31/2023 for $22K; 07/01/2023 - 08/31/2023 for 28K; August for $16K. This quaint, village cottage is available for sale for the very first time. Located in the heart of East Hampton village, on one of the most desirab...
    Patricia Wadzinski ·6 days ago on RealtyWW
  15. The perfect Hamptons getaway in the Estate section of Southampton Village only 3 blocks from the Little Plains Beach and walking/biking distance to the Village. Impeccably decorated with a sophisticated palette, the house is bright, spacious and p...
    Lillian Stern ·1 week ago on RealtyWW
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