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

(1 - 15 of 28)
  1. 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 ·1 week ago on RealtyWW
  2. 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 ·2 weeks ago on RealtyWW
  3. This lovely 3 bedroom and 2 bath home has been fully renovated, open living space with kitchen and dining area, sun room which leads out to deck, three bedrooms and two baths finished basement level, new solar heated pool. A great place to spend y...
    Maria Crotty ·2 weeks ago on RealtyWW
  4. Located just minutes from the heart of Shelter Island, this charming home boasts 3 bedrooms, 2 Baths, kitchen, sunroom with wood burning stove, living room and large deck, great for relaxing or entertaining, with the pool just beyond the deck. New...
    M. Wein Realty Inc. ·3 weeks ago on LinkuRealty
  5. Stylishly renovated beach house with spectacular sunrise to sunset water views on a sandy beach. Set on West Neck Harbor with 3 waterside ensuite bedrooms plus a study with convertible sofa and 4 bathrooms in all. In a lovely setting well off the ...
    Posted on RealtyWW
  6. This immaculately kept home features 4 bedrooms, 4 baths, living room, open-plan kitchen, large library/ study that can also be used as an extra bedroom, media room sound proofed. In addition there is an entertaining deck, heated salt water swimmi...
    Posted on LinkuRealty
  7. This lovely decorated home with pond views features 3 bedrooms, 2 baths, living room, new cooks kitchen, dining room, den with fireplace, spacious outdoor deck with pool. Located near Heights, beach, golf and restaurants.MD-LD: $50,000. MD-June: $...
    Posted on LinkuRealty
  8. Beautifully landscaped forultimate privacy and set behind iron gates, this new to the market rental is a must see. Crossing the threshold, one is greeted by high ceilings and natural light. Off the entry is the formal dining room, a largeliving ro...
    Posted on LinkuRealty
  9. This newly renovated contemporary with open floor plan has4 beautiful bedrooms; master suite and 2 guest rooms overlook the pool and lovely garden while another guest room is on its own floor, 2.5 baths, Den and poolside deck. 20x40 pool in privat...
    Posted on LinkuRealty
  10. This newly renovated 4 bedroom, 2 bath home's upper level boasts living area, kitchen, 3 bedrooms and full bath. Glass doors in the living area allows for water views of Peconic Bay, the kitchen glass doors invite you to enjoy the wild life on the...
    Posted on LinkuRealty
  11. This stunning 5 bedroom, 4.5 bath home has 6 acres and easy access to Dering Harbor Marina, the Shelter Island Yacht Club, Town dock, ferry, tennis, shops and restaurants in picturesque Shelter Island Heights. The house has first and second floor ...
    Posted on RealtyWW
  12. Perfect combination of new and old. Delightful great room/dining room/kitchen with fireplace and French doors to back deck, sitting room with fireplace. The second story has fabulous deck and walkway with a peek at Coecles Harbor, large master bed...
    Posted on RealtyWW
  13. This lovely beachfront cottage is perfect for your summer stay. Nicely situated on West Neck Harbor, with deep water dock and large waterside deck perfect for all summer activities. The house was freshly painted and spruced up this spring with thr...
    Posted on LinkuRealty
  14. Sited on the highest elevation on Shelter Island. This 5 bedroom contemporary home provides panoramic sunset water views from every room, including Crescent Beach and the Long Island Sound beyond. Watch sail boats glide by while swimming in a beau...
    Posted on LinkURealty
  15. Sited for southwest breezes and sunsets on a bluff overlooking Fresh Pond. This property offers privacy and tranquility. Well maintained with an open floor plan, vaulted ceilings and lots of great natural light. The main floor has a living room wi...
    Posted on LinkURealty

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