$12,000 Per Month
6 Community Dr, Shelter Island, NY 11964
Property Id: 2533314Beautifully renovated and refurnished 3 bedroom 1 bath home with central air, washer/dryer & outdoor shower within a stone's throw to West Neck Bay and community dock. Perfect spot for entertaining on warm summer nights with a spacious yard, deck, fire pit, grill & outdoor furniture.Available July $12,000; August $13,000; Aug-LD $14,000; Extended Season
(631) 994-1841
$15,000 Per Month
24 Worthy Way, Shelter Island, NY 11964
Property Id: 2474336Perfect summer rental. A 3BR, 2BA Ranch that has been recently renovated. Large backyard deck for outside dining, close to beaches. EV Level 2 charging outlet. Available July $15,000; August $16,000.
(631) 449-7983
$10,000 Per Month
6 Crab Creek Rd, Shelter Island, NY 11964
Property Id: 2474324Many updates with great rental rates. Open floor plan, beautiful sunlit enclosed porch, entertaining deck overlooking quiet grassy yard, and outdoor shower to rinse off from coming from the sandy beach close by. There are 3BR, master with brand new bathroom, and an additional full bathroom, and finished basement. June $7,000; July $10,000; June-July $15,000. Short term
(631) 459-4426
$20,000 Per Month
9 Johnston Rd, Shelter Island, NY 11964
Shelter Island 4 Bedroom Cottage with Gunite Pool and Hot TubAn enchanting mid-century cedar-shake ranch with a new heated Gunite pool, separate outdoor hot tub, outdoor shower, cedar deck, pea-gravel driveway, hammock, and propane bbq grill. Four bedrooms and two full baths. The house has a breezy nautical theme and a large record collection with great four-speaker sound and an upright
Isaac Halpern Brown Harris Stevens Hamptons
$110,000 Per Month
24 Stearns Point Rd, Shelter Island Heights, NY 11965
Privately elevated at the end of a long driveway sits a stunning modern home, Clearhouse. With timeless architectural planning by SP design the home is dramatically raised on a central plinth and cantilevers horizontally with floor to ceiling windows and sliding glass doors to create the ultimate indoor/ outdoor modern luxury living. Clearhouse offers one of the single greatest vistas on the east
$12,000 Per Month
4 Glynn Dr, Shelter Island, NY 11964
This Shelter Island home is the kind of summer rental people wait all year to find-turnkey, stylish, and effortlessly comfortable. Recently renovated and designer-furnished, the home is ready for immediate enjoyment. Bright, sun-filled interiors and multiple inviting living spaces create an easy flow for summer living, whether it's slow mornings with coffee, afternoons by the pool, or relaxed
Joseph Van Asco Douglas Elliman Real Estate
$70,000 Per Month
8 Chequit Ave, Shelter Island Heights, NY 11965
Modern design meets coastal enchantment. A beautiful waterfront retreat, built partially over the water in the coveted Shelter Island Heights enclave. This modern boathouse-style home, c.1920, offers 3 beautifully spaced bedrooms, including one with a mesmerizing glass-bottom floor revealing the harbor below, and 3 bathrooms. Meticulously renovated by its designer-owner, the home exudes a refined
$54,000 Per Month
4 Ivy Place, Shelter Island, NY 11964
$4,500 monthly (YEAR-ROUND RENTAL) Located in Hay Beach, this year round furnished rental is available and fully furnished. 3 bedrooms and 2 full baths is located in the beautiful area of Hay Beach, just 2 minutes from Gardiners Bay Country Club. Large living room with fireplace and sliders out to the large awning covered deck. Large loft area off the living room could serve as an office area of
Sheri Winter Parker Corcoran
$8,700 Per Month
59 Peconic Ave, Shelter Island, NY 11964
Classic Cape Cod Retreat Near Shell BeachEnjoy summer on Shelter Island in this charming Cape Cod–style home with tranquil water views just across the street and easy access to one of the island’s most popular beaches. Located less than half a mile from Shell Beach, this 4-bedroom, 3-bath home is set in a friendly, sought-after summer community.The bright, open living and dining area
Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty
$7,500 Per Month
42 N Menantic Rd, Shelter Island, NY 11964
Escape to Tranquility Base, a light-filled modern retreat where timeless mid-century style meets today’s elevated comforts. Thoughtfully renovated and expanded, this 4-bedroom, 2.5-bath home is surrounded by lush, landscaped grounds and designed for seamless indoor–outdoor living—thanks to five sliding glass doors that open to a heated gunite pool and expansive entertaining deck.Enjoy the
Jeanmarie Bay William Raveis New York LLC
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