Rental Search
Currently Available Shelter Island, NY Homes and Apartments for Rent
Welcome to Shelter Island — a place where time slows down and nature takes center stage. Accessible only by ferry, this rare island community offers a level of peace, pr...
- 4 Beds
- 4 Baths
- 1016666 MLS
Welcome to 23 Osprey Road, Shelter Island-a beautifully renovated retreat offering privacy, tranquility, and the best of island living. Available for summer or year-round...
- 4 Beds
- 4 Baths
- 1010703 MLS
Shelter Island 4 Bedroom Cottage with Gunite Pool and Hot Tub An enchanting mid-century cedar-shake ranch with a new heated Gunite pool, separate outdoor hot tub, outdoor...
- 4 Beds
- 2 Baths
- 986092 MLS
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-furnish...
- 4 Beds
- 3 Baths
- 975096 MLS
Classic Cape Cod Retreat Near Shell Beach Enjoy summer on Shelter Island in this charming Cape Cod–style home with tranquil water views just across the street and easy ac...
- 4 Beds
- 3 Baths
- 965707 MLS
Rental is Available in 2026: August $75,000. Located in our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long p...
- 4 Beds
- 4 Baths
- 945334 MLS
Discover the perfect island getaway in this spacious 4-bedroom, 2-bathroom home tucked away on a large, serene lot. Surrounded by mature landscaping, the property feature...
- 4 Beds
- 2 Baths
- 940124 MLS
$4,200 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 ...
- 3 Beds
- 2 Baths
- 924903 MLS
Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end o...
- 6 Beds
- 5 Baths
- L3414136 MLS
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.