Rental Listings
Waterfront Contemporary with Pool on Shelter Island
Priced at MD-LD ('20 - 20) $110,000 RENTED; June ('20 - 20) $25,000 RENTED; June/July ('20 - 20) $75,000 RENTED; July ('20 - 20) $45,000 RENTED; August(LD) ('20 - 20) $45,000 RENTED Beds: 4 Baths: 3.5 Sq. Feet: 3500Shelter Island Home for Rent Rental Registration #19L-0018. Phenomenal views of Gardiner's Bay ... Property Details
Shelter Island Hilltop Saltbox with Pool
Priced at MD-LD ('20 - 20) $40,000 RENTED; June ('20 - 20) $10,000 RENTED; July ('20 - 20) $14,000 RENTED; August(LD) ('20 - 20) $16,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2900Rental Registration #20S-0002. This four-bedroom, three-bath, colonial-style saltbox with central ... Property Details
Shelter Island Dering Harbor Waterfront with Dock and Pool
Priced at MD-LD ('20 - 20) $125,000 RENTED; July/August(LD) ('20 - 20) $110,000 RENTED; July ('20 - 20) $60,000 RENTED; August(LD) ('20 - 20) $70,000 RENTED Beds: 4 Baths: 3.5 Sq. Feet: 2300Rental Registration #20-L-0009. This traditional on a slight hill has incredible sunset views onto ... Property Details
Classic and Chic on Shelter Island
Priced at Custom (07/15/20 - 08/15/20) $18,000; August(LD) ('20 -20) $20,000; Custom (08/01/20 - 08/15/20) $12,000 Beds: 4 Baths: 3 Sq. Feet: 2618Rental Registration #20L-0122. Stylish and spacious, with an interesting mix of old world ... Property Details
Shelter Island Modern Close to Beach
Priced at July ('20 - 20) $24,000 RENTED; Custom (08/01/20 - 08/14/20) $26,000; Extended Season (09/08/20 - 09/30/20) $10,000; Winter (10/01/20 -10/31/20) $10,000 Beds: 4 Baths: 4 Sq. Feet: 3280Rental Registration #19L-0106. Within close proximity to a wide sandy bay beach, this pristine four ... Property Details
Historic Shelter Island
Priced at MD-LD ('20 - 20) $24,000 RENTED Beds: 4 Baths: 2.5 Sq. Feet: 2445Rental Registration #19L-0102. The former Shelter Island library has been renovated to include four ... Property Details
Lush and Lovely Shelter Island with Pool
Priced at August ('20 - 20) $35,000 RENTED Beds: 4 Baths: 4 Sq. Feet: 2424Rental Registration #20-L-0129. Located a half block from sandy beach, this deer free property has ... Property Details
Shelter Island Sunset Cottage
Priced at July ('20 - 20) $12,250 RENTED; August(LD) ('20 - 20) $14,250 RENTED Beds: 4 Baths: 1.5 Sq. Feet: 1456Rental Registration #20-L-0004. This delightful water view cottage is a stone's throw from Sunset ... Property Details
Shelter Island Traditional with Deep Water Dock
Priced at July ('20 - 20) $20,000 RENTED; August(LD) ('20 - 20) $25,000 RENTED Beds: 3 Baths: 3 Sq. Feet: 2200Shelter Island, NY Vacation Rental Rental Registration #19S-0012. This sun filled traditional is ... Property Details
Shelter Island Water View Cottage
Priced at August(LD) ('20 - 20) $6,500 RENTED Beds: 2 Baths: 2 Sq. Feet: 1355Shelter Island Heights Vacation Rental Rental Registration #19L-0028. This cottage, located in ... Property Details
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at June ('20 - 20) $5,000 RENTED; July/August(LD) ('20 - 20) $14,500 RENTED; July ('20 - 20) $6,000 RENTED; August(LD) ('20 - 20) $9,000 RENTED Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #19L-0105. New to the rental market! This well maintained, sunny cottage is ... Property Details
Hilltop Traditional with Pool Close Proximity to Beach
Priced at July ('20 - 20) $25,000 RENTED; August(LD) ('20 - 20) $35,000 RENTED Beds: 3 Baths: 2 Sq. Feet: 2962Rental Registration #20-L-0086. Located within close proximity to Sunset Beach, ferry and golf, this ... Property Details
Freshly Renovated Shelter Island Cottage on Golf Course
Priced at Y/R (09/03/19 - 10/03/20) $3,000 RENTED Beds: 2 Baths: 2 Sq. Feet: 1888Shelter Island Cottage for Rent Rental Registration #19L-0039. This delightful cottage has just ... Property Details
Shelter Island Pristine Waterfront Compound with Pool and Dock
Priced at April ('20 - 20) $45,000 RENTED; Two Weeks (05/01/20 - 05/22/20) $22,500 RENTED; June ('20 - 20) $75,000 RENTED; July ('20 - 20) $87,000 RENTED; Custom (08/24/20 - 09/07/20) $43,400 RENTED; Two Weeks (09/08/20 - 09/30/20) $37,500 Beds: 5 Baths: 5 Sq. Feet: 3000Rental Registraton #19L-0058. In one of the most pristine natural settings on Shelter Island, ... Property Details
Quaint and Convenient Shelter Island
Priced at June ('20 - 20) $7,000 RENTED; Two Weeks (07/01/20 - 07/14/20) $4,000 RENTED; Custom (08/15/20 - 09/07/20) $4,500; Custom (09/01/20 - 09/30/20) $6,500; Winter (10/01/20 - 10/31/20) $5,000 Beds: 2 Baths: 2 Sq. Feet: 892Rental Registration #19L-0045. A delightful two-bedroom, two-bath cottage in Shelter Island's ... Property Details
Iconic 1884 Shelter Island Heights Seacoast Estate
Priced at Custom (09/08/20 - 09/30/20) $25,000 Beds: 7 Baths: 8 Sq. Feet: 7165Shelter Island Sound Estate for Rent Rental Registration ##19L-0022. This 1884 Queen Anne style ... Property Details
Shelter Island Heights Contemporary
Priced at Two Weeks (08/24/20 - 09/07/20) $9,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #19L-0114. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Shelter Island Spacious Traditional with Pool
Priced at Weekly (07/11/20 - 07/18/20) $10,000 RENTED; Weekly (07/25/20 - 08/01/20) $10,000 RENTED; Weekly (08/01/20 - 09/07/20) $11,000 RENTED; Cabana: Two Weeks (08/02/20 - 08/16/20) $24,000 RENTED; Two Weeks (08/16/20 - 09/07/20) $32,000 RENTED; Weekly (08/16/20 - 09/07/20) $11,000 RENTED Beds: 7 Baths: 6.5 Sq. Feet: 5643Rental Registration #'s 022-2017 / 19S-0010. First offering! This stunning traditional located a ... Property Details
Summer Beach Cottage on Shelter Island
Priced at July/August(LD) ('20 - 20) $15,000 RENTED; Two Weeks (07/01/20 - 09/07/20) $5,000 RENTED Beds: 2 Baths: 1 Sq. Feet: 700Shelter Island Summer Beach Cottage for Rent Rental Registration #19L-0029. Located within close ... Property Details
Immaculate Country Cottage
Priced at Two Weeks (08/01/20 - 08/14/20) $12,000 RENTED; Custom (09/01/20 - 09/30/20) $7,500; Winter (10/01/20 - 05/01/21) $3,000; Custom (10/01/20 - 11/30/20) $11,000 Beds: 3 Baths: 2 Sq. Feet: 2500Rental Registration #19H-0005. Under the shade of a canopy of trees down a country lane, a sweet ... Property Details
