Rental Listings
Glorious Shelter Island Waterview with Pool
Priced at June ('21 - 21) $25,000; July ('21 - 21) $40,000; August(LD) ('21 - 21) $45,000; Custom (09/07/21 - 09/30/21) $25,000 Beds: 4 Baths: 3 Sq. Feet: 2337Rental Registration #19L-0077 This elevated contemporary sited on one acre overlooking the waters ... Property Details
Stately Shelter Island Bayfront with Pool and Dock
Priced at August(LD) ('21 - 21, $60k w/o LD) $70,000 Beds: 4 Baths: 4.5 Sq. Feet: 3237Rental Registration #20-L-0021. Lovely, just renovated south-facing four bedroom, three and one-half ... Property Details
Shelter Island Beach House with Pool
Priced at September (09/07/21 - 09/30/21) $10,000 Beds: 3 Baths: 2 Sq. Feet: 1424Rental Registration #19L-0116. Enjoy your summer stay at this pristine Shelter Island 3 bedroom, 2 ... Property Details
Shelter Island Water Views and Pool
Priced at MD-LD ('21 - 21) $70,000 RENTED; June ('21 - 21) $15,000 RENTED; July ('21 - 21) $25,000 RENTED; August(LD) ('21 - 21) $30,000 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 2502Rental Registration #19L-0126. Bordering golf course and with views to Gardiners Bay, this recently ... Property Details
Enchanting Shelter Island Heights Union Chapel
Priced at May ('21 - 21) $6,000; June ('21 - 21) $8,000; Custom (09/01/21 - 09/30/21) $8,000; Extended Season (10/01/21 - 10/31/21) $6,000 Beds: 3 Baths: 1.5 Sq. Feet: 1194Rental Registration #19L-0003. The homes around Union Chapel in the Heights are always in demand for ... Property Details
Shelter Island Cottage with Pool
Priced at July ('21 - 21) $16,000 RENTED; August (LD) ('21 - 21) $21,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2500Rental Registration #19S-0011. The spacious living room a fireplace and windows looking toward the ... Property Details
Shelter Island Sleek and Chic Waterfront
Priced at MD-LD ('21 - 21) $100,000 RENTED Beds: 4 Baths: 2.5 Sq. Feet: 3091Rental Registration #19L-0052. This resort-style waterfront modern offers everything you could hope ... Property Details
Stunning Shelter Island Bay Front with Dock and Pool
Priced at June ('21 - 21) $90,000; July ('21 - 21) $100,000; August(LD) ('21 - 21) $130,000 Beds: 5 Baths: 6 Sq. Feet: 6500Rental Registration #20L-0138. Simply put, Shelter Island still remains an undiscovered paradise ... Property Details
Shelter Island Sleek with Pool
Priced at May ('21 - 21) $9,000 RENTED; June ('21 - 21) $9,000 RENTED; July ('21 - 21) $20,000 RENTED; July/August(LD) (07/01/21 - 09/06/21) $45,000 RENTED; August(LD) ('21 - 21) $22,000 RENTED Beds: 3 Baths: 3 Sq. Feet: 1300Rental Registration #20-L-0032. Located within close proximity to sandy beach, this recently ... Property Details
Wades Beach Chic Cottage on the Dunes
Priced at Winter (01/01/21 - 04/30/21) $6,600; Custom (05/01/21 - 05/15/21) $7,350; Custom (05/15/21 - 05/27/21) $7,350; June ('21 - 21) $28,000; December ('21 - 21) $6,600 Beds: 3 Baths: 2 Sq. Feet: 1080Rental Registration #20L-0055. This fresh and chic beach cottage promises a fun summer on the dunes. ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at April ('21 - 21) $9,000 RENTED; May ('21 - 21) $17,000; June ('21 - 21) $20,000 RENTED; August(LD) ('21 - 21) $36,000 RENTED Beds: 4 Baths: 3.5 Sq. Feet: 2004Rental Registration #20-L-0001. This traditional with four-bedrooms, three and one-half bathrooms ... Property Details
Shelter Island Waterfront with Pool
Priced at July ('21 - 21) $30,000; August(LD) ('21 - 21) $35,000 Beds: 3 Baths: 4 Sq. Feet: 3160Rental Registration #19L-0076. Some of the most spectacular sunsets can be enjoyed from this ... Property Details
Shelter Island Blufftop with Sandy Beach
Priced at MD-LD (05/01/21 - 09/06/21) $70,000; June ('21 - 21) $20,000; July ('21 - 21) $25,000; August(LD) ('21 - 21) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1262Rental Registration #19L-0013. This long time favorite is in one of the most dramatic spots on Ram ... Property Details
Shelter Island Close Proximity to Beach
Priced at Year Round (09/08/20 - 09/08/21) $52,000 RENTED Beds: 4 Baths: 2 Sq. Feet: 1457Rental Registration #20-L-0002. This fresh Silver Beach cottage, located within close proximity to ... Property Details
Waterfront Contemporary with Pool on Shelter Island
Priced at MD-LD ('21 - 21) $110,000 RENTED; June ('21 - 21) $25,000 RENTED; June/July ('21 - 21) $75,000 RENTED; July ('21 - 21) $45,000 RENTED; August(LD) ('21 - 21) $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
Classic and Chic on Shelter Island
Priced at November ('21 - 21) $10,000; December (21 - 21) $10,000; Winter (01/01/22 - 04/30/22) $32,000 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 June ('21 - 21) $18,000 RENTED; July ('21 - 21) $25,000 RENTED; August ('21 - 21) $26,000 RENTED; Custom (09/07/21 - 09/17/21) $10,000 RENTED Beds: 4 Baths: 4 Sq. Feet: 3280Rental Registration #19L-0106. Within close proximity to a wide sandy bay beach, this pristine four ... Property Details
Lush and Lovely Shelter Island with Pool
Priced at June ('21 - 21) $14,000 RENTED; August(LD) ('21 - 21, w/o LD $35k) $38,000 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 Two Weeks (06/01/21 - 07/31/21) $10,875 RENTED; June ('21 - 21) $14,250 RENTED; Custom (06/01/21 - 09/06/21) $41,500 RENTED; July ('21 - 21) $17,000 RENTED; July/August (07/01/21 - 09/06/21) $32,250 RENTED; August(LD) ('21 - 21) $19,500 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 ('21 - 21) $20,000 RENTED Beds: 3 Baths: 3 Sq. Feet: 2200Shelter Island, NY Vacation Rental Rental Registration #19S-0012. This sun filled traditional is ... Property Details
