Rental Listings
Shelter Island Waterfront with Deepwater Dock and Pool
Priced at Two Weeks (06/01/22 - 06/30/22) $18,000; Custom (08/15/22 - 09/05/22) $45,000; September (09/06/22 - 09/30/22) $30,000 Beds: 6 Baths: 4.5 Sq. Feet: 3157Rental Registration# 20-L-0011. This classic 1860's waterfront home evokes the grand estates ... Property Details
Enchanting Shelter Island Heights Union Chapel
Priced at May ('22 - 22) $6,000; Custom (06/01/22 - 06/15/22) $5,000 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 Sweet Cottage
Priced at Weekly (07/01/22 - 07/31/22) $3,850 Beds: 3 Baths: 2 Sq. Feet: 1465Rental Registration #19S-0016. This cottage has recently been renovated and is conveniently located ... Property Details
Ram Island Beach House with Sandy Beach and Dock
Priced at MD-LD ('22 - 22) $70,000; June ('22 - 22) $20,000; July ('22 - 22) $25,000; August (LD) ('22 - 22) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1842Rental Registration #19L-0037. Feel at one with the sea at this newly renovated Beach House located ... Property Details
Quaint Shelter Island Cottage
Priced at August ('22 - 22) $45,000 Beds: 3 Baths: 2 Sq. Feet: 2173Rental Registration #2022-L-0050. This beautiful and unique home on 3 + acres offers a very private ... Property Details
Stunning Shelter Island Bay Front with Dock and Pool
Priced at August(LD) ('22 - 22, w/o LD $115k) $130,000 RENTED 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 ('22 - 22) $15,000; June ('22 - 22) $15,000; July ('22 - 22) $35,000 RENTED; August(LD) ('22 - 22) $35,000 Beds: 2 Baths: 3 Sq. Feet: 1300Rental Registration #20-L-0032. Located within close proximity to sandy beach, this recently ... Property Details
Shelter Island Sleek with Pool
Located within close proximity to sandy beach, this recently renovated split level offers expansive ... Property Details
Wades Beach Chic Cottage on the Dunes
Priced at Custom (05/01/22 - 05/27/22) $7,350; Custom (05/15/22 - 05/27/22) $7,350; June ('22 - 22) $28,000; July ('22 - 22) $34,000; August(LD) ('22 - 22) $38,000 RENTED Beds: 3 Baths: 2 Sq. Feet: 1080Rental Registration #20-L-0055. This fresh and chic beach cottage promises a fun summer on the ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at Custom (07/01/22 - 07/14/22) $18,000 Beds: 4 Baths: 3.5 Sq. Feet: 2004Rental Registration #2022-L-0004. This traditional with four-bedrooms, three and one-half bathrooms ... Property Details
Shelter Island Waterfront with Pool
Priced at July ('22 - 22) $35,000; August(LD) ('22 - 22) $37,000 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 Custom (05/01/22 - 09/05/22) $70,000; June ('22 - 22) $20,000; July ('22 - 22) $25,000; August(LD) ('22 - 22) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1262Rental Registration #2021-L-02. This long time favorite is in one of the most dramatic spots on Ram ... Property Details
Shelter Island Close Proximity to Beach
Priced at MD-LD ('22 - 22) $50,000; June ('22 - 22) $10,000; July ('22 - 22) $17,000; August ('22 - 22) $23,000 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 June ('22 - 22) $30,000 Beds: 4 Baths: 3.5 Sq. Feet: 3500Shelter Island Home for Rent Rental Registration #2021-L-17. Phenomenal views of Gardiner's Bay ... Property Details
Pristine Shelter Island Bay View with Dock Access
Priced at June (05/27/22 - 06/30/22) $15,000 RENTED; July ('22 - 22) $20,000 RENTED; August(LD) ('22 - 22, w/o LD $25k) $28,000 RENTED Beds: 3 Baths: 2 Sq. Feet: 1608Rental Registration #2021-L-91. This recently renovated ranch has a sunny living room, kitchen with ... Property Details
Classic and Chic on Shelter Island
Priced at Custom (05/27/22 - 06/30/22) $14,000 RENTED; July ('22 - 22) $16,000 RENTED; August(LD) ('22 - 22) $19,000 RENTED; September (09/06/22 - 09/30/22) $12,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2618Rental Registration #20-L-0122. Stylish and spacious, with an interesting mix of old world ... Property Details
Shelter Island Modern Close to Beach
Priced at June ('22 - 22) $17,000; Custom (07/15/22 - 07/31/22) $14,000; August(LD) ('22 - 22, w/o LD $26K) $33,000 RENTED; Custom (09/06/22 - 09/30/22) $10,000 Beds: 4 Baths: 4 Sq. Feet: 3280Rental Registration #2021-L-98. Within close proximity to a wide sandy bay beach, this pristine four ... Property Details
Shelter Island 180-Degree Water Views of Crescent, Sunset Beach
Priced at Custom (06/01/22 - 09/05/22) $57,500 RENTED; July/August(LD) ('22 - 22) $41,500 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
Pristine Renovated Farmhouse Close to Boating
Priced at Weekly (06/01/22 - 06/30/22) $10,000; Two Weeks (07/17/22 - 07/31/22) $18,000; August(LD) ('22 - 22) $40,000 RENTED; Two Weeks (09/06/22 - 09/30/22) $14,000 Beds: 3 Baths: 2.5 Sq. Feet: 2151Shelter Island Farmhouse Rental Rental Registration #19S-0020. Sitting pretty on the southwest side ... Property Details
