Rental Listings
Enchanting Shelter Island Heights Union Chapel
Priced at 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
Stunning Shelter Island Bay Front with Dock and Pool
Priced at June ('22 - 22) $90,000; July ('22 - 22) $100,000; August(LD) ('22 - 22, w/o LD $115k) $130,000 Beds: 5 Baths: 6 Sq. Feet: 6500Rental Registration #20L-0138. Simply put, Shelter Island still remains an undiscovered paradise ... Property Details
Wades Beach Chic Cottage on the Dunes
Priced at 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 Custom (09/20/21 - 09/30/21) $6,000; October ('21 - 21) $9,000; November ('21 - 21) $9,000; December ('21 - 21) $9,000; January ('22 - 22) $5,000; February ('22 - 22) $5,000; March ('22 - 22) $5,000 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 ('22 - 22) $32,500; 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 #19L-0013. This long time favorite is in one of the most dramatic spots on Ram ... Property Details
Waterfront Contemporary with Pool on Shelter Island
Priced at MD-LD ('22 - 22) $132,000; June ('22 - 22) $30,000; June/July ('22 - 22) $80,000; July ('22 - 22) $50,000; August(LD) ('22 - 22) $54,000 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 Custom (10/20/21 - 05/22/22) $33,000; November ('21 - 21) $5,500; December ('21 - 21) $5,500; January ('22 - 22) $5,500; February ('22 - 22) $5,500; March ('22 - 22) $5,500; April ('22 - 22) $5,500; Custom (05/27/22 - 06/30/22) $14,000; July ('22 - 22) $16,000; August(LD) ('22 - 22) $19,000; September (09/06/22 - 09/30/22) $12,000 Beds: 4 Baths: 3 Sq. Feet: 2618Rental Registration #20L-0122. Stylish and spacious, with an interesting mix of old world ... Property Details
Hilltop Traditional with Pool Close Proximity to Beach
Priced at June (05/27/22 - 06/30/22) $22,000; July ('22 - 22) $28,000; August(LD) ('22 - 22) $35,000 Beds: 3 Baths: 2 Sq. Feet: 2962Rental Registration #20-L-0086. Located within close proximity to Sunset Beach, ferry and golf, this ... Property Details
Shelter Island Pristine Waterfront Compound with Pool and Dock
Priced at Custom (09/08/21 - 09/21/21) $35,000 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 September (09/07/21 - 09/30/21) $6,500; Winter (10/01/21 - 10/31/21) $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
Shelter Island Water View with Pool
Priced at September ('21 - 21) $14,000 RENTED; October ('21 - 21) $5,500; November ('21 - 21) $5,500; December ('21 - 21) $5,500; July ('22 - 22) $22,000; August (LD) ('22 - 22, w/o LD $22k) $24,500 Beds: 4 Baths: 2 Sq. Feet: 1932Rental Registration #19L-0001. Located a stone's throw from sandy beach just across the street, this ... Property Details
Immaculate Country Cottage
Priced at Winter (11/01/21 - 05/15/22) $3,000; June ('22 - 22) $15,000; July ('22 - 22) $25,000; Custom (08/01/22 - 08/15/22) $15,000; September (09/06/22 - 09/30/22) $13,000 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
Shelter Island Pristine Traditional
Priced at June ('22 - 22) $18,000; July ('22 - 22) $30,000; August(LD) ('22 - 22, w/o LD $33k) $37,000 Beds: 4 Baths: 3 Sq. Feet: 3194Rental Registration #19S-0018. This recently built traditional is new to the rental market. Located ... Property Details
Southerly Shelter Island Waterfront
Priced at Custom (09/08/21 - 09/30/21) $15,000 RENTED Beds: 4 Baths: 2 Sq. Feet: 2100Rental Registration #20-L-0048. Pristine and sunny contemporary with lush southerly views, open ... Property Details
Shelter Island Traditional with Pool
Priced at September (09/07/21 - 09/30/21) $15,000; October ('21 - 21) $15,000 Beds: 4 Baths: 3.5 Sq. Feet: 2200Rental Registration #19L-0044. A spacious open layout offers living room with fireplace, chef's ... Property Details
Fabulous Shelter Island Modern with Pool
Priced at Custom (09/07/21 - 09/30/21) $15,000; MD-LD ('22 - 22) $60,000; June ('22 - 22) $14,000; July ('22 - 22) $20,000; Weekly (08/01/22 - 08/31/22) $6,500; August(LD) ('22 - 22) $25,000; September (09/06/22 - 09/30/22) $15,000 Beds: 3 Baths: 3 Sq. Feet: 1338Rental Registration #20-L-0102. Located within close proximity to marina, this sleek modernist, ... Property Details
Historic Shelter Island Within Close Proximity to Sandy Beach
Priced at July ('22 - 22) $17,000; August (LD) ('22 - 22) $19,000 Beds: 4 Baths: 3 Sq. Feet: 1820Century-Old Brick Barn Rental Rental Registration #19-002. This wonderful turn of the century brick ... Property Details
Shelter Island Contemporary with Pool
Priced at Custom (06/15/22 - 09/05/22) $60,000; July/August(LD) (07/01/22 - 09/05/22) $54,000; July ('22 - 22) $28,000; August(LD) ('22 - 22) $30,000 Beds: 4 Baths: 4 Sq. Feet: 3371Rental Registration #20-L-0071. Located just outside of Shelter Island Heights on 1.78 acres, this ... Property Details
Shelter Island Farmhouse Close Proximity to Beach
Priced at Extended Season (09/07/21 - 09/30/21) $6,000 Beds: 4 Baths: 2 Sq. Feet: 1400Rental Registration #19W-0002. This cheery, sun filled farmhouse, part of a seven acre estate and ... Property Details
