Rental Listings
Shelter Island Hilltop Saltbox with Pool
Priced at MD-LD (05/28/21 - 09/06/21) $40,000; June ('21 - 21) $10,000; July ('21 - 21) $16,000; August(LD) ('21 - 21) $18,000 Beds: 4 Baths: 3 Sq. Feet: 2900Rental Registration #20S-0002. This four-bedroom, three-bath, colonial-style saltbox with central ... Property Details
Classic and Chic on Shelter Island
Priced at October ('20 - 20) $10,000; November ('20 - 20) $10,000; December ('20 - 20) $10,000; Winter (01/01/21 - 04/30/21) $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 Winter (10/01/20 -10/31/20) $10,000; July ('21 - 21) $24,000; Custom (08/01/21 - 08/31/21) $26,000; Extended Season (09/07/21 - 09/30/21) $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
Pristine Renovated Farmhouse Close to Boating
Priced at October ('20 - 20) $7,500 RENTED; December ('20 - 20) $6,500 Beds: 3 Baths: 2.5 Sq. Feet: 2151Shelter Island Farmhouse Rental Rental Registration #19S-0020. Sitting pretty on the southwest side ... Property Details
Hilltop Traditional with Pool Close Proximity to Beach
Priced at Sept/Oct (09/08/20 - 10/31/20) $28,000 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 Weekly (09/10/20 - 12/10/20) $17,500; Weekly (12/10/20 - 01/01/21) $10,800 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 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
Shelter Island Heights Contemporary
Priced at Two Weeks (10/01/20 - 10/31/20) $4,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #19L-0114. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Summer Beach Cottage on Shelter Island
Priced at MD-LD ('21 - 21) $28,000; June ('21 - 21) $7,000; July/August(LD) ('21 - 21) $20,000; Two Weeks (07/01/21 - 09/06/21) $5,000; July ('21 - 21) $11,000 Beds: 2 Baths: 1 Sq. Feet: 700Shelter Island Summer Beach Cottage for Rent Rental Registration #19L-0029. Located within close ... Property Details
Shelter Island Water View with Pool
Priced at October ('20 - 20) $10,000; November ('20 - 20) $5,000; December ('20 - 20) $5,000 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 (10/01/20 - 06/01/21) $3,500; 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
Shelter Island Pristine Traditional
Priced at June ('21 - 21) $18,000; July ('21 - 21) $27,500; August(LD) ('21 - 21, $30k w/o LD) $33,000 Beds: 4 Baths: 3 Sq. Feet: 3194Rental Registration #19S-0018. This recently built traditional is new to the rental market. Located ... Property Details
Fabulous Shelter Island Waterview with Pool
Priced at MD-LD (05/28/21 - 09/06/21) $80,000; June ('21 - 21) $15,000; July ('21 - 21) $30,000; August(LD) ('21 - 21) $40,000 Beds: 3 Baths: 2.5 Sq. Feet: 1832Rental Registration #19L-0054. Located just a stone's throw from wide sandy beaches, this ... Property Details
Southerly Shelter Island Waterfront
Priced at Custom (11/15/20 - 03/31/21) $20,500; April ('21 - 21) $12,500; May ('21 - 21) $15,000 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 June ('21 - 21) $10,000; July ('21 - 21) $18,000; August(LD) ('21 - 21 w/o LD $22k) $24,000 Beds: 4 Baths: 3.5 Sq. Feet: 2200Rental Registration #19L-0044. A spacious open layout offers living room with fireplace, chef's ... Property Details
Scenic Shelter Island Soundfront with Pool
Priced at June ('21 - 21) $25,000; July ('21 - 21) $53,000 Beds: 5 Baths: 4.5 Sq. Feet: 3452Rental Registration #19L-0019. A gracious Nantucket-style compound occupying 1.10 +/- acres directly ... Property Details
Fabulous Shelter Island Modern with Pool
Priced at MD-LD (05/28/21 - 09/06/21) $60,000; June ('21 - 21) $14,000; July ('21 - 21) $20,000; August(LD) ('21 - 21) $25,000; September ('21 - 21) $20,000 Beds: 3 Baths: 3 Sq. Feet: 1338Rental Registration #20-L-0102. Located within close proximity to marina, this sleek modernist, ... Property Details
Shelter Island Farmhouse Close Proximity to Beach
Priced at Short Term (10/01/20 - 10/15/20) $2,500 Beds: 4 Baths: 2 Sq. Feet: 1400Rental Registration #19W-0002. This cheery, sun filled farmhouse, part of a seven acre estate and ... Property Details
Summer Fun on Shelter Island with Pool and Tennis
Priced at Two Weeks (07/01/21 -09/30/21) $12,600; July ('21 -21) $25,200; August(LD) ('21 - 21) $26,250 Beds: 4 Baths: 3 Sq. Feet: 2196Shelter Island Rental with Pool and Tennis Rental Registration #19L-0023. This spacious home, ... Property Details
Turn Of The Century Shelter Island Waterfront
Priced at October ('20 - 20) $10,000; June ('21 - 21) $15,000; July ('21 - 21) $23,000; August(LD) ('21 - 21) $25,000 Beds: 4 Baths: 2 Sq. Feet: 2500Rental Registration #19L-0083. Located on the harbor, this classic turn-of-the-century Farmhouse was ... Property Details
