Rental Listings
Creek Front Shelter Island Farmhouse
Priced at MD-LD ('20 - 20) $42,000; June ('20 - 20) $10,000; July ('20 - 20) $13,000; August(LD) ('20 - 20) $16,000 Beds: 4 Baths: 2 Sq. Feet: 1842Rental registration #19L-0078. This wonderful four bedroom, two bath farmhouse has abounding ... Property Details
Shelter Island Close Proximity to Beach
Priced at MD-LD ('20 - 20) $26,000; June ('20 - 20) $6,000; July ('20 - 20) $8,000; July/August(LD) ('20 - 20) $20,000; August(LD) ('20 - 20) $12,000 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 MD-LD ('20 - 20) $110,000; June ('20 - 20) $35,000; June/July ('20 - 20) $75,000; July ('20 - 20) $45,000; August(LD) ('20 - 20) $45,000 Beds: 4 Baths: 3.5 Sq. Feet: 3500Shelter Island Home for Rent Rental Registration #19L-0018. Phenomenal views of Gardiner's Bay ... Property Details
Shelter Island Modern and Clean Close to Beach
Priced at Winter (09/01/19 - 05/01/20) $3,000; MD-LD ('20 - 20) $38,000; June ('20 - 20) $10,000; July ('20 - 20) $14,000; August(LD) ('20 - 20) $16,000 Beds: 3 Baths: 2 Sq. Feet: 2708Rental Registration #20-L-0013. This stylish ranch home, within close proximity to Sunset Beach, ... Property Details
Shelter Island Dering Harbor Waterfront with Dock and Pool
Priced at MD-LD ('20 - 20) $125,000; August(LD) ('20 - 20) $65,000 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
Shelter Island Modern Close to Beach
Priced at Winter (01/01/20 - 04/30/20) $25,000; June ('20 - 20) $16,000; July ('20 - 20) $24,000; August(LD) ('20 - 20) $26k Aug no LD) $30,000 Beds: 4 Baths: 4 Sq. Feet: 3280Rental Registration #19L-0106. Within close proximity to a wide sandy bay beach, this pristine four ... Property Details
Shelter Island Traditional with Deep Water Dock
Priced at Custom (09/01/20 - 09/14/20) $9,750 Beds: 3 Baths: 3 Sq. Feet: 2200Shelter Island, NY Vacation Rental Rental Registration #19S-0012. This sun filled traditional is ... Property Details
Pristine Renovated Farmhouse Close to Boating
Priced at Winter (10/15/19 - 05/15/20) $3,500; Two Weeks (05/15/20 - 09/07/20) $10,000; Weekly (08/24/20 - 09/07/20) $5,500 Beds: 3 Baths: 2.5 Sq. Feet: 2151Shelter Island Farmhouse Rental Rental Registration #19S-0020. Sitting pretty on the southwest side ... Property Details
Shelter Island Water View Cottage
Priced at August(LD) ('20 - 20) $6,500 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; July/August(LD) ('20 - 20) $14,500; July ('20 - 20) $6,000; August(LD) ('20 - 20) $9,000 Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #19L-0105. New to the rental market! This well maintained, sunny cottage is ... Property Details
Charming Cottage Close Proximity to Beach
Priced at Winter (11/01/19 - 04/30/20) $2,500 Beds: 3 Baths: 2 Sq. Feet: 1472Rental Registration #19L-0098. If you enjoy a quiet cottage on a country lane within close proximity ... 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 Weekly (01/05/20 - 05/22/20) $11,250; Two Weeks (01/05/20 - 05/22/20) $22,500; Winter (01/05/20 - 04/30/20) $45,000; June ('20 - 20) $75,000, Weekly $18,750, Two Weeks $37,500; July ('20 - 20) $87,000, Weekly $21,750, Two Weeks $43,500; August ('20 - 20) $96,000; Two Weeks $48,000, Weekly (08/01/20 - 09/07/20) $24,000; Weekly (09/01/20 - 09/30/20) $18,750; Two Weeks (09/01/20 - 09/30/20) $37,500; Extended Season (09/01/20 - 09/30/20) $75,000 Beds: 5 Baths: 5 Sq. Feet: 3000Rental Registraton #19L-0058. Also available for rent short term - two weeks in June for $37,500, ... Property Details
Iconic 1884 Shelter Island Heights Seacoast Estate
Priced at June ('20 - '20) $25,000; July ('20 - '20) $35,000; August(LD) (w/o LD $45,000) $50,000; Extended Season (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 August(LD) ('20 - 20) $17,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #19L-0114. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Stunning Shelter Island Traditional with Pool
Priced at August(LD) ('20 - 20) $56,000; Two Weeks (08/02/20 - 08/16/20) $24,000; Two Weeks (08/16/20 - 09/07/20) $32,000; Cabana: Weekly (07/11/20 - 07/18/20) $10,000; (07/25/20 - 08/01/20) $10,000 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
Shelter Island Spacious Traditional near Beach
Priced at MD-LD ('20 - 20) $32,000; June ('20 - 20) $7,000; July ('20 - 20) $13,000; July/August(LD) ('20 - 20) $26,000; August(LD) ('20 - 20) $17,000; August ('20 - 20) $15,000; Two Weeks (08/25/20 - 12/31/20) $8,000 Beds: 4 Baths: 2.5 Sq. Feet: 2682Spacious Shelter Island Rental Rental Registration #19 S-0003. Located a stone's throw from wide ... Property Details
Shelter Island Water View with Pool
Priced at June ('20 - 20) $13,000; July ('20 - 20) $20,000; August(LD) ('20 - 20) $22,000 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 MD-LD ('20 - 20) $30,000; June ('20 - 20) $7,500; July ('20 - 20) $15,000; August(LD) ('20 - 20) $20,000; Two Weeks (08/01/20 - 08/14/20) $12,000 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
