Rental Listings
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at July ('21 - 21) $7,000 RENTED; August(LD) ('21 - 21) $10,000 RENTED; Custom (09/07/21 - 09/12/21) $1,500 RENTED Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #19L-0105. New to the rental market! This well maintained, sunny cottage is ... Property Details
Hilltop Traditional with Pool Close Proximity to Beach
Priced at June (05/28/21 - 06/30/21) $22,000 RENTED; July ('21 - 21) $28,000 RENTED; August(LD) ('21 - 21) $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
Charming Cottage Close Proximity to Beach
Priced at MD-LD ('21 - 21) $30,000; June ('21 - 21) $6,000; July ('21 - 21) $14,000; August(LD) ('21 - 21) $16,000 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
Shelter Island Pristine Waterfront Compound with Pool and Dock
Priced at Two Weeks (01/02/21 - 05/27/21) $22,500; April ('21 - 21) $75,000; Custom (05/01/21 - 05/27/21) $72,900; Custom (05/28/21 - 06/30/21) $82,500; Custom (05/28/21 - 06/28/21) $86,800; July ('21 - 21) $96,000 RENTED; August(LD) ('21 - 21) $111,500 RENTED 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 June ('21 -21) $7,000; Two Weeks (07/01/21 - 07/14/21) $4,000; July ('21 - 21) $8,000; August(LD) ('21 - 21) $9,000; Custom (08/15/21 - 09/06/21) $4,500; Custom (09/01/21 - 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 Heights Contemporary
Priced at June ('21 - 21) $8,000; July ('21 - 21) $13,000; August(LD) ('21 - 21) $18,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #19L-0114. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Shelter Island Spacious Traditional with Pool
Priced at Weekly (08/01/21 - 08/14/21) $15,000 RENTED; Cabana: Two Weeks (08/01/21 - 09/06/21) $30,000 RENTED 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 April ('21 - 21) $3,000; Two Weeks (07/17/21 - 09/06/21) $6,000; July (07/17/21 - 07/31/21) $6,500; August(LD) ('21 - 21) $14,000 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 April ('21 - 21) $7,000; May ('21 - 21) $7,000; June ('21 - 21) $14,000; July ('21 - 21) $20,000 RENTED; August(LD) ('21 - 21) $24,500 RENTED; September ('21 - 21) $14,000 RENTED; November ('21 - 21) $5,000; December ('21 - 21) $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 (02/01/21 - 04/30/21) $3,000 RENTED; July ('21 - 21) $20,000 RENTED; Custom (08/01/21 - 08/15/21) $12,000; September (09/07/21 - 09/30/21) $8,000 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 RENTED; July ('21 - 21) $27,500 RENTED; August(LD) ('21 - 21, $30k w/o LD) $33,000 RENTED 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 June ('21 - 21) $15,000 RENTED; July ('21 - 21) $30,000 RENTED; August(LD) ('21 - 21) $50,000 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 (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 MD-LD ('21 - 21) $52,000 RENTED; June ('21 - 21) $10,000 RENTED; July ('21 - 21) $18,000 RENTED; August(LD) ('21 - 21 w/o LD $22k) $24,000 RENTED 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 August(LD) ('21 - 21, w/o LD $60k) $70,000 RENTED Beds: 5 Baths: 4.5 Sq. Feet: 3452Rental Registration #19L-0019. A gracious Nantucket-style compound occupying 1.10 +/- acres directly ... Property Details
Cheery Farmhouse with Pool Close to Beach
Priced at August(LD) ('21 - 21) $18,500 Beds: 4 Baths: 1.5 Sq. Feet: 1790Rental Registration #20-L-0029. Located within close proximity to Sunset Beach, Heights, ferry, golf ... Property Details
Fabulous Shelter Island Modern with Pool
Priced at June ('21 - 21) $14,000; July ('21 - 21) $20,000; Weekly (08/01/21 - 08/31/21) $6,500; 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 Hidden Waterfront Traditional
Priced at Two Weeks (05/01/21 - 05/31/21) $13,400; Two Weeks (06/01/21 - 06/30/21) $14,000 Beds: 3 Baths: 2.5 Sq. Feet: 2300Shelter Island Home for Rent Overlooking Fresh Pond Rental Registration #19L-0012. Tucked on a hill ... Property Details
Shelter Island Contemporary with Pool
Priced at July/August(LD) (07/01/21 - 09/06/21) $75,000 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 June ('21 -21) $6,000 RENTED; July ('21 - 21) $9,000 RENTED; August(LD) ('21 - 21, w/o LD $11k) $12,000 RENTED; Extended Season (09/07/21 - 09/30/21) $6,000; Short Term (10/01/21 - 10/15/21) $3,000 Beds: 4 Baths: 2 Sq. Feet: 1400Rental Registration #19W-0002. This cheery, sun filled farmhouse, part of a seven acre estate and ... Property Details
