Rental Listings
Shelter Island Water View with Pool
Priced at January ('21 - 21) $5,000; February ('21 - 21) $5,000; March ('21 - 21) $5,000; April ('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 (01/01/21 - 5/01/21) $3,000; June ('21 - 21) $12,000; Custom (07/01/21 - 07/31/21) $18,000; Two Weeks (08/01/21 - 08/14/21) $12,500; August(LD) ('21 - 21) $25,000; September ('21 - 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; 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; February ('21 - 21) $4,500; March ('21 - 21) $4,500; April ('21 - 21) $12,500; May ('21 - 21) $15,000; Custom (05/28/21 - 06/30/21) $15,000; July ('21 - 21) $23,000; August(LD) ('21 - 21) $30,000; Custom (09/06/21 - 09/30/21) $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 MD-LD ('21 - 21) $52,000; 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
Sunny Shelter Island Beach House with Dock
Priced at Custom (05/28/21 - 06/30/21) $15,000; July ('21 - 21) $25,000; August(LD) ('21 - 21) $30,000 Beds: 3 Baths: 2 Sq. Feet: 2287Rental Registration #20-L-0041. Located on the south side of Shelter Island, this immaculate beach ... Property Details
Scenic Shelter Island Soundfront with Pool
Priced at June ('21 - 21) $25,000; July ('21 - 21) $53,000; August(LD) ('21 - 21, w/o LD $60,000) $70,000 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 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; Two Weeks (07/01/21 - 07/31/21) $16,000; Two Weeks (08/01/21 - 08/31/21) $17,000 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 Farmhouse Close Proximity to Beach
Priced at MD-LD ('21 - 21) $30,000; June ('21 -21) $6,000; July ('21 - 21) $9,000; August(LD) ('21 - 21, w/o LD $11,000) $12,000; 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
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 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
Shelter Island Traditional with Pool and Dock Access
Priced at MD-LD (05/28/21 - 09/06/21) $60,000 Beds: 5 Baths: 3.5 Sq. Feet: 2830Rental Registration #20L-0019. This spacious and sunny Traditional is located on a quiet hilltop and ... Property Details
Shelter Island Ram Island Beachfront with Pool
Priced at June ('21 - 21) $25,000; July ('21 - 21) $40,000; August ('21 - 21) $45,000; September ('21 - 21) $25,000 Beds: 4 Baths: 2 Sq. Feet: 1500Rented for Summer 2020, available off season. Winter rate shown is per month rate. Rental ... Property Details
Clean East Hampton Contemporary with Pool and Tennis
Priced at July ('21 - 21) $18,000; August(LD) ('21 - 21) $22,000 Beds: 4 Baths: 2 Sq. Feet: 1850Rental Registration #18-1414. Located approximately 1.5 +/- miles from town on .75 +/- acres ... Property Details
Shelter Island Creekfront with Dock and Pool
Priced at June ('21 - 21) $18,000; July ('21 - 21) $27,900; July/August(LD) ('21 - 21) $60,900; August(LD) ('21- 21, w/o LD $27,900) $33,000; September ('21 - 21) $21,000 Beds: 4 Baths: 3 Sq. Feet: 3000Rental Registration 19L-0002. This four-bedroom, three-bath waterfront Traditional occupies .75 +/- ... Property Details
Simple Shelter Island with Beach and Mooring
Priced at June ('21 - 21) $6,000; July ('21 - 21) $7,000; Custom (08/01/21 - 08/31/21) $10,000; Custom (08/01/21 - 09/06/21) $12,000 Beds: 3 Baths: 3 Sq. Feet: 1608Rental Registration #20-L-0131. This straightforward three bedroom, two bath Ranch is set on a quiet ... Property Details
Sleek Shelter Island with Pool, Preserve and Water Rights
Priced at Two Weeks (05/01/21 - 05/31/21) $13,400; Two Weeks (06/01/21 - 06/22/21) $14,400; Custom (06/23/21 - 09/06/21) $35,500 Beds: 3 Baths: 4 Sq. Feet: 2000Charming Cottage with Menantic Creek Access Rental Registration #19L-0011. This fresh and inviting ... Property Details
Shelter Island Water View Close Proximity to Beach
Priced at July ('21 - 21) $13,000; July/August(LD) ('21 - 21) $26,000; August(LD) ('21 - 21) $16,000 Beds: 3 Baths: 2 Sq. Feet: 2067Rental Registration #19L-0047. Three bedroom, two bath Ranch with a screened-in backyard porch and a ... Property Details
