Rental Listings
Shelter Island Heights Spacious Water View with Pool
Priced at Extended Season (10/01/21 - 05/31/22) $30,000; June ('22 - 22) $40,000 Beds: 5 Baths: 4 Sq. Feet: 2900Rental Registration #19S-0024. This sensational Shelter Island Heights Contemporary has some of the ... Property Details
Shelter Island Traditional with Pool and Dock Access
Priced at MD-LD (05/27/22 - 09/05/22) $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 September ('21 - 21) $25,000 RENTED; Winter (10/1/21 - 5/31/22) $8,500 Beds: 4 Baths: 2 Sq. Feet: 1500Rental Registration #20-L-0065. Rented for Summer 2021, available off season. Winter rate shown is ... Property Details
Shelter Island Arts and Crafts with Pool
Priced at Two Weeks (06/01/22 - 06/30/22) $8,000; June ('22 - 22) $24,000; July ('22 - 22) $32,000; August(LD) ('22 - 22, w/o LD $34k) $36,000 Beds: 3 Baths: 2.5 Sq. Feet: 2333Rental Registration #20-L-0007. Enjoy complete serenity at this three bedroom, two and one-half bath ... Property Details
Shelter Island Creekfront with Dock and Pool
Priced at June (05/27/22 - 06/30/22) $18,000; September (09/06/22 - 09/30/22) $21,000 Beds: 4 Baths: 3 Sq. Feet: 3000Rental Registration 19L-0002. This four-bedroom, three-bath waterfront Traditional occupies .75 +/- ... Property Details
Sailor’s Delight on Shelter Island Menantic Creek
Priced at Two Weeks (10/01/21 - 04/30/22) $3,500; Two Weeks (05/01/22 - 09/30/22) $7,500 Beds: 2 Baths: 1.5 Sq. Feet: 1100Rental Registration #19S-0026. This two bedroom, one and one-half bathroom cottage sits directly on ... Property Details
Simple Shelter Island with Beach and Mooring
Priced at June ('22 - 22) $8,000; July ('22 - 22) $9,000; Custom (08/01/22 - 08/31/22) $10,000; Custom (08/01/22 - 09/05/22) $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
Stunning Shelter Island Little Ram Waterfront with Pool
Priced at September (09/07/21 - 09/30/21) $20,000; June ('22 - 22) $20,000; July ('22 - 22) $30,000 RENTED; Custom (08/15/22 - 09/05/22) $17,500 Beds: 4 Baths: 3 Sq. Feet: 1584Rental Registration #19L-0067. Located on Little Ram Island on Gardiners Bay, this four bedroom, ... Property Details
Immaculate Shelter Island Contemporary with Pool and Beach
Priced at September ('21 - 21) $20,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2620Rental Registration #19L-0085. Enter the foyer and start your summer! To the right is the formal ... Property Details
Spacious Shelter Island with Pool, Close Proximity to Beach
Priced at Custom (07/09/22 - 07/31/22) $21,000; Two Weeks (08/01/22 - 08/18/22) $17,000 Beds: 4 Baths: 2 Sq. Feet: 2200Rental Registration #20-L-0039. This spacious home is what summer living is all about. Enter into ... Property Details
Pastoral Shelter Island Farmhouse Bliss
Priced at MD-LD (05/27/22 - 09/05/22) $23,500 Beds: 3 Baths: 2.5 Sq. Feet: 1305Rental Registration #19L-0025. This quaint cottage sits in its very own 1.6 +/- acre meadow and ... Property Details
Modernists’ Shelter Island Dream with a Pool
Priced at September (09/07/21 - 09/30/21) $20,000; October ('21 - 21) $15,000 Beds: 4 Baths: 3 Sq. Feet: 2730Rental Registration #19L-0120. Set on 1.8 tranquil acres set off the road, this four-bedroom, ... Property Details
Shelter Island Close Proximity to Beach with Pool
Priced at June ('22 - 22) $6,000; July/August(LD) ('22 - 22) $12,000; July ('22 - 22) $ 6,000; August(LD) ('22 - 22, w/o LD $6K) $7,000; September (09/06/22 - 09/30/22) $10,000 Beds: 3 Baths: 2 Sq. Feet: 1600Rental Registration #20L-0098. This is a very pleasant ranch house on 1.5 +/- acres near West Neck ... Property Details
Shelter Island Creek Front Cottage
Priced at MD-LD ('22 - 22) $32,000; June ('22 - 22) $8,000; July ('22 - 22) $11,000; August(LD) ('22 - 22) $15,000; September (09/06/22 - 09/30/22) $9,000; October ('22 - 22) $5,000 Beds: 2 Baths: 1 Sq. Feet: 900Rental Registration #19L-0062. This quaint two bedroom cottage in Shelter Island's desirable Silver ... Property Details
Traditional Farmhouse in Excellent Location
Priced at MD-LD (05/27/22 - 09/05/22) $50,000; June ('22 - 22) $12,000; July ('22 - 22) $20,000; August(LD) ('22 - 22) $25,000 Beds: 3 Baths: 3 Sq. Feet: 2960Rental Registration #19L-0127. Neighboring Shelter Island's oldest plantation, this farmhouse stands ... Property Details
Shelter Island Spacious Wades Beach Arts and Crafts
Priced at September (09/07/21 - 09/30/21) $20,000; October ('21 - 21) $5,000; June ('22 - 22) $25,000; July ('22 - 22) $30,000; August(LD) ('22 - 22) $35,000 Beds: 4 Baths: 3 Sq. Feet: 2842Rental Registration #19L-0033. This recently built arts and crafts cottage sits on 1.0 +/- acre and ... Property Details
Sunny Bayfront on Shelter Island
Priced at Custom (06/01/22 - 06/30/22) $10,000; July ('22 - 22) $15,000; August(LD) ('22 - 22) $20,000; Custom (08/01/22 - 08/21/22) $15,000; Custom (09/06/22 - 09/30/22) $8,000 Beds: 4 Baths: 2.5 Sq. Feet: 1504Rental Registration #19L-0040. This contemporary offers four bedrooms and two and one half baths in ... Property Details
Shelter Island Traditional with Sandy Beach
Priced at July ('22 - 22) $14,000; August(LD) ('22 - 22) $21,000 Beds: 4 Baths: 3 Sq. Feet: 2000Rental Registration #20-L-0017. This four bedroom, two bath home has central air conditioning, oak ... Property Details
Traditional Pond Front Shelter Island
Priced at Custom (09/07/21 - 09/30/21) $10,000 RENTED; Custom (10/16/21 - 10/31/21) $5,000; November ('21 - 21) $4,500; December ('21 - 21) $4,500; Winter (01/01/22 - 04/30/22) $18,000; May ('22 - 22) $9,000; June ('22 - 22) $12,000; July/August(LD) ('22 - 22) $40,000; July ('22 - 22) $18,000; August(LD) ('22 - 22) $25,000 Beds: 4 Baths: 2.5 Sq. Feet: 3000Rental Registration #20-L-0070. This Victorian Traditional has four bedrooms, two and one half ... Property Details
