Rental Listings
Fabulous Shelter Island Modern with Pool
Priced at Two Weeks (06/01/25 - 06/30/25) $8,500; Two Weeks (07/01/25 - 07/31/25) $14,500; Two Weeks (08/01/25 - 09/01/25) $14,500; Two Weeks (09/02/25 - 09/30/25) $8,000 Beds: 3 Baths: 3 Sq. Feet: 1338Rental Registration #2024-L-0093. Located within close proximity to marina, this sleek modernist, ... Property Details
Quiet Shelter Island Beach Area Farmhouse With Pool
Priced at August(LD) ('25 - 25) $26,000 Beds: 5 Baths: 3 Sq. Feet: 3126Rental Registration #2023-V-0009. This turn of the century farmhouse on 1.25 +/- acres was one of ... Property Details
Turn Of The Century Shelter Island Waterfront
Priced at June ('25 - 25) $17,000; July/August(LD) ('25 - 25) $52,500 RENTED; Custom (09/06/25 - 09/30/25) $20,000 Beds: 4 Baths: 2 Sq. Feet: 2500Rental Regisstration #2023-L-0177. Located on the harbor, this classic turn of the century Farmhouse ... Property Details
Shelter Island Ram Island Beachfront with Pool
Priced at June ('25 - 25) $26,500; Custom (07/01/25 - 07/10/25) $15,000; September ('25 - 25) $26,500 Beds: 4 Baths: 2 Sq. Feet: 1500Rental Registration #2023-L-0001. Set on 1.8 +/- waterfront acres on Ram Island by Coecles Harbor ... Property Details
Clean East Hampton Contemporary with Pool and Tennis
Priced at July ('25 - 25) $27,000; August(LD) ('25 - 25) $29,000 RENTED Beds: 4 Baths: 2 Sq. Feet: 1850Rental Registration #23-1112. No groups or shares. Located approximately 1.5 +/- miles from town on ... Property Details
Sunny Shelter Island Waterfront with Dock and Sandy Beach
Priced at August ('25 - 25) $49,500; September ('25 - 25) $25,000 Beds: 4 Baths: 3 Sq. Feet: 2799Rental Registration #2023-V-0037. Set close to wide sandy beach on slight bluff, this sunny ... Property Details
Shelter Island Close Proximity to Beach with Pool
Priced at MD-LD ('25 - 25) $55,000; June ('25 - 25) $10,000; July ('25 - 25) $20,000; July/August(LD) ('25 - 25) $50,000; August(LD) ('25 - 25) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1600Rental Registration #2024-L-0085. A sweet ranch house on 1.5 +/- acres within close proximity to ... Property Details
Shelter Island Dering Harbor Front Delight
Priced at MD-LD ('25 -25) $130,000; June ('25 - 25) $50,000; July ('25 - 25) $55,000; August ('25 - 25) $60,000 Beds: 4 Baths: 4 Sq. Feet: 3606Rental Registration #2023-L-0146. This four-bedroom, four-bath traditional sits directly on Dering ... Property Details
Sunny Bayfront on Shelter Island
Priced at August(LD) ('25 - 25) $20,000 RENTED Beds: 4 Baths: 2.5 Sq. Feet: 1504Rental Registration #2023-L-0041. This contemporary offers four bedrooms and two and one half baths ... Property Details
Traditional Pond Front Shelter Island
Priced at MD-LD ('25 - 25) $50,000; June ('25 - 25) $15,000; July ('25 - 25) $20,000; August(LD) ('25 - 25) $25,000 Beds: 4 Baths: 2.5 Sq. Feet: 3000Rental Registration #2024-L-0024. This Victorian Traditional has four bedrooms, two and one half ... Property Details
