Rental Listings
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at June ('26 - 26) $7,000; June/July ('26 - 26) $15,000; July ('26 - 26) $10,000 Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #2025-L-0118. New to the rental market! This well maintained, sunny cottage is ... Property Details
Quaint and Convenient Shelter Island
Priced at June ('26 - 26) $7,700; August(LD) ('26 - 26) $9,900; Custom (08/01/26 - 08/15/26) $4,950; September (09/08/26 - 09/30/26) $7,700; October ('26 - 26) $5,500 Beds: 2 Baths: 2 Sq. Feet: 892Rental Registration #2024-L-0106. A delightful two-bedroom, two-bath cottage in Shelter Island's ... Property Details
Shelter Island Spacious Traditional near Beach
Priced at July ('26 - 26) $39,000; August(LD) ('26 - 26) $39,000 Beds: 4 Baths: 2.5 Sq. Feet: 2682Spacious Shelter Island Rental Rental Registration #2024-L-0111. Located a stone's throw from wide ... Property Details
Shelter Island Water View with Pool
Priced at June ('26 - 26) $14,000; July ('26 - 26) $23,000; August ('26 - 26) $23,000; September ('26 - 26) $14,000 Beds: 4 Baths: 2 Sq. Feet: 1932Rental Registration #2025-L-0048. Located a stone's throw from sandy beach just across the street, ... Property Details
Clean East Hampton Contemporary with Pool and Tennis
Priced at July ('26 - 26) $27,000; August(LD) ('26 - 26, w/o LD $29k) $32,000; September (09/11/26 - 09/30/26) $20,000 Beds: 4 Baths: 2 Sq. Feet: 1850Rental Registration #25-972. 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 June ('26 - 26) $25,000; July ('26 - 26) $47,000; August ('26 - 26) $47,000 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 Winter (12/1/25 - 3/31/26) $12,000; Year Round (1/1/26 - 12/31/26) $60,000; MD-LD ('26 -26) $50,000; June ('26 - 26) $8,000; July/August(LD) ('26 - 26) $35,000; July ('26 - 26) $15,000; August(LD) ('26 - 26, w/o LD $20K) $25,000 Beds: 3 Baths: 2 Sq. Feet: 1600Rental Registration #2025-L-0031. A sweet ranch house on 1.5 +/- acres within close proximity to ... Property Details
