Rental Listings
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at October ('24 -24) $2,500; November ('24 - 24) $2,500; December ('24 - 24) $2,500; January ('25 - 25) $2,500; February ('25 - 25) $2,500; March ('25 - 25) $2,500; April ('25 - 25) $2,500 Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #0159. New to the rental market! This well maintained, sunny cottage is located ... Property Details
Hilltop Traditional with Pool Close Proximity to Beach
Priced at June ('24 - 24) $22,000; July ('24 - 24) $25,000; August(LD) ('24 - 24) $28,000 Beds: 3 Baths: 2 Sq. Feet: 2962Rental Registration #2023-L-0175. Located within close proximity to Sunset Beach, ferry and golf, ... Property Details
Charming Cottage Close Proximity to Beach
Priced at June ('24 - 24) $7,500; July ('24 - 24) $17,000; August(LD) ('24 - 24) $22,000; Custom (08/11/24 - 08/27/24) $14,000 Beds: 3 Baths: 2 Sq. Feet: 1472Rental Registration #2023-L-0047. If you enjoy a quiet cottage on a country lane within close ... Property Details
Shelter Island Heights Contemporary
Priced at Year Round (01/01/24 - 04/30/24) $4,000; June ('24 - 24) $10,000; July ('24 -24) $15,000; August(LD) ('24 - 24) $19,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #2023-L-0011. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Shelter Island Spacious Traditional with Pool
Priced at Two Weeks (06/01/24 - 06/30/24) $40,000 RENTED; July ('24 - 24) $75,000 RENTED; Custom (08/01/24 - 09/02/24) $80,000; Two Weeks (08/01/24 - 09/02/24) $41,000 Beds: 7 Baths: 6.5 Sq. Feet: 5643Rental Registration #2021-S-15. First offering! This stunning traditional located a stone's throw ... Property Details
Summer Beach Cottage on Shelter Island
Priced at MD-LD ('24 - 24) $28,000 RENTED; Year Round (09/01/24 - 09/30/25) $40,000 Beds: 2 Baths: 1 Sq. Feet: 700Shelter Island Summer Beach Cottage for Rent Rental Registration #2023-L-0105. Located within close ... Property Details
Shelter Island Water View with Pool
Priced at May ('24 - 24) $5,000; June ('24 - 24) $14,000; July ('24 - 24) $23,000; August(LD) ('24 - 24, w/o LD $23k) $25,000; Custom (08/01/24 - 08/21/24) $18,000; September ('24 - 24) $14,000; Custom (09/03/24 - 09/30/24) $10,000 Beds: 4 Baths: 2 Sq. Feet: 1932Rental Registration #2023-L-0006. Located a stone's throw from sandy beach just across the street, ... Property Details
Fabulous Shelter Island Sandy Beach House with Pool
Priced at Custom (07/08/24 - 07/31/24) $21,625; Custom (09/09/24 - 09/30/24) $16,349; Two Weeks (10/01/24 - 10/14/24) $10,899 Beds: 5 Baths: 5 Sq. Feet: 2954Rental Registratino #2022-L-0114. Located in the estate section, this sprawling five bedroom ranch ... Property Details
Shelter Island Quiet Contemporary with Pool
Priced at June ('24 - 24) $15,000; July ('24 - 24) $23,000; August(LD) (24 - 24) $25,000 Beds: 3 Baths: 2 Sq. Feet: 2500Rental Registration #2023-L-0127. Located in the Conservancy Estates area on the south side of ... Property Details
Shelter Island Pristine Traditional with Pool
Priced at July ('24 - 24) $33,000; Custom (07/15/24 - 07/31/24) $20,000; August(LD) ('24 - 24) $35,000 Beds: 4 Baths: 3 Sq. Feet: 3194Rental Registration #2024-L-0027. This recently built traditional is located on one acre within ... Property Details
Fabulous Shelter Island Waterview with Pool
Priced at June ('24- 24) $25,000; July ('24- 24) $30,000; August(LD) ('24 - 24) $40,000 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 1832Rental Registration #2023-L-0110. Located just a stone's throw from wide sandy beaches, this ... Property Details
Southernly Shelter Island Waterfront
Priced at Year Round (10/1/23 - 09/30/24) $120,000 Beds: 4 Baths: 2 Sq. Feet: 2100Rental Registration #20-L-0048. Pristine and sunny contemporary with lush southernly views, open ... Property Details
Sunny Shelter Island Beach House with Dock
Priced at July ('24 - 24) $35,000; August(LD) ('24 - 24) $40,000 Beds: 3 Baths: 2 Sq. Feet: 2287Rental Registration #2022-L-0059. Located on the south side of Shelter Island, this immaculate beach ... Property Details
Cheery Farmhouse with Pool Close to Beach
Priced at June (24 - 24) $8,000; Custom (07/01/24 - 07/31/24) $15,000 Beds: 4 Baths: 1.5 Sq. Feet: 1790Rental Registration #2022-L-0018. Located within close proximity to Sunset Beach, Heights, ferry, ... Property Details
Fabulous Shelter Island Modern with Pool
Priced at MD-LD ('24 - 24) $70,000; June ('24 - 24) $16,500; Two Weeks (06/01/24 - 06/30/24) $8,500; July ('24 - 24) $27,000; July/August(LD) ('24 - 24) $56,000; Two Weeks (07/01/24 - 07/31/24) $14,500; August(LD) ('24 - 24, w/o LD $27k) $37,000; Two Weeks (08/01/24 - 08/31/24) $14,500; September ('24 - 24) $15,000; Two Weeks (09/01/24 - 09/30/24) $8,000 Beds: 3 Baths: 3 Sq. Feet: 1338Rental Registration #2022-L-0052. Located within close proximity to marina, this sleek modernist, ... Property Details
Summer Fun on Shelter Island with Pool and Tennis
Priced at Custom (05/24/24 - 06/30/24) $22,000; Custom (07/14/24 - 08/23/24) $32,000; Two Weeks (07/14/24 - 08/23/24) $14,000 Beds: 4 Baths: 3 Sq. Feet: 2196Shelter Island Rental with Pool and Tennis Rental Registration #2023-L-0008. This spacious home, ... Property Details
Turn Of The Century Shelter Island Waterfront
Priced at Custom (09/06/24 - 09/30/24) $20,000 Beds: 4 Baths: 2 Sq. Feet: 2500Rental Registration #2022-L-0106. Located on the harbor, this classic turn-of-the-century Farmhouse ... Property Details
Shelter Island Ram Island Beachfront with Pool
Priced at June ('24 - 24) $26,500 RENTED; Custom (08/19/24 - 08/31/24) $18,000; September ('24 - 24) $26,500 RENTED 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
Stunning Shelter Island Water View with Pool and Tennis
Priced at June ('24 - 24) $35,000; Two Weeks (06/01/24 - 06/30/24) $17,500; August ('24 - 24) $60,000 Beds: 5 Baths: 5.5 Sq. Feet: 4300Rental Registration #19W-0012. This gracious traditional is conveniently located just outside the ... Property Details
Clean East Hampton Contemporary with Pool and Tennis
Priced at June (05/27/24 - 06/30/24) $25,000; July ('24 - 24) $27,000; August(LD) ('24 - 24) $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