Rental Listings
Shelter Island Sweet Traditional with Pool
Priced at December ('23 - 23) $8,500; January ('24 - 24) $6,000; February ('24 - 24) $6,000; March ('24 - 24) $6,500; April ('24 - 24) $6,500; Custom (06/11/24 - 06/26/24) $16,000; Custom (07/13/24 - 08/02/24) $27,000; Custom (08/03/24 - 09/02/24) $40,000 Beds: 4 Baths: 3.5 Sq. Feet: 2004Rental Registration #2022-L-0004. This traditional with four-bedrooms, three and one-half bathrooms ... Property Details
Shelter Island Waterfront with Pool
Priced at July ('24 - 24) $35,000; August(LD) ('24 - 24) $37,000 Beds: 3 Baths: 4 Sq. Feet: 3160Rental Registration #0012. Some of the most spectacular sunsets can be enjoyed from this spacious ... Property Details
Charming 1920’s Waterfront Cottage with Dock
Priced at July ('24 - 24) $14,900 RENTED; Two Weeks (07/01/24 - 07/31/24) $7,600 RENTED; August (08/02/24 - 09/03/24) $14,750 Beds: 1 Baths: 2 Sq. Feet: 875Rental Registration #23-V-0016. Located within short distance to the ferry, Heights and beach, this ... Property Details
Pristine Shelter Island Bay View with Dock Access
Priced at July ('24 - 24) $28,000; August(LD) ('24 - 24, w/o LD $30k) $35,000; September ('24 - 24) $20,000 Beds: 3 Baths: 2 Sq. Feet: 1608Rental Registration #2021-L-91. This recently renovated ranch has a sunny living room, kitchen with ... Property Details
Lush and Lovely Shelter Island with Pool
Priced at July ('24 - 24) $38,000 Beds: 4 Baths: 4 Sq. Feet: 2424Rental Registration #2022-L-0084. Located a half block from sandy beach, this deer free property has ... Property Details
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at December ('23 - 23) $2,200; January ('24 - 24) $2,200; February ('24 - 24) $2,200; March ('24 - 24) $2,200; April ('24 - 24) $2,200; June ('24 - 24) $7,000; July ('24 - 24) $11,500; August(LD) ('24 - 24) $14,500 RENTED Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #2022-L-0061. New to the rental market! This well maintained, sunny cottage is ... Property Details
Shelter Island Heights Contemporary
Priced at Year Round (09/11/23 - 09/11/24) $4,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #2023-L-0011. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Summer Beach Cottage on Shelter Island
Priced at MD-LD ('24 - 24) $28,000; June ('24 - 24) $8,000; July ('24 - 24) $15,000; Two Weeks (08/01/24 - 08/31/24) $10,000; August(LD) ('24 - 24) $18,000; Year Round (09/01/24 - 09/30/25) $36,000 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 December ('23 - 23) $5,000; March ('24 - 24) $5,000; 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; September ('24 - 24) $14,000; Custom (09/06/24 - 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 - 08/02/24) $21,625; Two Weeks (08/19/24 - 08/30/24) $10,899; 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) $28,000; August(LD) (08/01/24 - 09/02/24) $32,000 Beds: 3 Baths: 2 Sq. Feet: 2500Rental Registration #2023-L-0127. Located in the Conservancy Estates area on the south side of ... Property Details
Fabulous Shelter Island Waterview with Pool
Priced at Year Round (11/15/23 - 11/15/24) $120,000; MD-LD ('24 - 24) $95,000; June ('24- 24) $25,000; July ('24- 24) $30,000 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
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
Turn Of The Century Shelter Island Waterfront
Priced at June (05/24/24 - 06/30/24) $18,000; June ('24 - 24) $17,000; July/August(LD) ('24 - 24) $59,000 RENTED; July ('24 - 24) $27,000 RENTED; August(LD) ('24 - 24, w/o LD $30k) $32,000 RENTED; 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; September ('24 - 24) $26,500 Beds: 4 Baths: 2 Sq. Feet: 1500Rental Registration #2022-L-0005. Set on 1.8 +/- waterfront acres on Ram Island by Coecles Harbor ... 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 Beds: 4 Baths: 2 Sq. Feet: 1850Rental Registration #23-1112. No groups or shares. Located approximately 1.5 +/- miles from town on ... Property Details
Shelter Island Creekfront with Dock and Pool
Priced at June (05/24/24 - 06/30/24) $18,000; July ('24 - 24) $25,500 RENTED; August(LD) ('24 - 24) $30,600 RENTED; September (09/03/24 - 09/30/24) $21,000 Beds: 4 Baths: 3 Sq. Feet: 3000Rental Registration #2023-L-0029. This four-bedroom, three-bath waterfront Traditional occupies .75 ... Property Details
Stunning Shelter Island Little Ram Waterfront with Pool
Priced at June ('24 - 24) $25,000; July ('24 - 24) $30,000; August(LD) ('24 - 24) $35,000; September (09/03/24 - 09/30/24) $25,000 Beds: 4 Baths: 3 Sq. Feet: 1584Rental Registration #2023-L-0090. Located on Little Ram Island on Gardiners Bay, this four bedroom, ... Property Details
Splendid Shelter Island Estate with Pool
Priced at June ('24 - 24) $25,000; Weekly (06/01/24 - 06/30/24) $7,000; July ('24 - 24) $60,000; Weekly (07/01/24 - 07/31/24) $15,000; Custom (08/03/24 - 08/10/24) $18,000; Custom (08/11/24 - 08/18/24) $18,000 Beds: 4 Baths: 2.5 Sq. Feet: 3500Rental Registration #2023-L-0025. This Shelter Island historic home was built in 1791, with ... Property Details
