Rental Listings
Shelter Island Spacious Traditional with Pool Close to Beach
Priced at Custom (05/24/24 - 06/30/24) $27,000; MD-LD ('24 - 24) $110,000; July/August(LD) ('24 - 24) $90,000; July ('24 - 24) $45,000; August(LD) ('24 - 24, w/o LD $45k) $47,000 Beds: 5 Baths: 3.5 Sq. Feet: 2552Rental Registration #2023-V-0039 & 2023-L-0133. Enjoy your summer at this spacious traditional with ... Property Details
Cheery Renovated Shelter Island Farmhouse near Marina
Priced at MD-LD ('24 - 24) $50,000; July/August(LD) (07/01/24 - 09/02/24) $35,000; July ('24 - 24) $18,000; August(LD) ('24 - 24) $20,000 Beds: 4 Baths: 2.5 Sq. Feet: 2052Rental Registration #2023-L-0172 This sun filled farmhouse has been recently renovated and boasts an ... Property Details
Shelter Island Adorable Bungalow near Marina
Priced at June ('24 - 24) $7,500; July ('24 - 24) $8,500; August(LD) ('24 - 24) $9,500 Beds: 3 Baths: 2 Sq. Feet: 1200Rental Registration #2023-L-0083. Located in Montclair Colony is this charming cottage with three ... Property Details
Newly renovated 1911 Plantation Style Home
Priced at Weekly (07/01/24 - 07/08/24) $15,000 RENTED Beds: 6 Baths: 4.5 Sq. Feet: 2790Rental Registration #2023-L-0005. This newly renovated 1911 plantation style home combines old world ... Property Details
Shelter Island Close Proximity to Town and Beach
Priced at July ('24 - 24) $13,000 RENTED; August ('24 - 24) $14,000 RENTED; September (09/03/24 - 09/30/24) $9,500 RENTED Beds: 3 Baths: 1 Sq. Feet: 1600Rental Registration# 19L-2133. This fresh and updated upside down modern on .75 acre is located ... Property Details
Shelter Island Beach House with Pool
Priced at June ('24 - 24) $15,000; July ('24 - 24) $25,000 RENTED; August(LD) ('24 - 24) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1424Rental Registration #2023-L-0001. Enjoy your summer stay at this pristine Shelter Island 3 bedroom, ... Property Details
Enchanting Shelter Island Heights Union Chapel
Priced at Custom (08/11/24 - 08/25/24) $12,000; Custom (08/19/24 - 09/02/24) $14,000; September ('24 - 24) $8,000; October ('24 - 24) $6,000 Beds: 3 Baths: 1.5 Sq. Feet: 1194Rental Registration #2023-L-0112. The homes around Union Chapel in the Heights are always in demand ... Property Details
Shelter Island Sleek and Chic Waterfront
Priced at June (05/24/24 - 06/30/24) $40,000 RENTED; June/July (05/24/24 - 07/31/24) $90,000 RENTED Beds: 4 Baths: 2.5 Sq. Feet: 3091Rental Registration #2023-L-0066. This resort-style waterfront modern offers everything you could ... Property Details
Shelter Island Sleek with Pool
Priced at May ('24 - 24) $15,000; June ('24 - 24) $15,000; July ('24 - 24) $35,000; July/August(LD) ('24 - 24) $70,000; August(LD) ('24 - 24) $35,000 Beds: 3 Baths: 3 Sq. Feet: 1300Rental Registration #2022-L-0074. Located within close proximity to sandy beach, this recently ... Property Details
Wades Beach Chic Cottage on the Dunes
Priced at May ('24 - 24) $17,000 RENTED; June ('24 - 24) $23,000 RENTED; July ('24 - 24) $35,000; August ('24 - 24) $40,000 RENTED Beds: 3 Baths: 2 Sq. Feet: 1080Rental Registration #2024-L-0015. This fresh and chic beach cottage promises a fun summer on the ... Property Details
Shelter Island Tranquil Creekfront Farmhouse with Pool
Priced at June ('24 - 24) $21,750 Beds: 5 Baths: 4.5 Sq. Feet: 2850Rental Registration #2023-V-0021. Located within close proximity to ferry, restaurants and marina, ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at 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
Shelter Island Close Proximity to Beach
Priced at MD-LD ('24 - 24) $50,000; June ('24 - 24) $10,000; July ('24 - 24) $17,000; August ('24 - 24) $23,000 Beds: 4 Baths: 2 Sq. Feet: 1457Rental Registration #2024-L-0013. This fresh Silver Beach cottage, located within close proximity to ... Property Details
Farmhouse with Pool
Priced at Custom (05/01/24 - 06/15/24) $4,000; Weekly (08/19/24 - 09/30/24) $4,500 Beds: 4 Baths: 2.5 Sq. Feet: 2522Rental Registration #2023-L-0111. New to the Market. Hidden behind tall privet hedges with wide ... 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 #2023-L-0132. This recently renovated ranch has a sunny living room, kitchen ... Property Details
Shelter Island Modern Close to Beach
Priced at Custom (05/24/24 - 06/30/24) $26,000; June ('24 - 24) $22,000; July ('24 - 24) $33,000; August(LD) ('24 - 24, w/o LD $33k) $38,000 RENTED Beds: 4 Baths: 4 Sq. Feet: 2120Rental Registration #2024-L-0019. Within close proximity to a wide sandy bay beach, this pristine ... 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
Intimate Island Getaway with Stunning 180-degree Waterfront Views
Priced at May (05/24/24 - 06/30/24) $11,500; July/August (07/01/24 - 09/02/24) $32,000 RENTED Beds: 4 Baths: 1.5 Sq. Feet: 1456Rental Registration #2024-L-0012. This delightful water view cottage is a stone's throw from Sunset ... Property Details