Rental Listings
Shelter Island Restored Bayfront Farmhouse with Pool
Priced at MD-LD ('24 - 24) $200,000; July ('24 - 24) $75,000; August(LD) ('24 - 24) $90,000 Beds: 5 Baths: 3.5 Sq. Feet: 4342Rental Registration #2024-L-0023. This gracious Shelter Island farmhouse, once the home of author ... Property Details
Shelter Island Modern near Marina
Priced at June ('24 - 24) $10,000; July ('24 - 24) $25,000; August ('24 - 24) $25,000 Beds: 1 Baths: 1 Sq. Feet: 1332Rental Registration #2023-L-0125. This sleek, modernist home, built in 2017 is an idyllic spot to ... Property Details
Shelter Island Beach Cottage
Priced at July ('24 - 24) $18,000; August(LD) ('24 - 24, w/o LD $23k) $25,000 Beds: 3 Baths: 2 Sq. Feet: 1400Rental Registration #2023-L-0091. Located around the corner from a sandy beach, this cedar- shingled ... Property Details
Shelter Island Farmhouse Close Proximity to Beach
Priced at April ('24 - 24) $4,500; May ('24 - 24) $6,500; Custom (05/15/24 - 06/30/24) $14,000; Custom (05/24/24 - 06/30/24) $12,000; June ('24 - 24) $9,000; July ('24 - 24) $14,000; August ('24 - 24) $18,000 Beds: 4 Baths: 2 Sq. Feet: 1400Rental Registration #2023-L-0025. This cheery, sun filled farmhouse, part of a seven acre estate and ... Property Details
Shelter Island Heights Renovated Apartment
Priced at Year Round (09/01/23 - 08/31/24) $42,000 Beds: 2 Baths: 1Located in the heart of Shelter Island Heights in a mixed use building, this newly renovated 2 ... Property Details
Iconic Shelter Island Village Traditional with Pool
Priced at August(LD) ('24 - 24) $110,000 RENTED Beds: 5 Baths: 3, 3 Half Sq. Feet: 3928This elegant Dering Harbor Village traditional has been restored with all new amenities and offers ... Property Details
Shelter Island Sweet Cottage with Pool
Priced at Custom (05/15/24 - 09/02/24) $29,500; MD-LD ('24 - 24) $28,500; June ('24 - 24) $8,500; July ('24 - 24) $10,000; August(LD) ('24 - 24) $12,000 Beds: 2 Baths: 2 Sq. Feet: 888Rental Registration #2023-L-0119. Located a stone's throw from the beach, farm stand, town and ... Property Details
Shelter Island Picturesque Farmhouse with Pool
Priced at July ('24 - 24) $30,000 Beds: 8 Baths: 3 Sq. Feet: 2720Rental Registration #2023-L-0010. Located a short distance from Heights, ferry, shops, fine dining ... Property Details
Shelter Island Beach Cottage
Priced at MD-LD ('24 - 24) $28,000; June ('24 - 24) $8,000; July ('24 - 24) $9,000; August(LD) ('24 - 24, w/o LD $11k) $12,000; September ('24 - 24) $9,000 Beds: 3 Baths: 2 Sq. Feet: 1428Rental Registration #2022-L-0016. Shelter island's south side offers expansive Shell Beach and ... Property Details
Classic Traditional in Quiet Hilo Shores
Priced at August(LD) ('24 - 24) $38,500 Beds: 4 Baths: 2.5 Sq. Feet: 2200Rental Registration #2023-L-0084. Built in 2006, this classic traditional is located on a quiet ... Property Details
Shelter Island New Estate Home Bordering Golf Course
Priced at June ('24 - 24) $30,000; Two Weeks (07/01/24 - 07/15/24) $25,000 Beds: 4 Baths: 5.5 Sq. Feet: 4000Rental Registation #2023-L-0085. This new estate home on a shy acre bordering Gardiners Bay Country ... Property Details
Charming Cottage
Priced at Custom (07/14/24 - 09/02/24) $30,000; Custom (07/14/24 - 07/31/24) $10,000; August(LD) ('24 - 24) $21,000 Beds: 2 Baths: 1 Sq. Feet: 1000Rental Registration #2023-L-0105. Located within close proximity to popular beaches, this two ... Property Details
Shelter Island Charming Cape Cod
Priced at August(LD) ('24 - 24) $22,000; September ('24 - 24) $10,000; October ('24 - 24) $7,000 Beds: 3 Baths: 2 Sq. Feet: 1660Rental Registration #2023-L-0072. Located within close proximity to ferry, shops and beach, this ... Property Details
1887 Dering Harbor Village Victorian with Pool and Dock
Priced at June ('24 - 24) $25,000; August(LD) ('24 - 24) $50,000; Custom (09/03/24 - 09/30/24) $30,000 Beds: 5 Baths: 3.5 Sq. Feet: 4053This charming, renovated 1887 Victorian is located on a quiet lane on 1.44+/- acres in the Village ... Property Details
Shelter Island Renovated Ranch near Marina
Priced at Year Round (03/01/23 - 05/31/24) $42,000 RENTED Beds: 3 Baths: 2 Sq. Feet: 1281Rental Registration #2023-L-0040. Completely renovated mid-century style home located near Coecles ... Property Details
Shelter Island Traditional with Pool bordering Preserve
Priced at Weekly (03/01/24 - 03/31/24) $4,500; Weekly (04/01/24 - 04/30/24) $6,500; Weekly (05/01/24 - 05/31/24) $12,000; Custom (05/27/24 - 06/02/24) $15,500; Weekly (06/09/24 - 06/30/24) $15,500; Custom (06/09/24 - 06/30/24) $44,000; Custom (07/30/24 - 08/04/24) $15,500; Custom (08/05/24 - 09/01/24) $17,500 RENTED; Weekly (09/01/24 - 09/30/24) $12,000; Weekly (10/01/24 - 10/31/24) $7,500; Weekly (11/01/24 - 11/30/24) $5,500; Weekly (12/01/24 - 12/31/24) $6,000 Beds: 5 Baths: 5.5 Sq. Feet: 4700Rental Registration #2023-L-0043. This grand compound bordering parkland is spectacular. The main ... Property Details
Shelter Island Elegant Renovated Farmhouse with Pool
Priced at May ('24 - 24) $18,000; Custom (05/24/24 - 06/30/24) $25,000 Beds: 5 Baths: 3 Sq. Feet: 2812Rental Registration #2023-L-0015. Located just outside Shelter Island Heights, within close ... Property Details
Shelter Island Close Proximity to Beach
Priced at July ('24 - 24) $19,000; August(LD) ('24 - 24, w/o LD $20k) $22,000 Beds: 3 Baths: 2 Sq. Feet: 1384Rental Registration #2023-L-0051. Welcome to a charming and immaculate cottage that is sure to ... Property Details
Shelter Island Modern with Pool
Priced at July ('24 - 24) $35,000 RENTED; Custom (08/04/24 - 09/02/24) $40,000 RENTED Beds: 3 Baths: 3 Sq. Feet: 2891Rental Registration #2023-L-0161. This sleek and sun-filled modern on approximately one acre borders ... Property Details
Shelter Island Fabulous Waterfront with Dock and Pool
Priced at July ('24 - 24) $21,000; August(LD) ('24 - 24) $25,000 Beds: 4 Baths: 3 Sq. Feet: 1870Rental Registration #2023-V-0004. New to the market! Located in a popular boating area, this clean, ... Property Details
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