Rental Listings
Shelter Island Contemporary with Pool and Association Beach
Priced at Custom (05/27/22 - 06/22/22) $15,000; July ('22 - 22) $24,000; August(LD) ('22 - 22) $27,000; Custom (09/06/22 - 09/15/22) $9,000; Custom (09/19/22 - 09/30/22) $9,000 Beds: 4 Baths: 2 Sq. Feet: 1604Rental Registration #2021-L-114. New to the market! Completely refreshed in Spring of 2022, this ... Property Details
Mid Century Modern Shelter Island
Priced at July ('22 - 22) $12,000; Short Term (07/01/22 - 07/31/22) $6,000 Beds: 4 Baths: 2 Sq. Feet: 1344Rental Registration #2021-L-96. This clean mid century modern cottage is located a short distance ... Property Details
Shelter Island Wades Beach Farmhouse with Pool
Priced at August(LD) ('22 - 22) $45,000 Beds: 4 Baths: 3 Sq. Feet: 2325Rental Registration #20-L-0146. Located on a quiet lane, just a short distance from Wades Beach in ... Property Details
Wades Beach Traditional
Priced at Custom (07/30/22 - 08/14/22) $9,500; Custom (08/20/22 - 09/05/22) $12,000 Beds: 3 Baths: 2 Sq. Feet: 1345Rental Registration #2022-L-0032. Located on a shy acre within a stone's throw of Wades Beach, this ... Property Details
Shelter Island Scandinavian with Pool and Guest House
Priced at August ('22 - 22) $45,000 Beds: 5 Baths: 4 Sq. Feet: 3600Rental Registration #2022-L-0045. Located within close proximity to popular Sunset Beach, golf, ... Property Details
Shelter Island Quintessential Beach House
Priced at July ('22 - 22) $30,030; Winter (11/01/22 - 03/15/23) $12,000 Beds: 4 Baths: 2 Sq. Feet: 2406Rental Registration #2022-L-0040. This distinctive beach house is what summer on Shelter Island is ... Property Details
Chic Shelter Island Barn with Pool and Day Dock
Priced at July ('22 - 22) $35,000; August ('22 - 22) $40,000 Beds: 3 Baths: 2 Sq. Feet: 1560Rental Registration #2021-L-85. This chic barn-style house is located off a quiet lane and is ready ... Property Details
Spacious Traditional with Pool on Shelter Island
Priced at Custom (06/16/22 - 06/30/22) $10,000; July ('22 - 22) $45,000 Beds: 4 Baths: 3.5 Sq. Feet: 5353Rental Registration #2021-L-116. This spacious traditional sits on one acre and has over 5300sf of ... Property Details
Shelter Island Mid Century Modern Bay View with Dock Access
Priced at August (LD) ('22 - 22, w/o LD $21k) $25,000 Beds: 3 Baths: 2 Sq. Feet: 1728Rental Registration #2022-L-0010. Sited on one acre, tucked on a slight hill overlooking West Neck ... Property Details
Shelter Island Zen Modern with Pool close to Beach
Priced at July ('22 - 22) $27,000; July/August(LD) ('22 - 22) $57,000; August(LD) ('22 - 22, w/o LD $29k) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1390Rental Registration #2022-L-003. Located on a quiet lane on a shy acre, near sandy beaches and boat ... Property Details
Sun-Filled Shelter Island Charming Cottage Close to Beach
Priced at June ('22 - 22) $12,000; August(LD) ('22 - 22, w/o LD $14k) $16,000 RENTED; September ('22 - 22) $12,000 Beds: 4 Baths: 3 Sq. Feet: 2400Rental Registration #20L-0062. This sun filled one level cottage is located within a stone's throw ... Property Details
Shelter Island Renovated Cottage near Beach
Priced at Custom (08/03/23 - 09/30/23) $12,000; October ('23 - 23) $7,000; November ('23 - 23) $6,000 Beds: 3 Baths: 2 Sq. Feet: 1636Rental Registration #2021-L-112. This clean and sweet cottage has recently been renovated and is ... Property Details
Shelter Island Tasteful Traditional with Pool
Priced at August ('22 - 22) $40,000 Beds: 4 Baths: 4.5 Sq. Feet: 4000Rental Registration #2021-L-71. Located at the end of a quiet lane on 1.8 +/- acres, this spacious ... Property Details
5 Bedroom Colonial with Infinity Pool and Waterfront Beach
Priced at May ('22 - 22) $18,000; Custom (08/16/22 - 09/06/22) $36,000; Custom (09/08/22 - 09/30/22) $30,000; October ('22 - 22) $25,000; November ('22 - 22) $15,000; December ('22 - 22) $15,000; January ('23 - 23) $10,000; February ('23 - 23) $10,000; March ('23 - 23) $10,000; April ('23 - 23) $12,000 Beds: 5 Baths: 6.5 Sq. Feet: 5670Rental Registration #2021-L-88. This charming 5 bedroom, 6 bath colonial has an open floor plan that ... Property Details
Shelter Island Hidden Gem with Pool
Priced at August ('22 - 22) $27,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 1542Rental Registration #20-L-0020. This modern 4 Bedroom, 3 bathroom hidden gem with pool features an ... Property Details
Shelter Island Resort Style Retreat with Pool near Beach
Priced at Custom (06/01/22 - 06/16/22) $18,500; Custom (07/18/22 - 07/31/22) $22,500; Custom (07/18/22 - 07/29/22) $18,000; Custom (08/07/22 - 09/06/22) $45,000 Beds: 3 Baths: 2 Sq. Feet: 1543Rental Registration #2021-L-68. New to the rental market! This Shelter Island retreat with an ... Property Details
Shelter Island Quiet Contemporary with Pool
Priced at Weekly (06/01/22 - 06/30/22) $7,000; Weekly (07/01/22 - 07/12/22) $13,750 RENTED; Custom (07/25/22 - 07/31/22) $8,000 RENTED; Weekly (08/01/22 - 08/15/22) $8,500 RENTED; Custom (09/06/22 - 09/16/22) $9,000; Custom (09/19/22 - 09/30/22) $9,000 Beds: 4 Baths: 3 Sq. Feet: 1900Rental Registration #2021-L-72. Located within close proximity to Wades Beach on Shelter Island, ... Property Details
Shelter Island Beach Cottage with Pool
Priced at Two Weeks (07/01/22 - 07/31/22) $14,000; July ('22 - 22) $25,000 Beds: 3 Baths: 2.5 Sq. Feet: 2050Rental Registration #2021-L-49. This three bedroom, two and one half bath home is located in the ... Property Details
Shelter Island Harborfront Farmhouse
Priced at June ('22 - 22) $15,000; July ('22 - 22) $30,000 RENTED; August(LD) ('22 - 22) $35,000 RENTED; Weekly (09/06/22 - 09/30/22) $5,500; September (09/06/22 - 09/30/22) $16,500 Beds: 3 Baths: 1 Full, 1 Half Sq. Feet: 1536Rental Registration #2121-L-54. This classic Shelter Island harborfront farmhouse was built in 1900 ... Property Details
Shelter Island Heights Charming Waterview Farmhouse
Priced at June ('22 - 22) $15,000; July ('22 - 22) $28,000; August(LD) ('22 - 22) $32,500; Custom (08/15/22 - 09/05/22) $22,500 Beds: 4 Baths: 2 Sq. Feet: 2007Rental Registration #2021-L-55. New to the rental market! This Shelter Island Heights farmhouse, ... Property Details
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