Rental Listings
Shelter Island Quiet Ranch with Pool
Priced at October (10/01/22 - 04/30/23) $3,000; May ('23 - 23) $4,500; June ('23 - 23) $6,500; July ('23 - 23) $20,000; August(LD) ('23 - 23) $25,000 Beds: 3 Baths: 2 Sq. Feet: 1434Rental Registration #2022-V-0013. This fresh Silver Beach ranch is tucked on a private lane and ... Property Details
Sleek Shelter Island Water View Traditional
Priced at Custom (09/05/22 - 09/30/22) $13,500 Beds: 3 Baths: 2 Sq. Feet: 1897Rental Registration #2022-V-0015. This traditional home on Shelter Island is new to the rental ... Property Details
Shelter Island Heights Waterview Cottage
Priced at September ('22 - 22) $12,000 Beds: 2 Baths: 1.1 Sq. Feet: 1320Rental Registration #2022-L-0055. This adorable two bedroom cottage offers charm and scenic views ... Property Details
Shelter Island Charming Harbor Front Cottage
Priced at July ('23 -23) $25,000; July/August(LD) ('23 - 23) $55,000; August(LD) ('23 - 23, w/o LD $30k) $32,000 Beds: 3 Baths: 3 Sq. Feet: 2209Rental Registration #2022-L-0035. Turn of the century cottage with southern views onto the harbor ... Property Details
Shelter Island Spacious Contemporary with Pool
Priced at July ('23 - 23) $40,000; Custom (08/01/23 - 09/04/23) $45,000 Beds: 3 Baths: 2.5 Sq. Feet: 2750Rental Registration #21-L-12. Located within close proximity to five sandy beach areas, this cheery, ... Property Details
Quiet Shelter Island Traditional with Pool
Priced at July ('23 - 23) $40,000; August(LD) ('23 - 23) $45,000 Beds: 4 Baths: 3.5 Sq. Feet: 3115Rental Registration #2022-L-0046. This traditional, sited on 1+/- acre, is located on a quiet ... Property Details
Shelter Island Carriage House with Water Views
Priced at Custom (09/06/22 - 09/30/22) $7,800 Beds: 1 Baths: 1 Sq. Feet: 500Rental Registration #2022-L-0043. One of the few seasonal efficiency dwellings available on Shelter ... Property Details
Shelter Island Modern Elegance
Priced at September ('22 - 22) $9,000 Beds: 3 Baths: 2.5 Sq. Feet: 3038Rental Registraton #2022-L-0056. This one of a kind modernist home is set on a slight hill ... Property Details
Shelter Island Contemporary with Pool and Association Beach
Priced at Custom (09/19/22 - 09/30/22) $9,000; October ('22 - 22) $5,000 Beds: 4 Baths: 2 Sq. Feet: 1604Rental Registration #2021-L-114. New to the market! Completely refreshed in Spring of 2022, this ... Property Details
Shelter Island Quintessential Beach House
Priced at 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 Custom (09/05/22 - 09/30/22) $20,000 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
Shelter Island Zen Modern with Pool close to Beach
Priced at September ('22 - 22) $15,000 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 September ('22 - 22) $12,000; June ('23 - 23) $12,000; August(LD) ('23 - 23, w/o LD $14k) $16,000; Custom (08/01/23 - 09/10/23) $18,250 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
5 Bedroom Colonial with Infinity Pool and Waterfront Beach
Priced at 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; May ('23 - 23) $18,000; Custom (08/17/23 - 09/05/23) $36,000 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(LD) ('23 - 23, w/o LD $27k) $30,000 Beds: 4 Baths: 3 Sq. Feet: 1542Rental Registration #2022-L-0013. 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 September ('22 - 22) $40,000 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 Custom (09/19/22 - 09/30/22) $9,000; Weekly (06/01/23 - 06/30/23) $7,000; Weekly (07/01/23 - 07/31/23) $8,750; Weekly (08/23/23 - 08/31/23) $10,000; Custom (08/23/23 - 09/04/23) $13,750 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 Harborfront Farmhouse
Priced at June ('23 - 23) $15,000; July ('23 - 23) $30,000 RENTED; August(LD) ('23 - 23) $35,000; Weekly (09/05/23 - 09/30/23) $5,500; September (09/05/23 - 09/30/23) $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
Modernist Waterfront with Pool near Shelter Island Heights
Priced at July ('23 - 23) $50,000 Beds: 3 Baths: 3.5 Sq. Feet: 1536Rental Registration #2021-L-28. Tucked away on a gravel road, just outside Shelter Island Heights, ... Property Details
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