Rental Listings
Charming and Simple Harborfront with Dock
Priced at Custom (07/15/23 - 08/15/23) $35,000; Custom (09/18/23 - 09/30/23) $10,000; October ('23 - 23) $20,000 Beds: 4 Baths: 2 Sq. Feet: 2170Rental Registration #2023-L-0009. This straightforward L-shaped cottage on the harbor has a ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at June ('23 - 23) $25,000; August(LD) ('23 - 23, w/o LD $36k) $38,000 Beds: 5 Baths: 3 Full, 2 Half Sq. Feet: 2740Rental Registration #20-L-0095. This completely restored 1890's Shelter Island Victorian is in the ... Property Details
Shelter Island Cottage with Beach, Dock & Mooring
Priced at Custom (05/26/23 - 07/31/23) $80,000; Custom (05/26/23 - 08/06/23) $85,000; June ('23 - 23) $40,000; July ('23 - 23) $45,000 Beds: 4 Baths: 4 Sq. Feet: 2180Rental Registration# 2022-L-0112. Located on the harbor, this cheery country cottage has wonderful ... Property Details
Shelter Island Spacious Traditional with Pool Close to Beach
Priced at Custom (07/14/23 - 07/22/23) $9,300; Custom (08/19/23 - 08/28/23) $12,000; Custom (08/19/23 - 08/26/23) $9,300; Two Weeks (09/05/23 - 09/30/23) $10,000 Beds: 5 Baths: 3.5 Sq. Feet: 2552Rental Registration #2022-L-0048. Enjoy your summer at this spacious traditional with plenty of room ... Property Details
Montclair Colony Shelter Island
Priced at June ('23 - 23) $5,000; July ('23 - 23) $8,000; August(LD) ('23 - 23) $9,000 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 June ('23 - 23) $35,000; July ('23 - 23) $50,000; August(LD) ('23 - 23) $65,000 Beds: 6 Baths: 4.5 Sq. Feet: 2790Rental Registration #2023-L-0005. This newly renovated 1911 plantation style home combines old world ... Property Details
Glorious Shelter Island Waterview with Pool
Priced at June (06/01/23 - 06/28/23) $33,000; Custom (07/05/23 - 07/31/23) $45,000; August(LD) ('23 - 23) $60,000 RENTED; Custom (09/05/23 - 09/30/23) $25,000 Beds: 4 Baths: 3 Sq. Feet: 2337Rental Registration #19L-0077 This elevated contemporary sited on one acre overlooking the waters ... Property Details
Shelter Island Spacious Traditional with Pool
Priced at June ('23 - 23) $45,000; July ('23 - 23) $55,000; August ('23 - 23) $65,000; October ('23 - 23) $15,000; November ('23 - 23) $15,000; December ('23 - 23) $15,000 Beds: 5 Baths: 5.5 Sq. Feet: 3868Rental Registration #2023-L-0003. With views to a 12 +/- acre preserve directly across the street ... Property Details
Shelter Island Close Proximity to Everything
Priced at June ('23 - 23) $8,000; July ('23 - 23) $12,000; August ('23 - 23) $15,000; September ('23 - 23) $9,500 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 Two Weeks (07/01/23 - 07/14/23) $15,000 Beds: 3 Baths: 2 Sq. Feet: 1424Rental Registration #2023-L-0001. Enjoy your summer stay at this pristine Shelter Island 3 bedroom, ... Property Details
Shelter Island Waterfront with Deepwater Dock and Pool
Priced at Custom (08/01/23 - 09/04/23) $50,000; September (09/05/23 - 09/30/23) $30,000; October ('23 - 23) $22,000 Beds: 6 Baths: 4.5 Sq. Feet: 3157Rental Registration# 2023-L-0057. This classic 1860's waterfront home evokes the grand estates ... Property Details
Enchanting Shelter Island Heights Union Chapel
Priced at Custom (08/20/23 - 09/04/23) $14,000; September ('23 - 23) $8,000; October ('23 - 23) $6,000 Beds: 3 Baths: 1.5 Sq. Feet: 1194Rental Registration #19L-0003. The homes around Union Chapel in the Heights are always in demand for ... Property Details
Shelter Island Sleek and Chic Waterfront
Priced at June/July (05/26/23 - 07/31/23) $90,000; June (05/26/23 - 06/30/23) $40,000 Beds: 4 Baths: 2.5 Sq. Feet: 3091Rental Registration #19L-0052. This resort-style waterfront modern offers everything you could hope ... Property Details
Stunning Shelter Island Bay Front with Dock and Pool
Priced at June ('23 - 23) $90,000; July ('23 - 23) $100,000; August(LD) ('23 - 23, w/o LD $115k) $130,000 Beds: 5 Baths: 6 Sq. Feet: 6500Rental Registration #2023-L-0022. Simply put, Shelter Island still remains an undiscovered paradise ... Property Details
Shelter Island Sleek with Pool
Priced at June ('23 - 23) $15,000; July ('23 - 23) $35,000; July/August(LD) (07/01/23 - 09/04/23) $70,000; August(LD) ('23 - 23) $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 June ('23 - 23) $20,000 RENTED; July ('23 - 23) $35,000; August(LD) ('23 - 23, w/o LD $35k) $39,000 Beds: 3 Baths: 2 Sq. Feet: 1080Rental Registration #2022-L-0067. This fresh and chic beach cottage promises a fun summer on the ... Property Details
Shelter Island Tranquil Creekfront Farmhouse with Pool
Priced at July ('23 - 23) $30,000 Beds: 5 Baths: 4.5 Sq. Feet: 2850Rental Registration #2021-L-48. Located within close proximity to ferry, restaurants and marina, ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at August(LD) ('23 - 23, w/o LD $38k) $42,000; Two Weeks (08/01/23 - 08/31/23) $20,000 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 ('23 - 23) $35,000; August(LD) ('23 - 23) $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 Blufftop with Sandy Beach
Priced at August(LD) ('23 - 23) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1262Rental Registration #2023-L-0002. This long time favorite is in one of the most dramatic spots on ... Property Details
