Rental Listings
Shelter Island Modern Close to Beach
Priced at June ('23 - 23) $17,000; July ('23 - 23) $30,000; August(LD) ('23 - 23, w/o LD $30k) $35,000 RENTED Beds: 4 Baths: 4 Sq. Feet: 3280Rental Registration #2021-L-98. Within close proximity to a wide sandy bay beach, this pristine four ... Property Details
Lush and Lovely Shelter Island with Pool
Priced at August(LD) ('23 - 23, w/o LD $35k) $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
Shelter Island 180-Degree Water Views of Crescent, Sunset Beach
Priced at Custom (06/01/23 - 09/04/23) $58,750; July/August(LD) ('23 - 23) $42,500 Beds: 4 Baths: 1.5 Sq. Feet: 1456Rental Registration #20-L-0004. This delightful water view cottage is a stone's throw from Sunset ... Property Details
Shelter Island Traditional with Deep Water Dock
Priced at MD-LD ('23 - 23) $82,500 RENTED; June ('23 - 23) $15,000 RENTED; July ('23 - 23) $30,000 RENTED; August(LD) ('23 - 23) $31,500 RENTED Beds: 3 Baths: 3 Sq. Feet: 2200Shelter Island, NY Vacation Rental Rental Registration #19S-0012. This sun filled traditional is ... Property Details
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at June ('23 - 23) $7,000; July ('23 - 23) $11,500 Beds: 3 Baths: 1.5 Sq. Feet: 1935Rental Registration #2022-L-0061. New to the rental market! This well maintained, sunny cottage is ... Property Details
Hilltop Traditional with Pool Close Proximity to Beach
Priced at March ('23 - 23) $5,000; April ('23 - 23) $5,000; June (05/26/23 - 06/30/23) $22,000; July ('23 - 23) $25,000; August(LD) ('23 - 23) $28,000; September ('23 - 23) $15,000 Beds: 3 Baths: 2 Sq. Feet: 2962Rental Registration #20-L-0086. Located within close proximity to Sunset Beach, ferry and golf, this ... Property Details
Charming Cottage Close Proximity to Beach
Priced at June ('23 - 23) $7,500 RENTED; July ('23 - 23) $17,000; August(LD) ('23 - 23) $22,000 Beds: 3 Baths: 2 Sq. Feet: 1472Rental Registration #2021-L-24. If you enjoy a quiet cottage on a country lane within close ... Property Details
Shelter Island Pristine Waterfront Compound with Pool and Dock
Priced at MD-LD ('23 - 23) $284,000 RENTED; June ('23 - 23) $83,000 RENTED; July ('23 - 23) $96,000 RENTED; August ('23 - 23) $106,000 RENTED Beds: 5 Baths: 5 Sq. Feet: 3000Rental Registraton #2021-L-96. In one of the most pristine natural settings on Shelter Island, ... Property Details
Quaint and Convenient Shelter Island
Priced at June ('23 - 23) $7,700; July ('23 - 23) $8,800 RENTED; August(LD) ('23 - 23, w/o LD $9,900) $11,550 Beds: 2 Baths: 2 Sq. Feet: 892Rental Registration #2023-L-0007. A delightful two-bedroom, two-bath cottage in Shelter Island's ... Property Details
Shelter Island Heights Contemporary
Priced at June ('23 - 23) $10,000; July ('23 - 23) $15,000 RENTED; August(LD) ('23 - 23) $19,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #2023-L-0011. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Stunning Shelter Island Traditional with Pool
Priced at Two Weeks (06/01/23 - 06/30/23) $40,000 RENTED; Two Weeks (07/01/23 - 07/14/23) $35,000; Custom (08/12/23 - 09/04/23) $57,500 Beds: 7 Baths: 6.5 Sq. Feet: 5643Rental Registration #'s 2021-S-15 / 022-2017. First offering! This stunning traditional located a ... Property Details
Modern Shelter Island Waterfront with Dock
Priced at July ('23 - 23) $40,000; Custom (07/07/23 - 07/23/23) $22,000; Custom (08/04/23 - 08/18/23) $20,000 Beds: 4 Baths: 3 Sq. Feet: 2638Rental Registration #2022-L-0037. This sun-filled, sleek architect's home on the water with sunset ... Property Details
Shelter Island Water View with Pool
Priced at March ('23 - 23) $5,000; May (05/01/23 - 05/21/23) $10,000; Custom (09/06/23 - 09/30/23) $12,000 Beds: 4 Baths: 2 Sq. Feet: 1932Rental Registration #2023-L-0006. Located a stone's throw from sandy beach just across the street, ... Property Details
Immaculate Country Cottage
Priced at June ('23 - 23) $15,000; July ('23 - 23) $28,000; Custom (08/01/23 - 08/31/23) $32,000 Beds: 3 Baths: 2 Sq. Feet: 2500Rental Registration #19H-0005. Under the shade of a canopy of trees down a country lane, a sweet ... Property Details
Shelter Island Pristine Traditional with Pool
Priced at June ('23 - 23) $22,000; July ('23 - 23) $32,000 RENTED; August(LD) ('23 - 23) $35,000 Beds: 4 Baths: 3 Sq. Feet: 3194Rental Registration #2022-V-0011. This recently built traditional is located on one acre within ... Property Details
Southerly Shelter Island Waterfront
Priced at Custom (05/29/23 - 06/30/23) $18,000; June ('23 - 23) $15,000; July ('23 - 23) $30,000; August(LD) ('23 - 23, w/o LD $32k) $35,000 Beds: 4 Baths: 2 Sq. Feet: 2100Rental Registration #20-L-0048. Pristine and sunny contemporary with lush southerly views, open ... Property Details
Sunny Shelter Island Beach House with Dock
Priced at July ('23 - 23) $35,000; August(LD) ('23 - 23) $40,000 Beds: 3 Baths: 2 Sq. Feet: 2287Rental Registration #2022-L-0059. Located on the south side of Shelter Island, this immaculate beach ... Property Details
Cheery Farmhouse with Pool Close to Beach
Priced at Custom (05/26/23 - 06/30/23) $10,000; Two Weeks (06/01/23 - 06/30/23) $6,000; June ('23 - 23) $8,000; Two Weeks (07/01/23 - 07/31/23) $10,000 Beds: 4 Baths: 1.5 Sq. Feet: 1790Rental Registration #2022-L-0018. Located within close proximity to Sunset Beach, Heights, ferry, ... Property Details
Fabulous Shelter Island Modern with Pool
Priced at MD-LD ('23 - 23) $70,000; June ('23 - 23) $16,500; Two Weeks (06/01/23 - 06/30/23) $8,500; July ('23 - 23) $27,000; July/August(LD) ('23 - 23) $56,000; Two Weeks (07/01/23 - 07/31/23) $14,500; August(LD) ('23 - 23, w/o LD $27k) $37,000; Two Weeks (08/01/23 - 08/31/23) $14,500; September ('23 - 23) $15,000; Two Weeks (09/01/23 - 09/30/23) $8,000 Beds: 3 Baths: 3 Sq. Feet: 1338Rental Registration #2022-L-0052. Located within close proximity to marina, this sleek modernist, ... Property Details
Shelter Island Hidden Waterfront Traditional
Priced at MD-LD ('23 - 23) $99,000; June/July ('23 - 23) $59,000; July ('23 - 23) $32,000; August(LD) ('23 - 23, w/o LD $35k) $40,000 Beds: 3 Baths: 2.5 Sq. Feet: 2300Shelter Island Home for Rent Overlooking Fresh Pond Rental Registration #2021-L-83. Tucked on a ... Property Details
