Rental Listings
Pristine Renovated Farmhouse Close to Boating
Priced at Two Weeks (09/06/22 - 09/30/22) $14,000 Beds: 3 Baths: 2.5 Sq. Feet: 2151Shelter Island Farmhouse Rental Rental Registration #19S-0020. Sitting pretty on the southwest side ... Property Details
Shelter Island Cottage Close Proximity to Sandy Beach
Priced at Two Weeks (07/22/22 - 09/30/22) $5,000; September ('22 - 22) $8,000; Custom (09/06/22 - 09/30/22) $6,000 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 September ('22 - 22) $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
Shelter Island Pristine Waterfront Compound with Pool and Dock
Priced at MD-LD ('23 - 23) $284,000; June ('23 - 23) $83,000; July ('23 - 23) $96,000; August ('23 - 23) $106,000 Beds: 5 Baths: 5 Sq. Feet: 3000Rental Registraton #19L-0058. In one of the most pristine natural settings on Shelter Island, ... Property Details
Shelter Island Heights Contemporary
Priced at Custom (09/06/22 - 09/30/22) $9,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #19L-0114. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Shelter Island Spacious Traditional with Pool
Priced at Two Weeks (06/01/23 - 06/30/23) $40,000 RENTED; July ('23 - 23) $75,000; August(LD) ('23 - 23, w/o LD $75k) $85,000; September ('23 - 23) $41,250 Beds: 7 Baths: 6.5 Sq. Feet: 5643Rental Registration #'s 2021-S-15 / 022-2017. First offering! This stunning traditional located a ... Property Details
Shelter Island Water View with Pool
Priced at March ('23 - 23) $5,000; May (05/01/23 - 05/21/23) $10,000; July ('23 - 23) $22,000; August (LD) ('23 - 23, w/o LD $22k) $24,500 Beds: 4 Baths: 2 Sq. Feet: 1932Rental Registration #2021-L-25. Located a stone's throw from sandy beach just across the street, ... Property Details
Immaculate Country Cottage
Priced at September (09/06/22 - 09/30/22) $13,000; 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
Southerly Shelter Island Waterfront
Priced at September ('22 - 22) $15,000; March ('23 - 23) $12,000; April ('23 - 23) $12,000; May ('23 - 23) $15,000; Custom (05/29/23 - 06/30/23) $15,000; June ('23 - 23) $15,000; July ('23 - 23) $30,000; August(LD) ('23 - 23, w/o LD $30k) $35,000 Beds: 4 Baths: 2 Sq. Feet: 2100Rental Registration #20-L-0048. Pristine and sunny contemporary with lush southerly views, open ... Property Details
Shelter Island Traditional with Pool
Priced at October ('22 - 22) $15,000 Beds: 4 Baths: 3.5 Sq. Feet: 2200Rental Registration #19L-0044. A spacious open layout offers living room with fireplace, chef's ... 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 #20-L-0041. Located on the south side of Shelter Island, this immaculate beach ... Property Details
Fabulous Shelter Island Modern with Pool
Priced at September (09/06/22 - 09/30/22) $15,000 Beds: 3 Baths: 3 Sq. Feet: 1338Rental Registration #20-L-0102. Located within close proximity to marina, this sleek modernist, ... Property Details
Shelter Island Farmhouse Close Proximity to Beach
Priced at April ('23 - 23) $3,500; May ('23 - 23) $5,500; June ('23 - 23) $7,000; July ('23 - 23) $10,000; August ('23 - 23) $13,000 Beds: 4 Baths: 2 Sq. Feet: 1400Rental Registration #19W-0002. This cheery, sun filled farmhouse, part of a seven acre estate and ... Property Details
Quiet Shelter Island Beach Area Farmhouse With Pool
Priced at Custom (05/29/23 - 06/30/23) $20,000; Custom (07/01/23 - 08/01/23) $20,000 Beds: 5 Baths: 3 Sq. Feet: 3126This turn of the century farmhouse on 1.25 +/- acres was one of the original farmhouses in the West ... Property Details
Shelter Island Traditional with Pool
Priced at September ('22 - 22) $10,000 Beds: 3 Baths: 2 Sq. Feet: 2394Rental Registration #2021-L-19. Located in the Shorewood Farms area of Shelter Island, two blocks ... Property Details
Turn Of The Century Shelter Island Waterfront
Priced at June (05/26/23 - 06/30/23) $15,000; July ('23 - 23) $22,000; September (09/05/23 - 09/30/23) $10,000 Beds: 4 Baths: 2 Sq. Feet: 2500Rental Registration #2021-L-05. Located on the harbor, this classic turn-of-the-century Farmhouse ... Property Details
Shelter Island Traditional with Pool and Dock Access
Priced at Custom (08/19/22 - 09/30/22) $23,000; September ('22 - 22) $15,000 Beds: 5 Baths: 3.5 Sq. Feet: 2830Rental Registration #2022-L-0047. This spacious and sunny Traditional is located on a quiet hilltop ... Property Details
Shelter Island Ram Island Beachfront with Pool
Priced at September ('22 - 22) $26,500 RENTED Beds: 4 Baths: 2 Sq. Feet: 1500Rental Registration #20-L-0065. Set on 1.8 +/- waterfront acres on Ram Island by Coecles Harbor and ... Property Details
Shelter Island Creekfront with Dock and Pool
Priced at September (09/06/22 - 09/30/22) $21,000 Beds: 4 Baths: 3 Sq. Feet: 3000Rental Registration #2021-L-108. This four-bedroom, three-bath waterfront Traditional occupies .75 ... Property Details
Sailor’s Delight on Shelter Island Menantic Creek
Priced at Two Weeks (09/01/22 - 09/30/22) $7,000 Beds: 2 Baths: 1.5 Sq. Feet: 1100Rental Registration #2021-S-23. This two bedroom, one and one-half bathroom cottage sits directly on ... Property Details
