Rental Listings
Shelter Island Arts and Crafts with Pool
Priced at May ('22 - 22) $12,000; June ('22 - 22) $15,000; July ('22 - 22) $18,000; August(LD) ('22 - 22) $20,000; September (09/06/22 - 09/30/22) $18,000 Beds: 3 Baths: 2 Sq. Feet: 1791Rental Registration #20-L-0097 - Step through its gate and experience the enchantment of this ... Property Details
Shelter Island Spacious Traditional Close Proximity to Beach
Priced at Custom (07/15/22 - 07/31/22) $22,500; August(LD) ('22 - 22) $50,000; Custom (09/06/22 - 09/30/22) $18,000 Beds: 5 Baths: 3.5 Sq. Feet: 2552Rental Registration #20-L-0081. Enjoy your summer at this spacious traditional with plenty of room ... Property Details
Cheery Renovated Shelter Island Farmhouse near Marina
Priced at July/August(LD) ('22 - 22) $40,000; July ('22 - 22) $20,000; August(LD) ('22 - 22) $22,000 Beds: 4 Baths: 2.5 Sq. Feet: 2052Rental Registration #19-50021 This sun filled farmhouse has been recently renovated and boasts an ... Property Details
Shelter Island Charming Cottage
Priced at August(LD) ('22 - 22) $8,500 RENTED Beds: 3 Baths: 2 Sq. Feet: 1365Rental Registration #20-S-0004. Located within close proximity to shops, library, and gym, this ... Property Details
Glorious Shelter Island Waterview with Pool
Priced at June ('22 - 22) $25,000; July ('22 - 22) $40,000; Weekly (08/01/22 - 08/16/22) $15,000; Custom (09/06/22 - 09/30/22) $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 1850’s Farmhouse
Priced at July/August(LD) (7/01/22 - 09/05/22) $45,000 Beds: 3 Baths: 2 Sq. Feet: 1534Rental Registration #19L-0074. Sweet renovated 1850 cedar shingled Farmhouse is known as the ""Belle ... Property Details
Farmhouse – Shelter Island
Priced at July ('22 - 22) $14,000; August (LD) ('22 - 22, w/o LD $16k) $17,500; Short Term (09/06/22 - 12/31/22) $3,000 Beds: 3 Baths: 1.5 Sq. Feet: 1848Rental Registration #20-L-0036.This three bedroom, one and one half bath home has air conditioning, ... Property Details
Shelter Island Close Proximity to Everything
Priced at MD-LD ('22 - 22) $30,000; July ('22 - 22) $11,000; August (LD) ('22 - 22) $12,000 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 July/August(LD) ('22 - 22) $70,000 Beds: 3 Baths: 2 Sq. Feet: 1424Rental Registration #2021-L-20. Enjoy your summer stay at this pristine Shelter Island 3 bedroom, 2 ... Property Details
Shelter Island Waterfront with Deepwater Dock and Pool
Priced at June ('22 - 22) $36,000; July ('22 - 22) $45,000; August(LD) ('22 - 22, w/o LD $55K) $62,000; September ('22 - 22) $29,000 Beds: 6 Baths: 4.5 Sq. Feet: 3157Rental Registration# 20-L-0011. This classic 1860's waterfront home evokes the grand estates ... Property Details
Enchanting Shelter Island Heights Union Chapel
Priced at May ('22 - 22) $6,000; Custom (06/01/22 - 06/15/22) $5,000 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 Sweet Cottage
Priced at Weekly (07/01/22 - 07/31/22) $3,850 Beds: 3 Baths: 2 Sq. Feet: 1465Rental Registration #19S-0016. This cottage has recently been renovated and is conveniently located ... Property Details
Ram Island Beach House with Sandy Beach and Dock
Priced at MD-LD ('22 - 22) $70,000; June ('22 - 22) $20,000; July ('22 - 22) $25,000; August (LD) ('22 - 22) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1842Rental Registration #19L-0037. Feel at one with the sea at this newly renovated Beach House located ... Property Details
Stunning Shelter Island Bay Front with Dock and Pool
Priced at June ('22 - 22) $90,000; July ('22 - 22) $100,000; August(LD) ('22 - 22, w/o LD $115k) $130,000 Beds: 5 Baths: 6 Sq. Feet: 6500Rental Registration #20L-0138. Simply put, Shelter Island still remains an undiscovered paradise ... Property Details
Shelter Island Sleek with Pool
Priced at May ('22 - 22) $15,000; June ('22 - 22) $15,000; July ('22 - 22) $35,000; July/August(LD) ('22 - 22) $70,000; August(LD) ('22 - 22) $35,000 Beds: 2 Baths: 3 Sq. Feet: 1300Rental Registration #20-L-0032. Located within close proximity to sandy beach, this recently ... Property Details
Wades Beach Chic Cottage on the Dunes
Priced at Winter (01/01/22 - 04/30/22) $7,500; Custom (05/01/22 - 05/27/22) $7,350; Custom (05/15/22 - 05/27/22) $7,350; MD-LD ('22 - 22) $88,000; June ('22 - 22) $28,000; July ('22 - 22) $34,000; August(LD) ('22 - 22) $38,000 Beds: 3 Baths: 2 Sq. Feet: 1080Rental Registration #20-L-0055. This fresh and chic beach cottage promises a fun summer on the ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at May ('22 - 22) $17,000; June (06/01/22 - 06/15/22) $12,000; July ('22 - 22) $36,000; August(LD) ('22 - 22, w/o LD $38K) $42,000 Beds: 4 Baths: 3.5 Sq. Feet: 2004Rental Registration #20-L-0001. This traditional with four-bedrooms, three and one-half bathrooms ... Property Details
Shelter Island Waterfront with Pool
Priced at July ('22 - 22) $32,500; August(LD) ('22 - 22) $37,000 Beds: 3 Baths: 4 Sq. Feet: 3160Rental Registration #19L-0076. Some of the most spectacular sunsets can be enjoyed from this ... Property Details
Shelter Island Blufftop with Sandy Beach
Priced at Custom (05/01/22 - 09/05/22) $70,000; June ('22 - 22) $20,000; July ('22 - 22) $25,000; August(LD) ('22 - 22) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1262Rental Registration #19L-0013. This long time favorite is in one of the most dramatic spots on Ram ... Property Details
Shelter Island Close Proximity to Beach
Priced at MD-LD ('22 - 22) $50,000; June ('22 - 22) $10,000; July ('22 - 22) $17,000; August ('22 - 22) $23,000 Beds: 4 Baths: 2 Sq. Feet: 1457Rental Registration #20-L-0002. This fresh Silver Beach cottage, located within close proximity to ... Property Details
