Rental Listings
Shelter Island Mid Century Modern with Pool
Priced at September ('22 - 22) $16,000 RENTED; October ('22 - 22) $16,000 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 1634Rental Registration# 20-L-0068.This sleek mid century modern on shy acre is located a few doors from ... Property Details
Shelter Island Cottage with Pool Close to Beach
Priced at June ('23 - 23) $15,000; July ('23 - 23) $30,000; August(LD) ('23 - 23, w/o LD $33k) $37,000 Beds: 3 Baths: 2 Sq. Feet: 1456New to the rental market in 2022! Rental Registration# 2021-L-41. New to the rental market in 2022! ... Property Details
Bayview Contemporary Shelter Island
Priced at Custom (06/20/23 - 06/27/23) $8,000; July ('23 - 23) $20,000; August(LD) ('23 - 23) $24,000 Beds: 4 Baths: 3 Sq. Feet: 2600Rental Registration #19S-0008. This sunny Contemporary with slices of water views has loads of room ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at Two Weeks (09/05/22 - 09/30/22) $16,500; September (09/05/22 - 09/30/22) $30,000; Custom (05/26/23 - 06/30/23) $26,000; June ('23 - 23) $23,000; July ('23 - 23) $31,000; August(LD) ('23 - 23, w/o LD $34k) $36,000; Custom (09/04/23 - 09/30/23) $26,000 Beds: 5 Baths: 3.5 Sq. Feet: 2596Rental Registration #2022-S-0002. Since the turn of the century, this Victorian has greeted visitors ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at June ('23 - 23) $32,000; July ('23 - 23) $38,000; August(LD) ('23 - 23, w/o LD $40k) $42,000 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 Spacious Traditional with Pool Close to Beach
Priced at 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
Glorious Shelter Island Waterview with Pool
Priced at Winter (10/01/22 - 04/30/23) $10,000; Custom (05/01/23 - 05/25/23) $25,000; MD-LD ('23 - 23) $150,000; June ('23 - 23) $35,000; July ('23 - 23) $50,000; August(LD) ('23 - 23) $60,000; 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
Farmhouse – Shelter Island
Priced at Short Term (09/14/22 - 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 September ('22 - 22) $11,000 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 MD-LD (05/29/23 - 09/04/23) $70,000; July/August(LD) (07/01/23 - 09/04/23) $55,000; July ('23 - 23) $25,000; August(LD) ('23 - 23) $30,000 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 September (09/06/22 - 09/30/22) $30,000 Beds: 6 Baths: 4.5 Sq. Feet: 3157Rental Registration# 20-L-0011. This classic 1860's waterfront home evokes the grand estates ... Property Details
Quaint Shelter Island Cottage
Priced at June ('23 - 23) $20,000; July ('23 - 23) $35,000; August ('23 - 23) $39,000 Beds: 3 Baths: 2 Sq. Feet: 2173Rental Registration #2022-L-0050. This beautiful and unique home on 3 + acres offers a very private ... Property Details
Shelter Island Sleek with Pool
Priced at May ('23 - 23) $15,000; 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: 2 Baths: 3 Sq. Feet: 1300Rental Registration #20-L-0032. Located within close proximity to sandy beach, this recently ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at April ('23 - 23) $6,500; May ('23 - 23) $17,000; June ('23 - 23) $24,000; Custom (07/01/23 - 07/31/23) $38,000; Custom (07/15/23 - 07/29/23) $19,000; August(LD) ('23 - 23) $42,000 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 Blufftop with Sandy Beach
Priced at Custom (05/26/23 - 09/04/23) $50,000; June ('23 - 23) $15,000; July ('23 - 23) $18,500; July/August(LD) ('23 - 23) $35,000; August(LD) ('23 - 23) $22,500 Beds: 3 Baths: 2 Sq. Feet: 1262Rental Registration #2021-L-02. 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 ('23 - 23) $50,000; June ('23 - 23) $10,000; July ('23 - 23) $17,000; August ('23 - 23) $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
Classic and Chic on Shelter Island
Priced at Extended Season (10/01/22 - 04/30/23) $3,500 Beds: 4 Baths: 3 Sq. Feet: 2618Rental Registration #20-L-0122. Stylish and spacious, with an interesting mix of old world ... Property Details
Shelter Island Modern Close to Beach
Priced at Custom (09/06/22 - 09/30/22) $10,000; June ('23 - 23) $17,000; Custom (07/15/23 - 07/29/23) $14,000; August(LD) ('23 - 23, w/o LD $26k) $33,000 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 Traditional with Deep Water Dock
Priced at MD-LD ('23 - 23) $82,500; June ('23 - 23) $15,000; July ('23 - 23) $30,000; August(LD) ('23 - 23) $31,500 Beds: 3 Baths: 3 Sq. Feet: 2200Shelter Island, NY Vacation Rental Rental Registration #19S-0012. This sun filled traditional is ... Property Details
