Rental Listings
Shelter Island Serenity with Farm Views and Saltwater Pool
Priced at July ('22 - 22) $33,000 Beds: 3 Baths: 2 Sq. Feet: 1639Rental Registration #2021-L-22. Bordering Westmoreland Farm, this spacious traditional with privet ... Property Details
Sunny Shelter Island Cape Cod
Priced at Custom (05/27/22 - 06/17/22) $12,000; July ('22 - 22) $15,000 RENTED; Custom (08/21/22 - 09/11/22) $18,000 Beds: 5 Baths: 2 Sq. Feet: 1779Rental Registration #2021-L-43. This pristine five bedroom Cape Cod was recently renovated and is ... Property Details
Modernist Waterfront with Pool near Shelter Island Heights
Priced at July ('22 - 22) $50,000; August(LD) ('22 - 22) $55,000 RENTED Beds: 3 Baths: 3.5 Sq. Feet: 1536Rental Registration #2021-L-28. Tucked away on a gravel road, just outside Shelter Island Heights, ... Property Details
Shelter Island Artist’s Stylish Retreat
Priced at July ('22 - 22) $18,000; August(LD) ('22 - 22, w/o LD $20k) $21,000 Beds: 2 Baths: 2.5 Sq. Feet: 1922Rental Registration #2021-00-03. Located a stone's throw from Wades Beach and sited off the road in ... Property Details
Shelter Island Charming Cape Close to Beach
Priced at Winter (10/16/21 - 04/30/22) $2,500 RENTED; MD-LD ('22 - 22) $25,000 RENTED; June ('22 - 22) $7,000 RENTED; July ('22 - 22) $8,000; August(LD) ('22 - 22) $10,000 RENTED Beds: 2 Baths: 2 Sq. Feet: 1296Rental Registration #20-L-0140. This charming cape house is within close proximity to beaches, golf, ... Property Details
Shelter Island Mid Century Modern with Pool
Priced at July ('22 - 22) $33,000 RENTED; August(LD) ('22 - 22, w/o LD $33k) $36,000 RENTED; 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 ('22 - 22) $15,000; July ('22 - 22) $30,000; August(LD) ('22 - 22, 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 (06/20/22 - 06/27/22) $8,000; July ('22 - 22) $20,000 RENTED; August(LD) ('22 - 22) $24,000 RENTED 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 Custom (05/27/22 - 06/30/22) $27,000; Two Weeks (05/27/22 - 06/30/22) $14,850; June ('22 - 22) $25,000; July ('22 - 22) $35,000; Two Weeks (07/01/22 - 07/31/22) $19,250; August(LD) ('22 - 22, w/o LD $38k) $40,000; Two Weeks (08/01/22 - 09/05/22) $22,000; Two Weeks (09/05/22 - 09/30/22) $16,500; September (09/05/22 - 09/30/22) $30,000 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
Charming and Simple Harborfront with Dock
Priced at May ('22 - 22) $10,000; Custom (06/01/22 - 06/15/22) $10,000; Custom (07/18/22 - 08/15/22) $35,000 RENTED Beds: 4 Baths: 2 Sq. Feet: 2170Rental Registration #20-L-0104. This straightforward L-shaped cottage on the harbor has a wonderful ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at August(LD) ('22 - 22) $40,000 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 MD-LD ('22 - 22) $115,000; July ('22 - 22) $40,000; August(LD) ('22 - 22) $50,000 Beds: 4 Baths: 4 Sq. Feet: 2180Rental Registration# 20-L-0148. Located on the harbor, this cheery country cottage has wonderful ... Property Details
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 with Pool Close to Beach
Priced at Custom (07/15/22 - 07/31/22) $22,000; August(LD) ('22 - 22) $45,000; 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
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 July ('22 - 22) $40,000 RENTED; Weekly (08/01/22 - 08/16/22) $15,000 RENTED 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 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 July/August(LD) ('22 - 22) $65,000; July ('22 - 22) $30,000; August(LD) ('22 - 22) $35,000 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
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