Rental Listings
Enchanting Shelter Island Sunset Cottage with Dock
Priced at MD-LD ('21 - 21) $68,000; July ('21 - 21) $25,000; July/August(LD) ('21 - 21) $55,000; August(LD) ('21 - 21, w/o LD $30k) $35,000 Beds: 4 Baths: 3 Sq. Feet: 2319Rental Registration #2021-L-40. This western facing contemporary cottage with water view ... Property Details
Sunny Shelter Island Cape Cod
Priced at August(LD) ('21 - 21) $22,000 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 ('21 - 21) $50,000; August(LD) ('21 - 21) $55,000 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 MD-LD ('21 - 21) $60,000; July/August(LD) (07/01/21 - 09/06/21) $40,000; July ('21 - 21) $15,000; August(LD) ('21 - 21, w/o LD $18k) $20,000 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 Beds: 2 Baths: 2 Sq. Feet: 1296Rental Registration #20-L-0140. This charming cape house is within close proximity to beaches, golf, ... Property Details
Close Proximity to Sunset Beach Cottage
Priced at July/August(LD) (07/15/21 - 09/06/21) $18,500 RENTED; August(LD) ('21 - 21) $12,000 RENTED Beds: 2 Baths: 1 Sq. Feet: 700Rental Registration #19L-0029. Moved from an elegant estate home, this bath house built in the ... Property Details
Shelter Island Bayfront Cottage with Dock
Priced at Winter (11/01/20 - 04/30/21) $60,000; March ('21 - 21) $10,000; April ('21 - 21) $10,000 Beds: 4 Baths: 2.5 Sq. Feet: 2490Rental Registration #20-L-0154. Located at the end of a quiet lane, this sweet cottage is an idyllic ... Property Details
Shelter Island Mid Century Modern with Pool
Priced at March ('21 - 21) $4,000 RENTED; April ('21 - 21) $4,000 RENTED; May ('21 - 21) $6,000 RENTED; MD-LD ('21 - 21) $61,000 RENTED; June ('21 - 21) $15,000 RENTED; July ('21 - 21) $24,000 RENTED; August(LD) ('21 - 21, w/o LD $27k) $32,000 RENTED; September ('21 - 21) $15,000 RENTED; October ('21 - 21) $15,000 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
European Country Modern with Pool
Priced at July/August(LD) (07/01/21 - 09/06/21) $58,000 RENTED; July ('21 - 21) $28,000 RENTED; August(LD) ('21 - 21) $30,000 RENTED Beds: 1 Baths: 3 Sq. Feet: 3Rental Registration #20-L-0112 Located a stone's throw from southerly facing beach, this clean and ... Property Details
Bayview Contemporary Shelter Island
Priced at Weekly (09/06/20 - 06/04/21) $2,128; Custom (06/13/21 - 06/23/21) $4,500; Two Weeks (07/01/21 - 07/14/21) $8,400 RENTED; July ('21 - 21) $14,800 RENTED; August(LD) ('21 - 21) $19,000 RENTED; Two Weeks (08/01/21 - 09/06/21) $9,300 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 April ('21 - 21) $15,000, May (05/01/21 - 05/27/21) $25,000; Custom (05/28/21 - 06/30/21) $40,000; MD-LD ('21 - 21) $132,000; June ('21 - 21) $35,000; July ('21 - 21) $42,000; August(LD) ('21 - 21) $50,000 Beds: 5 Baths: 3.5 Sq. Feet: 2596Rental Registration #20-L-0106. Since the turn of the century, this Victorian has greeted visitors ... Property Details
Charming and Simple Harborfront with Dock
Priced at May ('21 - 21) $10,000; August ('21 - 21) $38,000 RENTED; September ('21 - 21) $20,000 Beds: 4 Baths: 2 Sq. Feet: 2170Rental Registration #20-L-0104. This straightforward L-shaped cottage on the harbor has a wonderful ... Property Details
Ram Island Beauty
Priced at July/August(LD) ('21 - 21) $30,000 Beds: 3 Baths: 2 Sq. Feet: 1596Rental Registration #20-L-0008.This three-bedroom, two-bath cottage enjoys an exquisite location on ... Property Details
Iconic Shelter Island Heights Waterview Victorian
Priced at June ('21 - 21) $32,000; July ('21 - 21) $38,000; August(LD) ('21 - 21, 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 Cottage with Beach, Dock & Mooring
Priced at July ('21 - 21) $40,000; August(LD) ('21 - 21) $50,000 Beds: 4 Baths: 4 Sq. Feet: 2180RR# 20-L-0085 Located on the harbor, this cheery country cottage has wonderful views of the harbor, ... Property Details
Shelter Island Arts and Crafts with Pool
Priced at September ('21 - 21) $18,000; October ('21 - 21) $15,000 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 (07/15/21 - 07/31/21) $14,000; August(LD) ('21 - 21) $33,000; Custom (09/07/21 - 09/30/21) $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 ('21 - 21) $20,000 RENTED; August(LD) ('21 - 21) $22,000 RENTED 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) (08/01/21 - 09/06/21) $7,500 RENTED Beds: 3 Baths: 2 Sq. Feet: 1365Rental Registration #20-S-0004. Located within close proximity to shops, library, and gym, this ... Property Details
Montclair Colony Shelter Island
Priced at July ('21 - 21) $7,500 RENTED; August(LD) ('21 - 21) $8,500 RENTED Beds: 3 Baths: 2 Sq. Feet: 1200Rental Registration #19L-0088. Located in Montclair Colony is this charming cottage with three ... Property Details
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