Rental Listings
Shelter Island Spacious and Close to Sandy Beach
Priced at MD-LD ('19 - '19) $29,000; June ('19 - '19) $9,000; July ('19 - '19) $12,000; August(LD) ('19 - '19) $14,000 Beds: 2 Baths: 2 Sq. Feet: 1933Located within close proximity of Association sandy beaches, this expanded single level home is ... Property Details
Charming Shelter Island Farmhouse
Priced at June ('19 -'19) $5,000; July ('19 - '19) $7,500 Beds: 2 Baths: 2 Sq. Feet: 2400This two-bedroom, two-bath farmhouse sits in the southern section of Shelter Island, part of the ... Property Details
Wades Beach Chic Cottage on the Dunes
Priced at June ('19 - 19) $16,000; July ('19 - 19) $20,000; August(LD) ('19 - '19) $24,000 Beds: 3 Baths: 2 Sq. Feet: 1080This fresh and chic beach cottage promises a fun summer on the dunes. The living room has linen ... Property Details
Shelter Island Beach House with Tennis
Priced at July ('19 - '19) $12,000; August(LD) ('19 - '19) $14,000; July/August(LD) $26,000 Beds: 3 Baths: 2.5 Sq. Feet: 2393This wonderful 2,400 +/- sq. ft. cottage set on 1.14 +/- acres has views to the harbor and is close ... Property Details
Shelter Island Soundfront with Sandy Beach
Priced at Two Weeks (06/08/19 - 06/22/19) $20,000; Weekly (09/15/19 - 09/30/19) $7,000 Beds: 4 Baths: 2.5 Sq. Feet: 3374This four bedroom, two and one half bath, renovated Adirondack waterfront cottage has 200' of sandy ... Property Details
Shelter Island Tranquil Creekfront Farmhouse with Pool
Priced at August(LD) ('19 - 19) $30,000; S Term ('19 - 19 wkly) $7,700 Beds: 5 Baths: 4.5 Sq. Feet: 2850Located within close proximity to ferry, restaurants and marina, this recently built farmhouse is in ... Property Details
Shelter Island Sweet Traditional with Pool
Priced at Ext. Season (09/03/19 - 09/30/19) $12,000; Y/R ('19 - 19) $72,000 Beds: 4 Baths: 3.5 Sq. Feet: 2004This traditional with four-bedrooms, three and one-half bathrooms has a heated pool, finished lower ... Property Details
Shelter Island Country Home with Carriage House and Pool
Priced at July (07/08/19 - 07/31/19) $30,000; S Term (07/08/19 - 07/31/19, 2 week min) $20,000; August(LD) ('19 - 19) $55,000 RENTED; Ext. Season (09/08/19 - 09/30/19) $12,000 Beds: 4 Baths: 4 Sq. Feet: 3000This sparkling farmhouse on 1.7 +/- acres has been beautifully renovated in 2014 and offers a sense ... Property Details
Shelter Island Farmhouse with Pool and Gardens
Priced at July ('19 - '19) $29,000 Beds: 4 Baths: 2.5 Sq. Feet: 2673Located within close proximity to beach, golf, tennis, dining and the Heights, this 1892 farmhouse ... Property Details
Shelter Island Heights 1886 Soundfront
Priced at August(LD) ('19 - 19) $25,000 Beds: 5 Baths: 4 Sq. Feet: 3000Located on Divinity Hill in Shelter Island Heights, within close proximity to ferry, restaurants, ... Property Details
Shelter Island Waterfront with Pool
Priced at S Term (07/17/19 - 07/31/19) $20,000 Beds: 3 Baths: 4 Sq. Feet: 3160Some of the most spectacular sunsets can be enjoyed from this spacious traditional facing west. ... Property Details
1887 Dering Harbor Village Victorian with Pool and Dock
Priced at MD-LD ('19 - 19) $95,000; June ('19 - 19) $20,000; July ('19 - 19) $39,000; August(LD) ('19 - 19) $45,000 Beds: 5 Baths: 3.5 Sq. Feet: 4053Located on a quiet lane on 1.44+/- acres in the Village of Dering Harbor on Shelter Island in a ... Property Details
Shelter Island Harbor Front Estate with Boat Basin and Dock
Priced at July ('19 - '19) $50,000; August(LD) ('19 - '19 ($55k for just August)) $60,000; July/August(LD) ('19 - '19) $100,000 Beds: 4 Baths: 4 Sq. Feet: 4301This stunning traditional is set on over 2+/- acres with over 285' of waterfront on Coecles Harbor. ... Property Details
Shelter Island Blufftop with Sandy Beach
Priced at June ('19 - '19) $12,250; July ('19 - '19) $17,500; Y/R (10/01/19 - 10/01/20) $70,000 Beds: 3 Baths: 2 Sq. Feet: 1262This long time favorite is in one of the most dramatic spots on Ram Island, with wide grassy lawn ... Property Details
Country Waterfront on Shelter Island
Priced at July ('19 - '19) $8,000; August(LD) ('19 - 19) $8,000; S Term (07/01/19 - 08/31/19**per week**) $2,000 Beds: 1 Baths: 1 Sq. Feet: 1200This charming waterfront cottage is located on a quiet lane with a sandy beach at the end of the ... Property Details
Creek Front Shelter Island Farmhouse
Priced at MD-LD ('19 - '19) $40,000; June ('19 - '19) $10,000; July ('19 - '19) $13,000; August(LD) ('19 - '19) $16,000 Beds: 4 Baths: 2 Sq. Feet: 1842This four bedroom, two bath home has abounding water views and over 400' of water frontage with ... Property Details
Shelter Island Close Proximity to Beach
Priced at June (06/01/19 - 06/28/19) $8,000; July (07/08/19 - 07/31/19) $7,000; Two weeks (08/01/19 - 08/16/19) $6,500 Beds: 4 Baths: 2 Sq. Feet: 1457This fresh Silver Beach cottage, located within close proximity to sandy association beaches and ... Property Details
Shelter Island Winter Rental close to Heights
Priced at Winter (03/01/19 - 05/15/19) $2,900 Beds: 4 Baths: 2.5 Sq. Feet: 2522This charming farmhouse located a stone's throw from Heights, North Ferry and shops, is sited on .85 ... Property Details
Waterfront Contemporary on Shelter Island
Priced at MD-LD ('19 - 19) $110,000; June ('19 - 19) $35,000; July ('19 - 19) $45,000; August(LD) ('19 - 19) $45,000; June/July ('19 - 19) $75,000 Beds: 4 Baths: 3.5 Sq. Feet: 3500Newly completed renovation, this four bedroom, three and one-half bath home with 170' of bulk headed ... Property Details
Shelter Island Heights Vintage Water View
Priced at Ext. Season (09/08/19 - 10/31/19) $3,500 Beds: 4 Baths: 3.5 Sq. Feet: 2500This idyllic home, perched atop Chase's creek with both water and village views, in the middle of ... Property Details
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