Rental Listings
Historic Sanctuary
Priced at MD-LD ('19 - 19) $35,000 Beds: 5 Baths: 3 Sq. Feet: 4872This 1848 colonial revival boasts five bedrooms, three baths and a partial basement on 1 +/- acre. ... Property Details
Shelter Island Traditional with Deep Water Dock
Priced at July ('19 - 19) $22,500; August(LD) ('19 - 19 (Aug only, $22,500)) $25,000 Beds: 3 Baths: 3 Sq. Feet: 2200This sun filled traditional is located at waters edge, within close proximity to sandy beach. This ... Property Details
Pristine Renovated Farmhouse Close to Boating
Priced at S Term ('18 - '18) $10,000 Beds: 3 Baths: 2.5 Sq. Feet: 2151Sitting pretty on the southwest side of Shelter Island within close proximity to beach and boating, ... Property Details
Spectacular Dering Harbor Waterfront Modern
Priced at S Term (08/01/18 - 08/15/18) $30,000 Beds: 4 Baths: 3.5 Sq. Feet: 4634Dering Harbor Vacation Rental New to the rental market! One step into this glass-walled modern with ... Property Details
Shelter Island Water View Cottage
Priced at August(LD) ('18 - 18) $12,000; Winter (09/03/18 - 06/30/19 $2,750/month) $16,500 Beds: 2 Baths: 2 Sq. Feet: 1355Shelter Island Heights Vacation Rental This cottage, located in desirable Shelter Island Heights, ... Property Details
Shelter Island Cottage with Pool, Boat Slip & Association Beach
Priced at July ('18 - '18) $10,000 RENTED; August(LD) ('18 - '18) $13,000; Y/R ('18 - '18) $42,000; S Term (08/01/18 - 09/03/18) $4,000 Beds: 3 Baths: 2 Sq. Feet: 1600South Ferry & Wades Beach Vacation Rental This clean and straightforward Shelter Island cottage ... Property Details
Shelter Island Cottage Close to Sandy Beach
Priced at July ('18 - '18) $6,000; August(LD) ('18 - '18) $8,000 Beds: 3 Baths: 1.5 Sq. Feet: 1935New to the rental market! This well maintained, sunny cottage is located only a few doors from a ... Property Details
Shelter Island Bay Front Traditional with Pool
Priced at MD-LD ('19 - 19) $95,000; June ('19 - 19) $20,000; July ('19 - 19) $35,000; August(LD) ('19 - 19) $45,000 Beds: 4 Baths: 5 Sq. Feet: 2774Enjoy spectacular views of West Neck Bay and Creek at this renovated four-bedroom, five-bath home on ... Property Details
Shelter Island Traditional with Pool Close Proximity to Beach
Priced at July ('18 - 18) $22,000; August(LD) ('18 - 18) $25,000 Beds: 3 Baths: 2 Sq. Feet: 2962Located within close proximity to Sunset Beach, ferry and golf, this hilltop Traditional is in a ... Property Details
Shelter Island Victorian with Water View and Pool
Priced at August(LD) ('18 - 18**$6,500 per wk**) $28,000; S Term (08/01/18 - 09/04/18 per week) $6,500 Beds: 5 Baths: 4 Sq. Feet: 4675This Victorian-style home on a shy acre is in the Hay Beach area with pretty water views, a pillared ... Property Details
Shelter Island Beach Ranch
Priced at August(LD) (08/20/18 - 09/16/18) $10,000; Ext. Season (09/04/18 - 09/16/18) $3,500; S Term (08/20/18 - 09/04/18) $7,000 Beds: 3 Baths: 2 Sq. Feet: 1472If you enjoy a quiet cottage on a country lane within close proximity to sugar sandy beaches, look ... Property Details
Golf Course Contemporary with Pool
Priced at July ('18 - 18) $20,000 RENTED; August(LD) ('18 - 18) $25,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2828This spacious contemporary sits on a shy acre bordering golf course with sweeping vistas. The floor ... Property Details
Freshly Renovated Shelter Island Cottage on Golf Course
Priced at July ('18 - 18) $12,500 RENTED; August(LD) ('18 - 18) $20,000 RENTED; July/August(LD) ('18 - 18) $35,000 RENTED; Y/R ('18 - 19 **monthly**) $3,500 RENTED Beds: 2 Baths: 2 Sq. Feet: 1888This delightful cottage has just completed a beautiful renovation and is sure to please. There are ... Property Details
Shelter Island Pristine Waterfront Compound with Pool and Dock
Priced at July ('18 - '18) $125,000; August(LD) ('18 - '18) $150,000 Beds: 5 Baths: 5 Sq. Feet: 3000In one of the most pristine natural settings on Shelter Island, Congdon's Point is a hidden ... Property Details
Quaint and Convenient Shelter Island
Priced at July ('18 - 18) $8,000 RENTED; S Term (08/16/18 - 09/03/18 ) $5,000 Beds: 2 Baths: 2 Sq. Feet: 892A delightful two-bedroom, two-bath cottage in Shelter Island's Montclair Colony. Features include a ... Property Details
Close Proximity to Sunset Beach Cottage
Priced at July ('18 - '18) $6,000; August(LD) ('18 - '18) $6,000; July/August(LD) ('18 - 18) $12,500 Beds: 2 Baths: 1 Sq. Feet: 700Moved from an elegant estate home, this bath house on 1.3 acres built in the 1800's is full of ... Property Details
Ram Island Sandy Beach Traditional
Priced at July ('18 - 18) $20,000; August(LD) ('18 - 18) $25,000 Beds: 3 Baths: 3.5 Sq. Feet: 3397Located on a quiet lane on Ram Island in Shelter Island, this freshly built, comfortable 3 bedroom, ... Property Details
Shelter Island Mid Century Modern with Pool
Priced at June ('18 - 18) $10,000 RENTED; July ('18 - 18) $22,000 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 1300This sleek mid century modern on shy acre is located a few doors from a wide sandy beach with ... Property Details
Iconic 1884 Shelter Island Heights Seacoast Estate
Priced at August(LD) (08/15/18 - 08/23/18 *$1,500 a night*) $12,000 Beds: 7 Baths: 8 Sq. Feet: 7165This 1884 Queen Anne style waterfront estate possesses an extraordinary provenance, and has been ... Property Details
Fabulous Shelter Island Traditional with Pool Bordering Preserve
Priced at June ('18 - 18) $20,000 RENTED; July ('18 - 18) $40,000 RENTED; August(LD) ('18 - 18) $45,000 Beds: 5 Baths: 5.5 Sq. Feet: 4700This turn key traditional borders an eight acre preserve and is just right for your memorable summer ... Property Details
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