Rental Listings
Pristine Renovated Farmhouse Close to Boating
Priced at S Term ('19 - '19) $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 (08/01/19 - 08/15/19) $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 June ('19 - 19) $6,000; August(LD) ('19 - 19) $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 MD-LD ('19 - '19) $30,000 RENTED; July ('19 - '19) $10,000 RENTED; August(LD) ('19 - '19) $13,000 RENTED; Y/R ('19 - '19) $30,000 RENTED; S Term (08/01/19 - 09/03/19) $4,000 RENTED 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 MD-LD (06/01/19 - 09/02/19) $17,000; June ('19 - '19) $5,000; July ('19 - '19) $6,500; August(LD) ('19 - '19) $7,000 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 ('19 - '19) $20,000; August(LD) ('19 - '19) $22,000 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) ('19 - 19**$6,500 per wk**) $28,000; S Term (08/01/19 - 09/04/19 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
Charming Cottage Close Proximity to Beach
Priced at August(LD) (08/23/19 - 09/02/19) $7,000; S Term (09/02/19 - 09/19/19) $3,000 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
Freshly Renovated Shelter Island Cottage on Golf Course
Priced at 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 June ('19 - '19) $75,000; July ('19 - '19) $125,000; August(LD) ('19 - '19) $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 MD-LD ('19 - 19) $20,000; June ('19 - 19) $7,000; July ('19 - 19) $8,000; August(LD) ('19 - 19) $9,500; July/August(LD) ('19 - 19) $17,500; Ext. Season (09/01/19 - 09/30/19) $7,000 Beds: 2 Baths: 2 Sq. Feet: 892A delightful two-bedroom, two-bath cottage in Shelter Island's Montclair Colony. Features include a ... Property Details
Iconic 1884 Shelter Island Heights Seacoast Estate
Priced at June ('19 - '19) $25,000; July ('19 - '19) $35,000; August(LD) ('19 - '19**45K w.out LD**) $50,000 Beds: 7 Baths: 8 Sq. Feet: 7165This 1884 Queen Anne style waterfront estate possesses an extraordinary provenance, and has been ... Property Details
Shelter Island Heights Contemporary
Priced at MD-LD ('19 - '19) $35,000; July ('19 - '19) $13,000; August(LD) ('19 - '19) $15,000 Beds: 3 Baths: 2 Sq. Feet: 1584Located a stone's throw from Shelter Island Country Club, Crescent Beach, North Ferry and Shelter ... Property Details
Distinctive Shelter Island Heights Gem
Priced at S Term (08/18/19 - 09/02/19) $6,000 Beds: 4 Baths: 2 Sq. Feet: 2154This beautifully renovated 1890 Shelter Island traditional offers tasteful appointments and ... Property Details
Shelter Island Charming Farmhouse with Pool
Priced at July ('19 - '19) $24,000; August(LD) ('19 - '19) $27,000; S Term (05/01/19 - 07/31/19) $14,000 Beds: 3 Baths: 2 Sq. Feet: 1500Fabulous open living room and dining area, separate kitchen in a secluded setting, once a part of a ... Property Details
Shelter Island Bayfront with Sunsets
Priced at July ('19 - 19) $15,000; S Term (08/01/19 - 08/09/19 ) $8,000 Beds: 3 Baths: 1.5 Sq. Feet: 1154This sweet three bedroom, one and one half bath cottage on one acre in excellent location offers ... Property Details
Wades Beach Traditional
Priced at June ('19 - 19) $6,000; July ('19 - 19) $10,500; August(LD) ('19 - '19) $12,000 Beds: 3 Baths: 2 Sq. Feet: 1345Located on a shy acre within a stone's throw of Wades Beach, this tastefully appointed Traditional ... Property Details
Shelter Island Heights Water View Victorian
Priced at June ('19 - 19) $16,000; July ('19 - 19) $22,000; S Term (07/01/19 - 07/31/19) $12,000 Beds: 5 Baths: 3 Sq. Feet: 3000Located directly across from Union Chapel within close proximity to ferry, tennis, fine dining and ... Property Details
Exquisite Shelter Island Traditional with Pool
Priced at June ('19 - 19) $20,000; July ('19 - 19) $35,000; August(LD) ('19 - 19) $50,000 Beds: 4 Baths: 6 Sq. Feet: 6383Located in Ram Island a stone's throw from Reel Point and Coecles Harbor, this spacious traditional ... Property Details
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