Rental Listings
Shelter Island Beach House with Tennis, Stone’s Throw to Beach
Priced at August(LD) ('19 - '19) $14,000 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 Farmhouse with Pool and Gardens
Priced at July ('19 - '19) $29,000 RENTED Beds: 4 Baths: 2.5 Sq. Feet: 2673Located within close proximity to beach, golf, tennis, dining and the Heights, this 1892 farmhouse ... Property Details
1887 Dering Harbor Village Victorian with Pool and Dock
Priced at June ('19 - 19) $20,000 RENTED; July ('19 - 19) $39,000 RENTED; August(LD) ('19 - 19) $45,000 RENTED 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
Waterfront Contemporary with Pool on Shelter Island
Priced at MD-LD ('19 - 19) $110,000; August(LD) ('19 - 19) $45,000 Beds: 4 Baths: 3.5 Sq. Feet: 3500Phenomenal views of Gardiner's Bay abound from this dramatic Reel Point, Ram Island mid century ... Property Details
Fabulous Shelter Island Traditional with Pool Bordering Preserve
Priced at July ('19 - 19) $40,000 RENTED 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
Shelter Island Harbor Front Cottage
Priced at August(LD) ('19 - '19) $30,000 RENTED Beds: 4 Baths: 2 Sq. Feet: 1556Sited on a quiet lane on Ram Island, this charming and completely renovated cottage, with inspiring ... Property Details
Shelter Island Pond Front Traditional
Priced at June ('19 - '19) $24,000 RENTED Beds: 4 Baths: 3.5 Sq. Feet: 2600This lovely four bedroom, three and one-half bath home perched atop a hill overlooks Fresh Pond. ... Property Details
Sweet Shelter Island Creek Front Bungalow
Priced at June ('19 - 19) $2,000 RENTED; July ('19 - 19) $4,500 RENTED; August(LD) ('19 - 19) $6,000 RENTED Beds: 1 Baths: 1 Sq. Feet: 400This quaint one bedroom, one bath studio cottage is located in estate section and offers southerly ... Property Details
Classic and Chic
Priced at June ('19 - '19) $12,000 RENTED; July ('19 - '19) $14,000 RENTED; August(LD) ('19 - '19) $16,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2618Newly renovated house with an interesting mix of old world furnishings combined with modern ... Property Details
Sleek Dering Harbor Village with Pool
Priced at August(LD) $33,000 Beds: 5 Baths: 4 Sq. Feet: 2753Located on a quiet lane in the heart of Dering Harbor Village, this classic Victorian has been ... Property Details
Shelter Island Languor on Lily Pond
Priced at July ('19 - 19) $7,500 RENTED; August(LD) ('19 - 19) $8,500 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 2750This sunny three story shingle-style house sits on approximately 1.1 +/- acres fronting Lily Pond. A ... Property Details
Shelter Island Sunset Cottage
Priced at August(LD) ('19 - 19) $13,750 RENTED Beds: 4 Baths: 1.5 Sq. Feet: 1456This delightful water view cottage is a stone's throw from Sunset Beach, Perlman Music Program, Camp ... Property Details
Historic Sanctuary
Priced at MD-LD ('19 - 19) $35,000 RENTED 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 RENTED; August(LD) ('19 - 19 (Aug only, $22,500)) $25,000 RENTED Beds: 3 Baths: 3 Sq. Feet: 2200This sun filled traditional is located at waters edge, within close proximity to sandy beach. This ... Property Details
Spectacular Dering Harbor Waterfront Modern
Priced at S Term (08/01/19 - 08/15/19) $30,000 Unavailable 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) ('19 - 19) $12,000 RENTED 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 Proximity to Sandy Beach
Priced at MD-LD (06/01/19 - 09/02/19) $17,000 RENTED; June ('19 - '19) $5,000 RENTED; July ('19 - '19) $6,500 RENTED; August(LD) ('19 - '19) $7,000 RENTED 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 Spacious Traditional with Pool
Priced at July (07/18/19 - 07/26/19) $10,000 Beds: 7 Baths: 6.5 Sq. Feet: 5643First offering! This stunning traditional located a stone's throw from the beach has all of the ... Property Details
Summer Beach Cottage on Shelter Island
Priced at Two Weeks (08/21/19 - 09/03/19) $3,500 Beds: 2 Baths: 1 Sq. Feet: 700Located within close proximity to popular beaches, this two bedroom, one bath cottage is a throwback ... Property Details
