Home For Rent In Shelter Island, New York

Shelter Island is a lovely island community situated at the end of the North Fork of Long Island. Reachable by ferry only, it can be approached by the town of Greenport to the north and Sag Harbor to the south. The Ferry runs 18 hours a day and takes...

Brand new gut renovation - 3br, 3 full bath unit in the heart of Greenport Village! Have it all - walk to the train and Jitney, town, beach, Shelter Island ferry and more! This second floor unit features large windows and great natural light, central...

Modern on 9th Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Originally an old-time candy and soda shop this 1957 home is truly a charmer. Recently updat...

*Two Week Minimum Rental as per Southold Township requirements. Please message host for more information/availability. This unique home has a style all its own. Stylish and chic, an impeccably restored historic Salt Box. It boasts an updated kitc...

Enjoy this spacious one level home with all the amenities located on a quiet private lane, yet so close to the beach! Super comfortable, private, green, and quiet. Enjoy park-like views from every window and deck. Stylishly decorated. This house has ...

Cozy Greenport CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Maple Street Manor, managed by Vacasa. This house is located in Greenport...