Now accepting reservations for 2022

One- and two-bedroom suite and villa rentals available for short- and long-term stays—summer and beyond

Phone or email for booking inquiries


Dering Harbor Inn serenely surveys Shelter Island’s magnificent Dering Harbor from a lush seven-acre overlook—an understated gem despite being mere steps from the island’s bustling Bridge Street thoroughfare, charming Heights, historic Sylvester Manor, and North Ferry to Greenport. In addition to the natural surroundings, guests at the inn have to themselves a variety of amenities, including temperature-controlled open-air swimming pool, access to fitness center and tennis courts, gas grills for outdoor barbecuing, and a juice and coffee bar, all on the premises.