Search Cottages in Smith Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Learn more about Smith Island

Catch the passenger ferry to this Chesapeake Bay island where locals still speak with a distinctive colonial-era accent. Try the famous multi-layer Smith Island cake and join watermen on crabbing boats to see their traditional harvesting methods.

A person in a kayak on a calm body of water during sunset.