• St. Michaels, Maryland
  • Tidewater Vacations - Waterfront Rental Homes


    Vacation RentalsSmall Events

    About Us

    Fantastic selection of waterfront vacation rental homes in and around St Michaels and the Chesapeake Bay area. Waterfront cottages to large estate homes with private pools, docks and tennis courts.

    We are proud to invite you to enjoy the serenity, style and comfort in one of our exclusive waterfront homes.


    • A fine selection of two to ten bedroom waterfront homes to choose from
    • From Traditional to Contemporary designs, all with spectacular water views
    • Round the clock management support
    • Concierge team available to help plan your vacation
    • Perfect for family reunions, weddings and events


  • Special thanks to William Wilhelm Photography, the Town of St. Michaels and the Chesapeake Bay Maritime Museum for the use of their photos.

St. Michaels Maryland Business Association
 PO Box 1221, St. Michaels, MD 21663


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