Welcome to Tidewater Vacations!

Offering the finest selection of waterfront vacation rental homes in St. Michaels, on the Eastern Shore of the Chesapeake Bay. Tidewater Vacations has taken "vacation rental homes" to the next level - offering the finest waterfront estate homes in Talbot County on the Eastern Shore of the Chesapeake Bay.

Our inventory of vacation homes is on a par with the luxury and comfort offered in the Hamptons. We are proud to invite you to enjoy the serenity, style and comfort in one of our exclusive waterfront homes - all of which have private pools, docks and some have tennis courts.

Our wonderful selection of 2 to 6 bedroom homes offer the perfect get-a-way for romantic couples to family vacations.Weekend and weekly rentals available throughout the year. Our concierge team will help plan your vacation on the Eastern Shore from arranging for your own private chef, a rental boat, a visit to your luxury home by one of massage therapists to suggesting where to dine in the county. So relax, leave the planning of a memorable vacation to the people who care and know how to look after you!

ST MICHAELS HAS BEEN VOTED IN THE TOP 10 MOST ROMANTIC GETAWAY DESTINATIONS BY COASTAL LIVING MAGAZINE.

We look forward to assisting in the planning of an unforgettable vacation for your family.