Tucked along Maryland’s picturesque Eastern Shore, Tidewater Vacations invites you to experience waterfront living at its finest. Our family-owned business is passionate about sharing the Chesapeake Bay’s timeless beauty and rich heritage through an exceptional collection of vacation rentals.

Each property is thoughtfully selected to blend modern comforts with the irresistible charm of coastal life, offering everything from tranquil retreats for quiet escapes to spacious homes perfect for lively family gatherings. With stunning water views and direct shoreline access, every stay promises a front-row seat to nature’s splendor.

At Tidewater Vacations, we’re more than just a rental company... we’re your hosts, dedicated to making your getaway seamless and unforgettable. Our personalized service ensures every detail is handled with care, whether you’re planning a week-long adventure or an extended coastal retreat. Discover the Eastern Shore’s premier waterfront escapes, where luxury meets serenity, and every moment transforms into a treasured memory.

Our properties elevate your experience with features like expansive waterfront views, private pools, boat docks, and outdoor spaces tailor-made for savoring a crab feast or stargazing by the fire pit. Cast a line at dawn, explore historic treasures like St. Michaels, Oxford, Cambridge and Easton, or simply unwind to the rhythm of the tides. Our homes are the perfect launchpad for both relaxation and discovery.

We believe our greatest responsibility is to provide impeccable service and breathtaking accommodations, allowing every guest to fully embrace the Eastern Shore’s peace and beauty.

Let Tidewater Vacations turn your dream vacation into reality! Contact us today and start planning your escape to the shore!

Where Dream Vacations Become Reality