WELCOME to Tilghman Landing Chesapeake Bay waterfront vacation rentals. Rest, Relax and Rejuvenate.

Welcome to Tilghman Landing

 Located on the Chesapeake Bay side of Tilghman Island, we offer waterfront vacation housing throughout the year.  This property offers some of the most dazzling sunsets on the east coast and is perfect for the romantic getaway.  We are only minutes from historic St. Michaels, antique shops and fabulous restaurants.


What to know on your vacation

The dock is perfect for fishing, sunbathing or watching the amazing California-style sunsets.....Learn more

About Us

Nestled in a cove on the Chesapeake Bay side of Tilghman Island, Tilghman Landing offers a quiet retreat on the Maryland waterfront....Learn More

News and Events

The area has several fun and exciting events including St. Michaels Food and WIne festival, Tilghman Island Day.....Learn More