We arrived in Tilghman Island in 1996 in search of a watermen community much like that of Half Moon Bay (CA) from where we came. We have spent the last 15+ years developing Tilghman Landing into a Chesapeake Bay retreat that we love to share. In addition to building our waterfront cottages, we spend our time fishing, crabbing, boating and enjoying the beauty of our Bay-side retreat. Our cottages are open and airy – with ceiling fans throughout and a nice almost constant breeze blowing across the Bay. We have a hammock and beach chairs available for watching the evening sunset. The property is private, quiet and perfect for a romantic getaway or family get together.

Jacque and Patrick purchased this cottage in 1996

Tilghman Island is the East Coast version of Half Moon Bay, California with its colorful history, abundant seafood throughout the seasons (fish, crabs and oysters), maritime activities (boating, kayaking, fishing, jet skiing) and California Sunsets over the Bay. We are also about a mile from Poplar Island (directly off our pier) where a successful restoration effort led by the U.S. Army Corps of Engineers has returned the island to 1,140 acres. When work on Poplar Island is complete the island will be a maze of smaller islands, ponds, channels and marshes. Ospreys, egrets, terns, herons, eagles, double-breasted cormorants, black ducks and other wild fowl have already discovered an enlarged Poplar Island – a true bird-watching opportunity. We are located about 2 hours from Baltimore, Washington DC and Philadelphia, PA. Our guests come from all over the world to experience all that the Chesapeake Bay has to offer.

Our cottage is very private at the end of a quiet dead-end road. Our guests often set up bocce ball and volleyball nets and we have a horseshoe pit for some friendly competition. On Saturday night, depending upon the season, we will often cater a Crab or Oyster Feast in the Crab Shack for our guests who want this Maryland Eastern Shore experience. There are year-round festivals and holiday events, an extensive bike trail, world class restaurants, shopping and cultural centers – Tilghman Watermen Museum, Philips Wharf Environmental Center and St. Michael’s Maritime Museum. The Lady Patty, one of the last remaining sailing skipjacks is available for a sunset or daytime sail – within walking distance of our cottages. We have 3 docks that are perfect for sunbathing, crabbing, fishing or just enjoying a glass of wine while watching the amazing sunset. We live on the property and are therefore available to assist with special requests.