Two people in a red canoe on a body of water with a sunset and a bridge in the background.

Tilghman cottages

We found 44 cottages — enter your dates for availability

Explore Tilghman cottage rentals

Image of "Point of View" Waterfront cottage with panoramic views on Tilghman Island

Premier Host

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Premier Host

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Sleeps 4 · 2 bedrooms · 1+ bathroom

Image of Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Premier Host

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Family and Pet-Friendly, Waterfront with Pier

Premier Host

Family and Pet-Friendly, Waterfront with Pier

Sleeps 8 · 4 bedrooms · 1+ bathroom

Image of Charming Waterfront Cottage Retreat near St. Michaels

Premier Host

Charming Waterfront Cottage Retreat near St. Michaels

Sleeps 2 · 1 bedroom · 1+ bathroom

Image of Eastern Shore Waterside Cottage Near St. Michaels

Eastern Shore Waterside Cottage Near St. Michaels

Sleeps 6 · 3 bedrooms · 2 bathrooms

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