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Rentals By Town

Discover the charm of Maryland’s Eastern Shore with vacation rentals available in popular towns like St. Michaels, Oxford, Cambridge, Tilghman Island, and more. Whether you’re looking for a waterfront escape, a quiet village retreat, or easy access to dining and shopping, our town-by-town rental listings make it easy to find the perfect home base. Start planning your getaway by exploring each destination and choosing a property that fits your style and needs.

Bozman

Bozman

Cambridge - vacation rental

Cambridge

Centreville - adirondack chairs viewing the lake

Centreville

Chestertown - historic building

Chestertown

Downtown Oxford - vacation rental

Downtown Oxford

Downtown St Michaels - vacation rental

Downtown St Michaels

East New Market

East New Market

View from the dock of a beautiful sunset

Easton

Grasonville

Grasonville

Kent Island

Kent Island

McDaniels

McDaniels

Neavitt - vacation rental

Neavitt

Oxford

Oxford

Queenstown

Queenstown

Royal Oak vacation rental

Royal Oak

St Michaels

St Michaels

Stevensville

Stevensville

Tilghman

Tilghman

Tunis Mills

Tunis Mills

Contact Us

Eastern Shore Vacation Rentals
719 Goldsborough Street
Easton, Maryland 21601
410.770.9093

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