Chesapeake Beach Vacation Rentals

With a stay at this vacation home in St. Michaels, you'll be within a 10-minute walk of St. Michaels Museum and Chesapeake Bay Maritime Museum.

With a stay at this vacation home, you'll be centrally located in Port Republic, within a 15-minute drive of Battle Creek Cypress Swamp Sanctuary and Perigeaux Vineyards and Winery.

With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Historic Mount Moriah AME Church.

With a stay at this vacation home, you'll be centrally located in Annapolis, a 4-minute drive from U.S. Naval Academy and 14 minutes from Chesapeake Bay Bridge.

Located in Annapolis, this vacation home is on the waterfront, within a 10-minute drive of Bay Bridge Market Place Shopping Center and Historic Mount Moriah AME Church.

When you stay at this vacation home in Cambridge, you'll be on the waterfront and 12 minutes by car from Spocott Windmill.

With a stay at this vacation home in Annapolis (Oyster Harbor), you'll be within a 15-minute drive of U.S. Naval Academy and Bay Bridge Market Place Shopping Center.

A stay at this vacation home places you in the heart of North Beach, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.

A stay at this vacation home places you in the heart of Waldorf, a 4-minute drive from Gemeny Winery and Vineyards and 9 minutes from St. Charles Towne Center.

With a stay at this vacation home in Prince Frederick, you'll be on the waterfront, and 12.9 mi (20.7 km) from Breezy Point Beach and 15.8 mi (25.4 km) from Chesapeake Beach Railway Museum.

Located in North Beach, this vacation home is by the sea, a 3-minute walk from Bayside History Museum and within a 5-minute drive of Chesapeake Beach Water Park.

Located in Lusby, this vacation home is on the waterfront, within a 15-minute drive of Calvert Cliffs State Park and Annmarie Sculpture Garden and Arts Center.