Vacation rentals in Calvert Beach-Long Beach

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Top-rated vacation rentals in Calvert Beach-Long Beach

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Guesthouse in Saint Leonard

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, cooler, fishing poles and tackle are provided. Being on the western shore provides amazing sunrises and lots of hiking nearby. Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

$114 per night

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Home in Saint Leonard

Cottage on the Bay

Relax with the whole family at this peaceful place to stay. This beach cottage is in walking distance or a short drive to three private beaches in our community. We provide a parking pass to two of the beaches (one has no parking available). Please click each photo for a description. Updated 8/28/2023: to include a 3 person Hot Springs Jacuzzi, this is a shared amenity. 1 hour from DC/Joint Base Andrews /Annapolis. 45 minutes from Waldorf. 15 minutes from Solomons Island and Prince Frederick

$119 per night

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Cottage in Saint Leonard

Captain Jack's Bay Hideaway

This cottage sits just across the street from the Chesapeake Bay on the Western Shore. You'll have access to two community beaches where you can sit, relax, and just enjoy the scenery. If you are an early riser, you can enjoy beautiful sun rises over the bay. If you search the sand, you might even find fossils, including shark teeth! Close proximity to Washington DC, Annapolis, and Baltimore. There are a lot of local restaurants and shopping. You will not be disappointed.

$150 per night