Vacation rentals in Leonardtown

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Top-rated vacation rentals in Leonardtown

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Apartment in Leonardtown

Retreat at Fenwick

This cozy one bedroom apartment is the perfect place to unwind & relax. Located in the heart of downtown Leonardtown, the Retreat at Fenwick is steps away from many delicious dining opportunities, unique and fun shopping at local boutiques, and fun entertainment experiences. It includes free wifi, a full kitchen & complimentary coffee bar, a charming eat-in dining space, full size pull out sofa bed, a cozy electric fireplace, a sleek workspace, and whimsical bunkbeds that are great for kids!

$109 per night

Superhost

Apartment in Leonardtown

Stunning Sunsets on Breton Bay, Seaside apartment

Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

$125 per night

Superhost

Guest suite in Leonardtown

Happy Guesthouse! Located waterfront

Quaint 1000 sq foot 1 bedroom apartment with awesome water view and waterfront accessibility. Walk to downtown and wharf in Leonardtown, MD. close to restaurants and historic sites. Use of dock and garden. Dock your boat at the premises! Small Pet friendly with additional cleaning fee Beautifully decorated and private. Kitchen not equipped with stove, but has hot plate, microwave and toaster oven. Self check-in. Pet and children friendly, owners on site but very private.

$100 per night