Vacation rentals in Mechanicsville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Mechanicsville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit 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!

$106 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

Home in Leonardtown

Old Bay Inn

Part of an adorable beach front community, the Old Bay Inn is a charming rambler styled home located just 6 miles from downtown Leonardtown and 3 miles from Newtowne Neck State Park. Old Bay Inn is a perfect stay when visiting local family or escaping fast-paced city life. Its convenient access to Breton Bay Golf Club, Historic St. Mary’s City, and Patuxent River Naval Air Station makes a great stay for early tee times or honorary celebrations.

$105 per night