Leonardtown vacation rentals
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Find the best place to stay - Leonardtown
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Top rated rentals - Leonardtown
Photo gallery for Modern Solomons Cottage Rental - Walk to Island!
Watermen’s Cottage
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
The picturesque setting of Leonardtown is ready to explore
Enjoy the festivals and other features of Leonardtown. Renowned for its seafood restaurants, sporting events and kayaking, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.
Sightseeing in and around Leonardtown
Are you hoping to find top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that makes Leonardtown a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:
- Maryland International Raceway (13 mi / 21 km)
- Running Hare Vineyard (15.1 mi / 24.3 km)
- Port of Leonardtown Winery (1.4 mi / 2.3 km)
- Perigeaux Vineyards and Winery (11.2 mi / 18.1 km)
- Hague Winery (15.1 mi / 24.3 km)
- R&J's PlayPark (16.9 mi / 27.2 km)
Exploring the natural features in Leonardtown
Whether you're looking for fun outdoor activities or just want to take in the scenery, Leonardtown is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:
- Calvert Cliffs State Park (13 mi / 20.9 km)
- Westmoreland State Park (16 mi / 25.7 km)
- Colonial Beach (17.8 mi / 28.7 km)
- Point Lookout State Park (23.8 mi / 38.3 km)
- St. Mary's River State Park (5.1 mi / 8.2 km)
- Jefferson Patterson Park and Museum (10.3 mi / 16.6 km)
How to get to and around Leonardtown
Fly into Ronald Reagan Washington National Airport (DCA), the closest airport, located 44.3 mi (71.4 km) from the city center.