St. Leonard, MD
Travel Guide
Visit St. Leonard
Summer Getaway ~ Beach Combing & Relaxation
St Leonard MD
Stay at this vacation home in St. Leonard. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Matoaka Beach and Flag Harbor Marina are located ...
9.4/10 Exceptional! (24 reviews)
Great location, so quiet, the host was so nice. They made sure everything was set before arriving. Definitely worth it, if you have time the beach isn't that far away. All amenities listed are here, and the amenities also work.
Reviewed on Aug 15, 2025
WATERFRONT!!! The River's Roost on The Patuxent River
Saint Leonard MD
Stay at this vacation home in St. Leonard. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cape Saint Marys Marina and Perigeaux Vineyards ...
9.8/10 Exceptional! (27 reviews)
We had a very enjoyable time celebrating our bookclub's third anniversary! The house, location, and views were beautiful. In addition to the beds, we utilized both futons and they were also very comfortable.
Reviewed on Sep 8, 2025
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $125 total per night from Feb 16 to Feb 17
$125 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,000 reviews)
They were very accommodating when we needed to extend our stay because of a blizzard and gave us cupcakes.
Reviewed on Jan 27, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Summer Getaway ~ Beach Combing & Relaxation
St Leonard MD
Stay at this vacation home in St. Leonard. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Matoaka Beach and Flag Harbor Marina are located ...
9.4/10 Exceptional! (24 reviews)
Great location, so quiet, the host was so nice. They made sure everything was set before arriving. Definitely worth it, if you have time the beach isn't that far away. All amenities listed are here, and the amenities also work.
Reviewed on Aug 15, 2025
WATERFRONT!!! The River's Roost on The Patuxent River
Saint Leonard MD
Stay at this vacation home in St. Leonard. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cape Saint Marys Marina and Perigeaux Vineyards ...
9.8/10 Exceptional! (27 reviews)
We had a very enjoyable time celebrating our bookclub's third anniversary! The house, location, and views were beautiful. In addition to the beds, we utilized both futons and they were also very comfortable.
Reviewed on Sep 8, 2025
Luxury estate with jacuzzi and private pier
Saint Leonard MD
Stay at this vacation home in St. Leonard. Enjoy a garden, laundry facilities, and patios. Popular attractions Cape Saint Marys Marina and Perigeaux Vineyards ...
10/10 Exceptional! (31 reviews)
This house was beautiful, and the yard and decks were fantastic. It was quiet, picturesque, and mostly well appointed/supplied. The only important criticism I would share is that when it indicates four bedrooms, sleeping eight, it is a bit misleading as one of the bedrooms is merely a sitting room ...
Reviewed on Nov 27, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Jefferson Patterson Park and Museum
You can spend an afternoon exploring the galleries in Jefferson Patterson Park and Museum during your trip to St. Leonard. Amble around this family-friendly area's riverfront or attend a sporting event.
Matoaka Beach
Why not spend a lazy afternoon at Matoaka Beach during your trip to St. Leonard? Amble around the area's parks or visit its shops.
Flag Harbor Marina
Explore the waterfront in Calvert Beach-Long Beach with a trip to Flag Harbor Marina.
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- Jefferson Patterson Park and Museum
- Perigeaux Vineyards and Winery
- Patuxent River Naval Air Station
- Maryland International Raceway
- Chesapeake Bay
- St. Mary's College of Maryland
- Potomac River
- Budds Motorcross Speedway
- Blackwater National Wildlife Refuge
- Calvert Cliffs State Park
- Breezy Point Beach
- Harriet Tubman Underground Railroad National Historical Park
- Chesapeake Beach Water Park
- Cove Point Lighthouse
- Rod n Reel Charter Fishing
- Historic St. Mary's City
- Northern Chesapeake Bay
- Piney Point Beach
- Elms Beach Park
- Running Hare Vineyard
- Regency Furniture Stadium
- Battle Creek Cypress Swamp Sanctuary
- St. Mary's River State Park
- Dr. Samuel A. Mudd House Museum
