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 15 August 2025

Discover tranquility near Calvert Cliffs
Saint Leonard MD
Stay at this vacation home in St. Leonard. Enjoy a garden, laundry facilities, and patios. Popular attractions Vera's White Sands Marina and Perigeaux Vineyards ...
9.8/10 Exceptional! (17 reviews)
Absolute beautiful home & area. House was clean & welcoming! Would definitely recommend & book again in future
Reviewed on 9 November 2025

Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is AED 383 per night from Dec 2 to Dec 3
AED 383
AED 499 total
2 Dec - 3 Dec
includes taxes & 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 ...
8.2/10 Very Good! (1,008 reviews)
The room was clean ,great view staff helpful, would recommend
Reviewed on 23 November 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.

Discover tranquility near Calvert Cliffs
Saint Leonard MD
Stay at this vacation home in St. Leonard. Enjoy a garden, laundry facilities, and patios. Popular attractions Vera's White Sands Marina and Perigeaux Vineyards ...
9.8/10 Exceptional! (17 reviews)
Absolute beautiful home & area. House was clean & welcoming! Would definitely recommend & book again in future
Reviewed on 9 November 2025

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 15 August 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 8 September 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
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.
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.
Perigeaux Vineyards and Winery
2/5(2 reviews)
You can enjoy a tasting or tour at Perigeaux Vineyards and Winery during your travels to St. Leonard. Amble around this family-friendly area's riverfront or attend a sporting event.
- Jefferson Patterson Park and Museum
- Perigeaux Vineyards and Winery
- Maryland International Raceway
- Chesapeake Bay
- Patuxent River Naval Air Station
- St. Mary's College of Maryland
- Potomac River
- Blackwater National Wildlife Refuge
- Budds Motorcross Speedway
- Calvert Cliffs State Park
- Breezy Point Beach
- Harriet Tubman Underground Railroad National Historical Park
- Cove Point Lighthouse
- Rod n Reel Charter Fishing
- Patuxent River
- Chesapeake Beach Water Park
- Northern Chesapeake Bay
- Historic St. Mary's City
- Elms Beach Park
- Regency Furniture Stadium
- Sotterley Plantation
- Running Hare Vineyard
- Patuxent River Naval Air Museum
- Piney Point Beach
- Bruce Gabrielson's Surf Art Gallery and Museum
- Chesapeake Beach Railway Museum
- Battle Creek Cypress Swamp Sanctuary
