St. Leonard, MD
Travel Guide
Visit St. Leonard

WATERFRONT!!! The River's Roost on The Patuxent River
Saint Leonard
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! (25 reviews)
"The entire house was nice. The views was amazing. The only downfall was the bar/shed near the water. We couldn’t use because of the poor condition of it and was advertised as being nice and ready. I would hope the owner will take the time to put some love into it."
Reviewed on 19 August 2025

NEW: Life on the River! Luxury estate with jacuzzi and private pier!
Saint Leonard
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! (30 reviews)
Summer of 25
"This was our second stay here and have booked next year already. The house is beautiful and clean. Incredible views from the decks. We bring our boat with us, the dock is perfect. We are able to run to many dock and dine restaurants from there. The owner stopped by midweek to see if we needed anything. ..."
Reviewed on 19 July 2025

Summer Getaway ~ Beach Combing & Relaxation
St Leonard
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
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.

WATERFRONT!!! The River's Roost on The Patuxent River
Saint Leonard
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! (25 reviews)
"The entire house was nice. The views was amazing. The only downfall was the bar/shed near the water. We couldn’t use because of the poor condition of it and was advertised as being nice and ready. I would hope the owner will take the time to put some love into it."
Reviewed on 19 August 2025

NEW: Life on the River! Luxury estate with jacuzzi and private pier!
Saint Leonard
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! (30 reviews)
Summer of 25
"This was our second stay here and have booked next year already. The house is beautiful and clean. Incredible views from the decks. We bring our boat with us, the dock is perfect. We are able to run to many dock and dine restaurants from there. The owner stopped by midweek to see if we needed anything. ..."
Reviewed on 19 July 2025

Summer Getaway ~ Beach Combing & Relaxation
St Leonard
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
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.
Long Beach
Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach?
- Jefferson Patterson Park and Museum
- Perigeaux Vineyards and Winery
- Patuxent River Naval Air Station
- Maryland International Raceway
- St. Mary's College of Maryland
- Budds Motorcross Speedway
- Calvert Cliffs State Park
- Potomac River
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- Rod n Reel Charter Fishing
- Chesapeake Beach Water Park
- Patuxent River
- Cove Point Lighthouse
- Piney Point Beach
- Harriet Tubman Underground Railroad National Historical Park
- Elms Beach Park
- Running Hare Vineyard
- Piney Point Lighthouse
- Chesapeake Beach Railway Museum
- Drum Point Lighthouse
- St. Mary's River State Park
- Historic St. Mary's City
- Annmarie Sculpture Garden and Arts Center
- Tilghman Watermen’s Museum
- Regency Furniture Stadium
- Patuxent River Naval Air Museum
- Middle Hooper Island