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
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
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is AED 297 per night from Jan 25 to Jan 26
AED 297
AED 403 total
25 Jan - 26 Jan
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 ...
8.4/10 Very Good! (1,000 reviews)
perfect bed, perfect shower, yummy coffee. even encountered a Great blue heron. thank you so much, Ron 'N' Reel!
Reviewed on 12 January 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 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
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford MD
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.4/10 Exceptional! (23 reviews)
Comfortable house near Cambridge for a three day stay. Would stay again!
Reviewed on 14 December 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.
Flag Harbor Marina
Explore the waterfront in Calvert Beach-Long Beach with a trip to Flag Harbor Marina.
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
- St. Mary's College of Maryland
- Chesapeake Bay
- Maryland International Raceway
- Potomac River
- Blackwater National Wildlife Refuge
- Budds Motorcross Speedway
- Calvert Cliffs State Park
- Harriet Tubman Underground Railroad National Historical Park
- Breezy Point Beach
- Patuxent River
- Cove Point Lighthouse
- Rod n Reel Charter Fishing
- Chesapeake Beach Water Park
- Historic St. Mary's City
- Northern Chesapeake Bay
- Piney Point Beach
- Running Hare Vineyard
- Battle Creek Cypress Swamp Sanctuary
- Elms Beach Park
- Sotterley Plantation
- St. Mary's River State Park
- Regency Furniture Stadium
