St. Leonard, MD

Travel Guide

Summer Getaway ~ Beach Combing & Relaxation

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

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Summer Getaway ~ Beach Combing & Relaxation
Studio on the Bay.

Studio on the Bay.

Saint Leonard
Stay at this apartment in St. Leonard. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Flag Harbor Marina and Long Beach are ...
10/10 Exceptional! (23 reviews)
"Wonderful stay! We truly had anything we needed for a fun stay at the beach. Can’t wait to come back."

Reviewed on 21 September 2025

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Studio on the Bay.
NEW: Life on the River! Luxury estate with jacuzzi and private pier!

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

Get rates
NEW: Life on the River! Luxury estate with jacuzzi and private pier!
See all 461 properties in St. Leonard
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

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

Summer Getaway ~ Beach Combing & Relaxation
Studio on the Bay.

Studio on the Bay.

Saint Leonard
Stay at this apartment in St. Leonard. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Flag Harbor Marina and Long Beach are ...
10/10 Exceptional! (23 reviews)
"Wonderful stay! We truly had anything we needed for a fun stay at the beach. Can’t wait to come back."

Reviewed on 21 September 2025

Studio on the Bay.
NEW: Life on the River! Luxury estate with jacuzzi and private pier!

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

NEW: Life on the River! Luxury estate with jacuzzi and private pier!
See all properties in St. Leonard
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.

Jefferson Patterson Park and Museum

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.

Matoaka Beach

Long Beach

Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach?

Long Beach