St. Leonard, MD
Travel Guide
Visit St. Leonard
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 ...
10/10 Exceptional! (34 reviews)
Everything was great definitely will go back
Reviewed on Apr 13, 2026
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 ...
9.6/10 Exceptional! (25 reviews)
Very nice beach house for a small family vacation- my son loved it so much he cried when we had to leave. Host was very thorough and house was well stocked with what was needed as described. Beds comfortable, clean and comfy place to rest after a day a the beach! Thanks so much for hosting us!
Reviewed on Apr 4, 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ￥20,304 per night from May 18 to May 19
￥20,304
￥25,725 total
May 18 - May 19
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 ...
8.6/10 Excellent! (1,008 reviews)
Enjoyed the water,staff was friendly and very informative. Bed was comfortable. I would have liked to have seen more varieties of slot machines. Very disappointed. Everything else was great
Reviewed on Apr 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.
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 ...
9.6/10 Exceptional! (25 reviews)
Very nice beach house for a small family vacation- my son loved it so much he cried when we had to leave. Host was very thorough and house was well stocked with what was needed as described. Beds comfortable, clean and comfy place to rest after a day a the beach! Thanks so much for hosting us!
Reviewed on Apr 4, 2026
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Saint Leonard MD
Book a stay at this family-friendly cottage in St. Leonard. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Flag Harbor Marina and Long ...
10/10 Exceptional! (20 reviews)
All was great....loved the access to the little private beach with our little ones. Kitchen was clean and orderly and the living room was quaint.
Reviewed on Apr 5, 2026
Studio on the Bay.
Saint Leonard MD
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! (26 reviews)
Amazing host who provided tremendous support highly recommend for your next adventure
Reviewed on Apr 21, 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.
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
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.
