Leonardtown vacation rentals

Why visit Leonardtown

1. Scenic Outdoor Adventures: Enjoy beautiful parks and waterfront locations perfect for hiking, picnicking, and exploring nature.
2. Rich History: Visit historic sites like Fort Dupont to immerse yourself in the area's heritage.
3. Charming Neighbourhoods: Explore the inviting vibe of Leonardtown's friendly communities and local art scene.
4. Diverse Accommodations: Choose from private vacation homes, charming cottages, and comfortable apartments for a memorable stay.
5. Community Spirit: Experience the warmth of the locals and a family-friendly atmosphere throughout your visit.

Popular types of accommodation in Leonardtown

If you're considering a getaway to Leonardtown, you’ll find a variety of delightful accommodation options to suit your needs. Our most popular choices include houses, charming cottages, and comfortable apartments. Whether you're searching for vacation rentals or rental properties in Leonardtown, you can rest assured that there’s something perfect for your stay. Explore the options and enjoy a memorable experience in this picturesque locale!

• Houses: The top choice for visitors to Leonardtown, offering ample space and comfort for families or groups.
• Cottages: A delightful option for those seeking a quaint and charming atmosphere during their stay.
• Apartments: Ideal for solo travellers or couples, these provide modern conveniences in a central location.
• Cabins: A unique experience for nature enthusiasts, perfect for a peaceful retreat.
• Condos: A popular option that combines comfort with community amenities for a relaxing getaway.**

Top attractions in Leonardtown

Leonardtown, Maryland, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for families and city explorers alike. Visitors can enjoy urban parks, national state parks, and historic lighthouses, all of which showcase the area's rich heritage and natural landscapes. Whether you're seeking adventure or a relaxing getaway, Leonardtown has something to suit every traveller's taste.

1. St. Mary's River State Park: This national park, located 8.0km from Leonardtown, offers a perfect blend of adventure and stunning scenery, making it ideal for outdoor enthusiasts. Enjoy hiking, fishing, and picnicking amidst beautiful landscapes.
2. Drum Point Lighthouse: Situated 16.1km away, this historic lighthouse is a cultural gem. Explore its rich maritime history and enjoy picturesque views of the Chesapeake Bay.
3. Sotterley Plantation: Located 12.9km from Leonardtown, this historic house showcases the region's cultural heritage. Take a guided tour to learn about its fascinating history and beautiful gardens.

Things to do recommended for couples

Discover the charm of Leonardtown, Maryland, with your partner. Enjoy a romantic afternoon at Port of Leonardtown Winery or Perigeaux Vineyards and Winery, where you can savour delightful wines. For a bit of adventure, take a short drive to R&J's PlayPark for a fun round of mini-golf.

Things to do recommended for families

Families will love Elms Beach Park, a recreation area located 25.7km from Leonardtown. This beautiful park offers wellness and relaxation vibes, making it a perfect spot for a fun-filled day outdoors with the kids, enjoying nature and recreational activities together.

Things to do recommended for groups

Groups visiting Leonardtown, Maryland can experience the thrill of motor racing at Maryland International Raceway and Budds Motorcross Speedway, both offering an adventurous atmosphere. For a unique shopping experience, Cecil's Old Mill is a charming store located nearby, perfect for picking up local treasures.

What do I need to keep in mind when booking a vacation in Leonardtown

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to refine your search based on your key priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Leonardtown with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
• Traveling to Leonardtown with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Leonardtown: For many families, a vacation wouldn’t feel complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
• Planning for a long term stay visiting Leonardtown: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Leonardtown

Leonardtown, Maryland, invites Canadian travellers to explore its captivating outdoor scenery and family-friendly atmosphere. Discover charming waterfront locations, historic sites like Fort Dupont, and the inviting vibe of nearby neighborhoods. Whether you're seeking adventure or a relaxing escape, Leonardtown offers a delightful blend of experiences perfect for every traveller. Don't miss the chance to enjoy the friendly people and local art that make this area truly special.

• California: California is a vibrant city located 11.3km from Leonardtown, offering visitors a delightful blend of outdoor adventure and scenic beauty. Known for its recreational areas and motor racing venues, this city is perfect for thrill-seekers and nature lovers alike. Highlights include the local racetrack that hosts exciting events, a historic college university that showcases educational opportunities, and breathtaking cliffs that provide stunning views of the landscape. Whether you’re looking to engage in high-speed fun or simply enjoy the natural surroundings, California has something for everyone.
• Lexington Park: Situated 16.1km from Leonardtown, Lexington Park is a dynamic city rich in culture and adventure. This destination draws tourists with its engaging outdoor activities and recreational areas. Visitors can explore the historic college university, where education meets heritage, or enjoy thrilling races at the local racetrack. Additionally, the nearby beach offers a serene getaway perfect for relaxation and leisure. With a variety of cultural experiences and natural attractions, Lexington Park ensures a memorable visit for all who come.
• Lusby: Located 19.3km away from Leonardtown, Lusby is a charming city known for its scenic landscapes and outdoor adventures. The area invites travelers to explore its recreational spaces, as well as its picturesque boardwalk that offers a perfect setting for leisurely strolls. Notable local landmarks include stunning cliffs, inviting beaches, and a historic lighthouse that adds to the area's charm. Lusby serves as an ideal retreat for those seeking both adventure and tranquility in a beautiful coastal environment.

Best time to go to Leonardtown

If you're planning a trip to Leonardtown, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like November to January tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	45.9°F (7.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
April	56.1°F (13.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	65.1°F (18.4°C)	Light Rain	Mostly Sunny	Average	Average
June	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	78.6°F (25.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	71.1°F (21.7°C)	Light Rain	Mostly Sunny	Average	Average
October	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average	Average
November	49.3°F (9.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	42.4°F (5.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, and keep track of your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.