Find Vacation Rentals in Leonardtown

We have 25 properties to choose from

Vacation homes and rentals with a yard

House Yard Leonardtown
$752 per night
House ∙ 14 guests ∙ 5 bedrooms
"Excellent" (28 ratings)
Leonardtown, St. Mary's County, Maryland, United States
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Frequently Asked Questions

How much does it cost to book a vacation rental in Leonardtown?

Usually, a stay in Leonardtown starts at $146 per night.

Is it possible to find vacation rentals in Leonardtown?

On, you will find 25 available vacation rental offers in Leonardtown.

Finding the perfect vacation home has never been easier. searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, and more. When you use to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Leonardtown

Find the best Leonardtown vacation rentals on With over 89 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Leonardtown range from $39 a night. Many rentals can also be booked directly online. Vacation home rentals found on offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 64 homes in Leonardtown offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 26 rentals with pool or jacuzzi, or relax with the family in one of the 71 homes with cable TV. For all those pet owners with dogs or cats, Leonardtown offers 45 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Search properties from 6 vacation rental sites in Leonardtown where the top providers in that area are HomeAway, HRS Holidays, and There are 50 HomeAway rentals, 14 HRS Holidays short term rentals and 10 vacation rentals.

Popular Day Trips Near Leonardtown