Discover a selection of 52 vacation rentals in St. Leonard, MD that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and kitchens. Prices start at $128 per night, and cottages and houses are popular options for a stay in St. Leonard. Either way, you'll find a rental for everyone's needs.
Destination guide

Book a vacation rental for your St. Leonard getaway

The area's wineries and museums are just a few of the reasons to vacation in St. Leonard. This city's shopping, sporting events and restaurants draw many visitors. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in St. Leonard

Do you want to find things to do in the city? Venture out of your cozy vacation rental and check out everything that makes St. Leonard a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Perigeaux Vineyards and Winery (1.6 mi / 2.6 km)
  • Running Hare Vineyard (7.1 mi / 11.5 km)
  • Maryland International Raceway (16.4 mi / 26.4 km)
  • Chesapeake Beach Water Park (17.8 mi / 28.6 km)
Natural features

Exploring the natural features in St. Leonard

Whether you're looking for fun outdoor activities or just want to take in the scenery, St. Leonard is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Jefferson Patterson Park and Museum (2.8 mi / 4.5 km)
  • Greenwell State Park (4.6 mi / 7.4 km)
  • Annmarie Sculpture Garden and Arts Center (7.5 mi / 12.1 km)
  • St. Mary's River State Park (12 mi / 19.4 km)
  • Breezy Point Beach (12.7 mi / 20.5 km)
  • Elms Beach Park (18.8 mi / 30.2 km)
How to get there

Traveling to and around St. Leonard

Fly into Washington, DC (DCA-Ronald Reagan Washington National), the closest airport, located 39.7 mi (63.9 km) from the city center.

How many vacation rentals are available around St. Leonard, MD?

Our 2020 property listings offer a large selection of 52 vacation rentals around St. Leonard. From 12 cottage rentals to 22 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a shore-front property in St. Leonard?

Everyone need a retreat sometimes. When the dizzying pace of city life begins to take a toll, wash away that stress and spend some time by the water. Vrbo has 18 vacation rentals with waterfront views in this destination. Open to other suggestions? Vrbo has heaps more rental options to have a look at, including:

  • 14 water-view vacation rentals.
  • 10 waterfront vacation rentals.
  • 10 beach vacation rentals.

Can I rent a house in St. Leonard?

If you're after a home away from home for your upcoming vacation, renting a whole house is a fantastic idea. You and your group will have loads of space for all your getaway activities. There are 17 houses currently on Vrbo. Prices start from $91 a night. Or perhaps you'd rather go for one of the area's other property types, such as:

  • Hotel: 10 vacation homes. Prices start from $145 per night.
  • Cottage: 8 vacation homes. Prices start from $95 per night.
  • Apartment: 3 vacation homes. Prices start from $145 per night.

Can I stay in St. Leonard in a large group?

There's nothing more memorable than staying somewhere entirely new with friends and family. And the best news is Vrbo has options suitable for large groups. The favorite option for bigger groups here are house vacation homes, and you'll find 8 currently listed. If you're hoping to travel in a big group, the rental options that will serve you well include:

  • Are you looking for vacation homes that can sleep 8 guests? We have 18 that will be perfect. Prices begin from just $120 per night.
  • If you have 6 in your family, you'll be pleased to hear that there are 16 vacation homes that are ideal. You can book one for as little as $48 per night.
  • Planning a trip away with a group of 5? We have 16 vacation homes that match your requirements. Prices start from $145 per night.

So don't worry! When you book with us you can take your aunt, your brother and all your besties to St. Leonard.

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