St. Leonard holiday lettings

We found 112 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 16 homes and other holiday rentals in St. Leonard that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, including parking and a TV. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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Find the perfect holiday rental for your St. Leonard getaway

The area's wineries and museums are just some of the reasons to come on holiday to St. Leonard. This city's shopping, sporting events and restaurants draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in St. Leonard

Are you looking for top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes St. Leonard a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Chesapeake Beach Water Park (15.1 mi / 24.3 km)
  • Maryland International Raceway (18.3 mi / 29.5 km)
  • Perigeaux Vineyards and Winery (3.8 mi / 6.1 km)
  • R&J's PlayPark (5.8 mi / 9.4 km)
  • Running Hare Vineyard (6.7 mi / 10.8 km)
  • Port of Leonardtown Winery (14.3 mi / 23.1 km)

Exploring the natural landscape of St. Leonard

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, St. Leonard is a great place to get outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Calvert Cliffs State Park (6.6 mi / 10.7 km)
  • Breezy Point Beach (10.1 mi / 16.3 km)
  • Blackwater National Wildlife Refuge (21.2 mi / 34.1 km)
  • St. Mary's River State Park (14.9 mi / 24 km)
  • Elms Beach Park (20.6 mi / 33.2 km)
  • Battle Creek Cypress Swamp Sanctuary (4.7 mi / 7.5 km)

Transport to and around St. Leonard

The nearest airport is in Ronald Reagan National Airport (DCA), located 38.8 mi (62.4 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in St. Leonard?

According to our data, houses are the most popular type of holiday property in St. Leonard. But as you know, everyone's idea of the perfect trip will differ. Vrbo has holiday homes of all shapes, sizes and budgets, so you're sure to discover the best fit for your needs.

How much does it cost to rent a holiday rental in St. Leonard?

The average price for a holiday rental in St. Leonard depends on a number of factors, including length of stay, property type and season. Whether you're in search of a sprawling villa with space for extended family or a quaint cabin perfect for just you and the kids, just add your dates of travel to find stays with amazing value.

How much does it cost to rent a beach house in St. Leonard?

The average price for a holiday home close to the beach in St. Leonard depends on when you're travelling and the size and type of property you're searching for. Find prices quickly and easily on Vrbo by entering the dates you'll be travelling. Then use our handy filter tool to pick the number of bedrooms and amenities that you prefer, like air conditioning, a pool and WiFi.

Are there pet-friendly holiday rentals in St. Leonard?

Good news! Yes. You'll have a choice of six holiday rentals that allow pets in St. Leonard. Some of our pet-friendly holiday rentals have an outdoor space for your four-legged fur baby to have fun in, complimentary treats, special dog beds and proximity to parks. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.

What are popular rental amenities in St. Leonard?

Nearby museums, a nearby waterfront and a water view top the list of most popular rental amenities in St. Leonard. Whether you plan to travel by yourself, with your significant other or a group of best friends, Vrbo will help you find a holiday rental that fits your style with all the features you'll enjoy.

Are there large group holiday rentals in St. Leonard?

With three St. Leonard holiday properties that can accommodate five or more people, you can bring a few extra pals or family members along. Whether you're planning an informal get-together or a celebratory event, we'll help you find a comfy space to match the occasion.

Are there holiday rentals in St. Leonard that welcome kids?

With six family-friendly holiday homes available in St. Leonard, now is an awesome time to introduce your children to the joys of travel. Simply click on our "Properties good for families" filter box to search for stays loaded with amenities ideal for holidaying families, like multiple bedrooms, backyards, bunk beds and entertainment areas.

What are the top attractions for families in St. Leonard?

Keeping the kids amused during your holiday in St. Leonard is easy with these fabulous family-friendly attractions:

  • R&Js PlayPark
  • Jefferson Patterson Park and Museum
  • Battle Creek Cypress Swamp Sanctuary

Can I find two-bedroom holiday rentals in St. Leonard?

Take off with your besties and relax in total privacy and comfort in one of the three two-bedroom holiday rentals St. Leonard has to offer.

Are there holiday rentals with WiFi in St. Leonard?

St. Leonard has two holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to updating your social media, these Vrbo homes make it easy to go online.

How can I find holiday rentals with air conditioning in St. Leonard?

You can choose from six Vrbo holiday rentals with air conditioning in St. Leonard giving you that cool, cool breeze and extra level of comfort. Enter your chosen travel dates and then make use of our filter tool to find stays with air conditioning.

How old do you have to be to rent a holiday rental in St. Leonard?

The age limit can differ across properties on Vrbo, so look at the rules of the holiday rental in St. Leonard you're interested in. But usually, it's 16, 18 or 21.

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