Holiday Rentals Leonardtown from £197: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Leonardtown has to offer?

Belle of the Chesapeake Bay : This holiday home rental outside of Leonardtown offers a patio, an arcade/games room and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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Our top choices for Leonardtown holiday rentals

Anne & Fred`s Leonardtown Home W/ Arcade room!

Leonardtown

Christy C.

includes taxes & fees

7 Jul - 8 Jul

Soul Oasis - home on the Chesapeake Bay

Lusby

Chris G.

includes taxes & fees

8 Jul - 9 Jul

Rest & Recharge, A-frame Cabin on Winery Grounds

Colonial Beach

Amy H.

includes taxes & fees

13 Jul - 14 Jul

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

Coulter L.

includes taxes & fees

1 Jul - 2 Jul

Coles Point Marina

Hague

includes taxes & fees

8 Jul - 9 Jul

Sail Away To

Colonial Beach

James T.

includes taxes & fees

31 Jul - 1 Aug

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Lexington Park

Kurt O.

includes taxes & fees

27 Jul - 28 Jul

River Refresh - Waterfront with Spa on Placid Bay

Colonial Beach

Alyson L.

includes taxes & fees

6 Jul - 7 Jul

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Top Leonardtown Hotel Reviews

avid hotel California - Lexington Park by IHG

10/10 Excellent

"Great location. Decent breakfast with excellent coffee. Lots of parking. Very friendly and helpful staff!"

Sleep Inn & Suites California MD

10/10 Excellent

"It was beautiful, clean and I felt like I was there on opening day. Everything looked brand new! I especially loved the door to the shower. Curtains are annoying. I was a little concerned about the back door not locking completely after each use. Hope there is a camera back there. Loved being so close to the navy air base. Great to see Solomon’s too!"

Spark by Hilton California Lexington Park

10/10 Excellent

"Our room was in excellent condition when we checked in, and the desk staff could not have been nicer or more accomodating. Even when we got into our room, out TV screen had a welcome message specifically addressed to me by name. While it is a little thing, it certain made me feel welcome. Breakfast was better than most - I got to eat something for we left for the day, and there was coffee and juice available. The A/C in our room was preset to a standard comfort level, but we were able to easily adjust it to be cooler at night while we slept in the VERY comfortable beds. All in all, I have to credit this hotel with being on of the best that my wife and I have ever stayed with. Since we visit family in California, Maryland often, we will definitely be using this property for our reservations in the future!"

Find out more about Leonardtown

Everything you need to know about Leonardtown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leonardtown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leonardtown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leonardtown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leonardtown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leonardtown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leonardtown holiday rentals we have selected for you start as low as £197 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Leonardtown rentals

At Expedia, we put the best Leonardtown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Leonardtown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leonardtown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leonardtown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Leonardtown?

Yes, there are holiday rentals in Leonardtown close to Saint Mary's Fairground, or you can select a more secluded option if you're looking for a relaxing stay. Leonardtown is known for its seafood restaurants and festivals. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best holiday rentals that Leonardtown has to offer?

Belle of the Chesapeake Bay: This holiday home rental outside of Leonardtown offers a patio, an arcade/games room and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Leonardtown?

With 11 Expedia holiday rentals, you're guaranteed to find just the right place for your Leonardtown stay.

What’s there to see and do in Leonardtown?

St. Mary's River State Park and Sandyland Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Leonardtown Town Hall and Leonardtown Park are other places worth a visit.

What’s a holiday rental in Leonardtown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Leonardtown. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.

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Our top choices for Leonardtown holiday rentals