Leonardtown Holiday Rentals from €208: Search Short-Term Rentals

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

Waterfront 3-Bed Oasis Perfect for City Getaway : This holiday home rental outside of Leonardtown is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Holiday Rentals in Leonardtown

"Awesome home wnd location! Would stay again!"

"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "

"Great stay and peaceful spot. "

includes taxes & fees

27 Aug - 28 Aug

"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "

"Everything was great. "

"The views are fantastic. Very quiet neighborhood. "

"We came to the area to participate a disc golf tournament at Lake Marshall. The location was perfect. We had a great time cooking over the fire, making s'mores, and checking out Montross and Colonial Beach. I highly recommend staying at this property. "

"All around very clean, quiet and enjoyable place to stay."

"Very clean and in a great location. Would love to stay there again. "

"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "

includes taxes & fees

4 Aug - 5 Aug

"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"

"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "

"Loved the View from inside the condo and on the balcony. Has everything you need and is new and clean. Right on the boardwalk with beach and res"

includes taxes & fees

24 Aug - 25 Aug

"Great stay, clean & owner gave great local suggestions!"

"It was a great stay!"

"Such a great accommodation!!! We were here for a swim meet in town and Katie was the greatest host. We had all the comforts and amenities needed. We will def be staying again. "

"Perfect spot for our weekend away! Excellent location to hit multiple spots in the area. Clean, quiet and cozy, 10/10 would recommend. We are already planning our next trip! "

includes taxes & fees

4 Aug - 5 Aug

"Host provided everything needed and very responsive. Truly enjoyed our stay and the area. "

"It was great, too short! Love this town!"

"Sandy was a wonderful and very responsive host. She made sure we felt very welcomed and 'at home' in this lovely house on the water. The home and owners made this a trip we'll remember."

includes taxes & fees

4 Aug - 5 Aug

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Top Leonardtown Hotel Reviews

Hilton Garden Inn Solomons

10/10 Excellent

"Very helpful desk staff. Breakfast. You can walk to the Ann Marie Sculpture Gardens. The main area of Solomons shopping / dining is an easy 5 minute drive."

Holiday Inn Express and Suites King George- Dahlgren by IHG

10/10 Excellent

"We stayed at the Holiday Inn in King George, VA, and overall had a very comfortable and pleasant experience. The room was clean, spacious, and quiet, exactly what I needed after a long drive. The bed was super comfy, and I appreciated having a mini fridge and microwave in the room. The front desk staff were friendly and quick to check us in, and they were happy to answer a few local questions we had. The hotel had good amenities like a fitness center and a free breakfast which had decent options, including eggs, sausage, and pancakes. The location is convenient if you're visiting Dahlgren or nearby attractions, and there's a Food Lion, Starbucks, and a few restaurants within a short drive. No major complaints just wish the pool stayed open later! But qe would definitely stay here again if we are back in the area."

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 €208 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?

Waterfront 3-Bed Oasis Perfect for City Getaway: This holiday home rental outside of Leonardtown is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 Leonardtown Park are a couple of lovely local spots to get outside and enjoy nature. While here, Port of Leonardtown Winery and Leonardtown Town Hall 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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Holiday Rentals in Leonardtown

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Holiday Rentals in Leonardtown

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Waterfront Cottage in Beautiful Hoopers Island

Cheery, Peaceful Water Front Cabin on Winery Grounds

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront with spectacular view, close to restaurants and bars

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Waterfront 3-Bed Oasis Perfect for City Getaway

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Waterfront Solomons Apartment

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Waterfront Wildlife Retreat on the Patuxent River

Sail Away

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Charming 1-bedroom house with AC and WiFi in quaint Montross

Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub

Waterfront home where you can relax or enjoy the things the Northern Neck.

Top Leonardtown Hotel Reviews

Hilton Garden Inn Solomons

My Place Hotel - Dahlgren/King George, VA

Hampton Inn Dahlgren

Quality Inn Solomons - Beacon Marina

SureStay by Best Western Prince Frederick

Holiday Inn Express and Suites King George- Dahlgren by IHG

River Edge Inn

Solomons Inn Resort & Marina

Holiday Inn Express & Suites Lexington Park-California by IHG

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Frequently asked questions