Leonardtown Holiday Rentals from €197: Search Short-Term Rentals

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Holiday Rentals in Leonardtown

"Lovely, quiet, clean and comfy "

"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.). "

"Great stay and peaceful spot. "

includes taxes & fees

10 Jul - 11 Jul

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

"This is a small, sweet, comfortable cottage, and was just perfect for our brief getaway from the hurly-burly. The house is very well equipped, especially the kitchen, so cooking the local seafood was easy. The decor (loved the faux fireplace) was charming and welcoming, down to the live Poinsettia plant on the table when we got there. "

Beach nearby, sun-loungers, beach towels

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

"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."

"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

6 Jul - 7 Jul

On the beach, sun-loungers, beach towels

"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"

"Wonderful stay with attentive host."

"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

30 Jun - 1 Jul

"The house is just as the pictures show. Very clean, comfortable and a short drive to the beach. Quiet neighborhood and very nice neighbors."

"Awesome home wnd location! Would stay again!"

"Everything was lovely! "

includes taxes & fees

27 Jul - 28 Jul

"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

6 Jul - 7 Jul

"Everything is perfect at the property. We would love to come back!"

"Great trip with our family. We had the best time. Thank you !!!"

includes taxes & fees

9 Jul - 10 Jul

"Would definitely stay again"

"The owner was very nice "

includes taxes & fees

11 Jul - 12 Jul

"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "

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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.

Recent reviews of Leonardtown properties

Quality Inn Warsaw near Rappahannock River

5/5 Excellent

Another Great Stay

"As always another great visit with Sha’ron and the Quality Inn Staff. Clean, friendly, hard workers, just wonderful people. "

A verified traveller stayed at Quality Inn Warsaw near Rappahannock River

Posted 3 days ago

5/5 Excellent

Fabulous

"Wonderful stay for my friends birthday.Janai at front desk was exceptional in getting birthday care for the room and assuring a waterfront room. Janai and my friend shared the same birthday. Everyone was so nice and accommodating. Will be my new getaway spot."

A verified traveller stayed at Solomons Inn Resort & Marina

Posted 5 days ago

5/5 Excellent

We Love Colonial Beach! River Edge Inn Is AMAZING!

"Our company came out for an event to do as a vendor. The hotel was good about letting us check in late & check out late. We even left some of our equipment in the room & they held it for us for an entire week until we could make it back there to get it The location was amazing, right on the beach & by the boardwalk. The offered free breakfast. The waffles were amazing, but the chocolate filled doughnuts were to die for, although I should have had the fruit and yogurt. We were able to get coffee all hours in the cafe. The pool was clean and a nice relaxing area. Definitely our spot when we come back to Colonial Beach. It is literally close to everything so you can walk, no need to drive. The rooms were clean and the beds very comfortable. The staff was very friendly and helpful with whatever questions we had about the event going on and finding things nearby. We even watched the fireworks from the hotel parking lot."

A verified traveller stayed at River Edge Inn

Posted 8 days ago

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 Wildlife Retreat on the Patuxent River : This holiday home rental outside of Leonardtown is located on the waterfront, and has a patio, a selection of games 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.

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

Check prices for these dates

Holiday Rentals in Leonardtown

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

Waterfront Wildlife Retreat on the Patuxent River

Cheery, Peaceful Water Front Cabin on Winery Grounds

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

Waterfront Cottage in Beautiful Hoopers Island

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

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Waterfront Solomons Apartment

Private Beach Front Getaway at The Sunshine Beach Cottage.

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Sail Away

Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck

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

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

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

The Private Beach Multi Family Oasis

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

Waterfront with spectacular view, close to restaurants and bars

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

Cozy Virginia Potomac Riverfront Cottage

Find out more about Leonardtown

Recent reviews of Leonardtown properties

Quality Inn Warsaw near Rappahannock River

Holiday Inn Express and Suites King George- Dahlgren by IHG

My Place Hotel - Dahlgren/King George, VA

Island Inn & Suites, Ascend Hotel Collection

Solomons Inn Resort & Marina

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Holiday Inn Express Prince Frederick by IHG

Comfort Inn & Suites

River Edge Inn

Frequently asked questions