Book Holiday Homes in Leonardtown
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Featured Holiday Homes in Leonardtown

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Waterfront Wildlife Retreat on the Patuxent River

Back Creek Villa Covered Deck

The Pearl - Waterfront Retreat • 4BR • 7 Bed • Family / Friends / Pets

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Quaint waterfront home with private beach

Shewell's A-Frame on Mill Creek

A breathtaking secluded luxury waterfront cottage, complete with a private pier.

Waterfront with spectacular view, close to restaurants and bars
Leonardtown Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Leonardtown vacation homes are the perfect way for you to wing it.
Holiday houses in Leonardtown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Leonardtown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Leonardtown adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Leonardtown with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Leonardtown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Leonardtown Holiday Homes essential information
Accommodation | 243 Holiday Homes |
|---|---|
Lowest Price | NZ$145 |
Highest Price | NZ$252 |
Popular accommodation | Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR, Waterfront Wildlife Retreat on the Patuxent River , Back Creek Villa Covered Deck, The Pearl - Waterfront Retreat • 4BR • 7 Bed • Family / Friends / Pets, Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More, Quaint waterfront home with private beach, Shewell's A-Frame on Mill Creek, A breathtaking secluded luxury waterfront cottage, complete with a private pier., Waterfront with spectacular view, close to restaurants and bars |
Top trending hotels in Leonardtown

The Inn at Leonardtown, an Ascend Collection Hotel

avid hotel California - Lexington Park by IHG

My Place Hotel - Dahlgren/King George, VA

Comfort Inn & Suites Lexington Park near Pax River
More ways to explore Leonardtown
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
