Book Holiday Homes in Leonardtown
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Featured Holiday Homes in Leonardtown

Waterfront Wildlife Retreat on the Patuxent River

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

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

House Right on the Potomac River - Great Sunrises & Sunsets

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

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Screened Patio, Deck & Grill: Saint Inigoes Home!

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit
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 | 265 Holiday Homes |
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Lowest Price | AU$161 |
Highest Price | AU$217 |
Popular accommodation | Waterfront Wildlife Retreat on the Patuxent River , The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach., Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp, House Right on the Potomac River - Great Sunrises & Sunsets, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier, Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area, Beachy Maryland A-Frame: Steps to Chesapeake Bay!, Screened Patio, Deck & Grill: Saint Inigoes Home!, 1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit |
Top Locations for Holiday Homes in Leonardtown
More accommodations in Leonardtown
Top trending hotels in Leonardtown

The Inn at Leonardtown, Ascend Hotel Collection

River Edge Inn

Solomons Inn Resort & Marina

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
More ways to explore Leonardtown
Top picks
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^Subject to availability and chosen travel dates.