Book Holiday Homes in Leonardtown
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Featured Holiday Homes in Leonardtown

Waterfront with spectacular view, close to restaurants and bars

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

Waterfront Wildlife Retreat on the Patuxent River

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

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

3-bedroom house in charming Colonial Beach with AC, WiFi

NEW: Life on the River! Luxury estate with jacuzzi and private pier!

Peace & Tranquile waterfront home, Colonial Beach

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
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 | 245 Holiday Homes |
|---|---|
Lowest Price | NZ$163 |
Highest Price | NZ$270 |
Popular accommodation | Waterfront with spectacular view, close to restaurants and bars, Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More, Waterfront Wildlife Retreat on the Patuxent River , Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, 3-bedroom house in charming Colonial Beach with AC, WiFi, NEW: Life on the River! Luxury estate with jacuzzi and private pier!, Peace & Tranquile waterfront home, Colonial Beach, Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown |
Top trending hotels in Leonardtown

The Inn at Leonardtown, an Ascend Collection Hotel

Solomons Inn Resort & Marina

My Place Hotel - Dahlgren/King George, VA

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