Book Holiday Homes in Leonardtown
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Featured Holiday Homes in Leonardtown
Screened Patio, Deck & Grill: Saint Inigoes Home!
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
Colonial Beach Cottage, 7 minutes walk to beach!
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Hawthorn House Remodeled 3BR Walk to Town!
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Inviting and Serene Home on Monroe Bay Creek
Belle of the Chesapeake Bay
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
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 | 204 Holiday Homes |
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Lowest Price | AU$164 |
Highest Price | AU$206 |
Popular accommodation | Screened Patio, Deck & Grill: Saint Inigoes Home!, Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!, Colonial Beach Cottage, 7 minutes walk to beach!, Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks, Hawthorn House Remodeled 3BR Walk to Town!, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier, Inviting and Serene Home on Monroe Bay Creek, Belle of the Chesapeake Bay, Waterfront Lusby Retreat w/ Deep-Water Dock & Slip |
Top Locations for Holiday Homes in Leonardtown
More accommodations in Leonardtown
Top trending hotels in Leonardtown
The Inn at Leonardtown, Ascend Hotel Collection
Springhill Suites by Marriott Prince Frederick
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
My Place Hotel - Dahlgren/King George, VA
More ways to explore Leonardtown
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.