Book Holiday Homes in Leonardtown
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Featured Holiday Homes in Leonardtown
![Screened Patio, Deck & Grill: Saint Inigoes Home!](https://images.trvl-media.com/lodging/112000000/111070000/111061700/111061699/cff77d30_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Screened Patio, Deck & Grill: Saint Inigoes Home!
![Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!](https://images.trvl-media.com/lodging/37000000/36520000/36517000/36516980/ff0e5358_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
![Colonial Beach Cottage, 7 minutes walk to beach!](https://images.trvl-media.com/lodging/93000000/92460000/92459400/92459355/020e3730_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Colonial Beach Cottage, 7 minutes walk to beach!
![Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks](https://images.trvl-media.com/lodging/35000000/34090000/34080500/34080418/ef0185ed_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
![Hawthorn House Remodeled 3BR Walk to Town!](https://images.trvl-media.com/lodging/94000000/93230000/93222800/93222772/w907h683x58y0-a4016a5a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hawthorn House Remodeled 3BR Walk to Town!
![Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!](https://images.trvl-media.com/lodging/81000000/80670000/80663100/80663052/695a4184_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
![Waterfront Lusby Retreat w/ Deep-Water Dock & Slip](https://images.trvl-media.com/lodging/101000000/100710000/100700900/100700862/9c6806ee_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
![Belle of the Chesapeake Bay](https://images.trvl-media.com/lodging/101000000/100950000/100947500/100947429/w1024h584x0y50-8ff07560_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Belle of the Chesapeake Bay
![Inviting and Serene Home on Monroe Bay Creek](https://images.trvl-media.com/lodging/74000000/73130000/73128500/73128483/caec6eee_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Inviting and Serene Home on Monroe Bay Creek
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 | 207 Holiday Homes |
---|---|
Lowest Price | AU$120 |
Highest Price | AU$250 |
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!, Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome! , Waterfront Lusby Retreat w/ Deep-Water Dock & Slip, Belle of the Chesapeake Bay, Inviting and Serene Home on Monroe Bay Creek |
Top Locations for Holiday Homes in Leonardtown
More accommodations in Leonardtown
Top trending hotels in Leonardtown
![The Inn at Leonardtown, Ascend Hotel Collection](https://images.trvl-media.com/lodging/3000000/2670000/2668800/2668771/cafe74e4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Inn at Leonardtown, Ascend Hotel Collection
![Springhill Suites by Marriott Prince Frederick](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/744584e9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Springhill Suites by Marriott Prince Frederick
![Red Roof Inn Dahlgren - Naval Base](https://images.trvl-media.com/lodging/49000000/48450000/48446600/48446558/cac5644c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Red Roof Inn Dahlgren - Naval Base
![La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent](https://images.trvl-media.com/lodging/3000000/2160000/2158700/2158611/4773e699_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
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.