Holiday Homes in Leonardtown

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Holiday Homes in Leonardtown and around

"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."

includes taxes & fees

15 Sept - 16 Sept

"Wonderful getaway! "

includes taxes & fees

18 Aug - 19 Aug

"Perfect spot for our weekend away! Excellent location to hit multiple spots in the area. Clean, quiet and cozy, 10/10 would recommend. We are already planning our next trip! "

includes taxes & fees

19 Aug - 20 Aug

"Interior is very comfortable and up to date, kitchen very well stocked, quiet neighborhood.Ken was immediately responsive to our questions/needs"

"We found the view and the accommodations quite lovely."

includes taxes & fees

11 Sept - 12 Sept

"Sandy was a wonderful and very responsive host. She made sure we felt very welcomed and 'at home' in this lovely house on the water. The home and owners made this a trip we'll remember."

includes taxes & fees

17 Aug - 18 Aug

includes taxes & fees

17 Aug - 18 Aug

"I was in the area for one night for business and had my young granddaughter with me. The room was very comfortable and well furnished. Lots of apps available on the TV. Location is close to plenty of restaurants and the beach. The continental breakfast was very nicely set and had lots of variety. I plan on coming back NOT for business just so I can enjoy another stay. Highly recommend."

includes taxes & fees

17 Aug - 18 Aug

3 bedrooms, iron/ironing board, travel cot, free WiFi

"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "

includes taxes & fees

19 Aug - 20 Aug

"This was our second time staying at this beautiful home, and it was just as wonderful as we remembered. The house is impeccably maintained, tastefully decorated, and incredibly comfortable. The beds are cozy, and every detail has been thoughtfully considered—from the clear labels throughout the home to the fully stocked kitchen and amenities. It truly feels like a home away from home. We had a fantastic stay and are already looking forward to our next visit!"

includes taxes & fees

15 Sept - 16 Sept

"We loved the waterfront home where we stayed. The host was incredibly helpful and responsive to any questions we had about the rental and the area. Highly recommend."

includes taxes & fees

18 Aug - 19 Aug

"They thought of everything. I would definitely come back for another stay."

"Great spot"

"My wife, daughter and I really enjoyed the serene and privacy of the property. The view of the lake and outdoors was beautiful. The home was clean and cozy and we plan to return. "

includes taxes & fees

15 Sept - 16 Sept