
Holiday houses in Leonardtown
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Top-rated holiday rentals in Leonardtown
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Leonardtown
Top Guest favourite

Apartment in Broomes Island
5 out of 5 average rating, 42 reviewsBeautiful waterfront apartment in Broomes Island
LisaRating, 5 stars3 weeks ago
We loved our stay! Len and Shannon are incredible hosts! Every sunset from the deck was perfect! Having the convenience store below was also nice for grabbing a snack. We wish we could have stayed longer! I would highly recommend the stay! A++++++++++++++
Top Guest favourite

Guest suite in Lusby
5 out of 5 average rating, 54 reviewsWelcome to Journey's End Hideaway!
AlissaRating, 5 stars1 week ago
Everything was very clean and organized! We absolutely loved staying here. We’re already planning our trip to come back. Also, even though the Airbnb is the bottom part of the house, we never heard any noise and you hardly ever see Lori. We saw her once when we checked in, just in passing. She seemed to really try to give us our privacy while we were there.
Top Guest favourite

Home in Avenue
5 out of 5 average rating, 20 reviews200 Year-Old Waterfront Home only 1.5 hours fromDC
ReneeRating, 5 stars2 weeks ago
It was peaceful and serene. I wanted a place to relax and let the issues of the world fade away. That's exactly what I experienced at Skip-A-Way Landing. The house is not only beautiful but it has a warm and welcoming feel to it. Like coming home after a long time away. Overall the house is lovely however the subtle touches throughout are also much appreciated. It's the small details that let you know that the owners put a lot of thought into it and care about its' guests. I did not want to leave. I'm already looking forward to going back. Highly recommended!
Top Guest favourite

Home in Mechanicsville
5 out of 5 average rating, 75 reviewsWaterfront. Spacious. HotTub. Kayaks. DogFriendly.
MelanieRating, 5 stars2 weeks ago
Jess' place is fantastic! Truly, our favorite AirBnB to date. We will return when we are visiting the area again. We loved how clean, spacious, and peaceful the home is inside and the beautiful spaces to relax and enjoy outside, too. All five of us had space to spend quality time together and on our own throughout our stay. Very thoughtfully furnished, proactive communication, and simple check-in and out! 10/10.

Cottage in Leonardtown
4.92 out of 5 average rating, 225 reviewsPotomac River Freedom Cottage
SarahRating, 5 stars4 weeks ago
We were in town for a swim meet, and Greg’s place was perfect for our crew! We all slept soundly in the comfortable beds. We cooked every meal in the fully stocked kitchen. The view, the walk to the adorable little beach, and the peaceful surroundings were a bonus we had not experienced before during past trips! Greg is extremely responsive and helpful. We would absolutely book again!
Guest favourite

Home in Montross
4.9 out of 5 average rating, 21 reviewsPotomac River Getaway
SkyRating, 5 stars1 week ago
Had a great weekend in the Northern Neck here! We watched a pod of dolphins and stingrays from the backyard, enjoyed easy access to nearby parks, and had a great time cooking in the kitchen. This is seemingly a very recently renovated house, and all the towels, sheets, beds, etc. seemed brand new as well. It was super clean, super comfy, and the hosts were very responsive! I liked that the property was surrounded on one side by forest as well—it was nice and quiet and secluded. Finally, they have a super cute collection of board games disguised as old timey books. I'd definitely stay here again!
Top Guest favourite

Apartment in California
5 out of 5 average rating, 6 reviewsRelaxing Studio Apartment
AlexRating, 5 stars1 month ago
Jessica's basement apartment was very nice and had above and beyond amenities for the price. She was responsive and friendly. I'm happy with the unit however the thermostat is located in the host's living area so you will have to coordinate a temperature with her but she was always friendly and accommodating. I would happily book with her at this location again.
Superhost

Home in Piney Point
4.86 out of 5 average rating, 51 reviews2 Bedroom Cozy Beach Cottage
WillieRating, 5 stars4 weeks ago
Michelle is a great host. The place is clean and has many conveniences. I highly recommend!
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- National Museum of African American History and Culture
- District Wharf
- Smithsonian National Museum of Natural History
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Quiet Waters Park
- Lee's Hill Golfers' Club
- Maryland Renaissance Festival
- Library of Congress
- Gerry Boyle Park
- American African Museum
- Ragged Point Beach
- Leesylvania State Park
- Six Flags America