
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

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, 19 reviews200 Year-Old Waterfront Home only 1.5 hours fromDC
ReneeRating, 5 stars1 week 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!
Guest favourite

Home in Newburg
4.96 out of 5 average rating, 70 reviewsBeautiful, serene waterfront property
JonathanRating, 5 stars1 month ago
An incredible peace of property! This house has been beautifully renovated and exceeded every expectation. Unbelievable waterfront views from nearly every room in the house, back porch and fire pit. Also a very nice surprise of having a little play area stocked with toys for the little ones! This is a must stay if we’re ever back in the area!
Top Guest favourite

Cottage in Cobb Island
4.97 out of 5 average rating, 62 reviewsWhere Eagles Soar *Stunning Waterfront Views*
NancyRating, 5 stars1 week ago
My friends and I immediately felt relaxed and cared for in this delightful home. We loved that it was right on the water and that we could enjoy seeing the Potomac River from so many rooms. The beds were very comfortable. Sue is a thoughtful and very pleasant host. We enjoyed our stay very much.
Guest favourite

Home in Montross
4.9 out of 5 average rating, 21 reviewsPotomac River Getaway
SkyRating, 5 stars6 days 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!
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!
Top Guest favourite

Houseboat in Solomons
5 out of 5 average rating, 71 reviewsIsland Shanty
KimberlyRating, 5 stars3 weeks ago
This place was amazing. It was well equipped, clean, a great view and close to many attractions and restaurants. It was so peaceful being on the water.
Guest favourite

Boat in Kinsale
5 out of 5 average rating, 5 reviewsSpend the Night on the River
QuinnRating, 5 stars1 week ago
Unique experience to stay on a boat! We had a lovely night on the boat at The Slips Marina! Annie is super kind and it's clear that they have created a community atmosphere at The Slips. They invited us to a birthday party being held at the bar and there was a taco truck for the party for dinner. The market up the street is very cute. The boat itself is very nicely appointed with a rather large bed in the bow, comfy linens, snacks, and everything you need. I felt like we were glamping on a boat, but with nice bathrooms a short walk (30 sec) away. We swam in the pool, played table tennis, and relaxed.
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- District Wharf
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Meridian Hill Park
- Lincoln Park
- Lee's Hill Golfers' Club
- Maryland Renaissance Festival
- American African Museum
- Quiet Waters Park
- Ragged Point Beach
- Leesylvania State Park
- International Spy Museum
- Library of Congress
- Breezy Point Beach & Campground