Places to stay in Leonardtown

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Leonardtown places to stay

Stay near Leonardtown's top sights

The Front Porch23 locals recommend
Port of Leonardtown Winery23 locals recommend
Sweetbay Restaurant & Bar15 locals recommend
Leonardtown Wharf Park14 locals recommend
The Slice House13 locals recommend
Social12 locals recommend

Other great vacation rentals in Leonardtown

Guest favorite
Home in Montross
4.93 out of 5 average rating, 198 reviews

The Glebe

MarioRating, 5 stars4 weeks ago
Such a beautiful place!! We had such a great time at the stay and for sure will book if I’m looking to be in that area again! Thank you so much for everything
Superhost
Home in Piney Point
4.83 out of 5 average rating, 6 reviews

Serene and Peaceful Getaway

Dave And NancyRating, 5 stars3 months ago
Lots of space inside. Kitchen well furnished, with new appliances. Bathrooms were spacious, both with huge walk-in showers. Water temperature was lukewarm, at best. Water heater needs adjustment. Bed configuration was strange. Master bedroom had two single beds, with no flexibility to put beds together. Only one TV in 3 BR home. Overall great accommodations, away from busy streets and noisy neighbors.
Superhost
Home in Montross
4.88 out of 5 average rating, 229 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

JesseRating, 5 stars1 month ago
This is a nice home and my group had a nice time there. The house was cozy and the hot tub was a big plus. It was a unique experience to visit in the winter! May seem obvious - but remember the lake may not be usable because of ice!
Superhost
Cabin in Lusby
4.83 out of 5 average rating, 167 reviews

2-bedroom lake-house with a magnificent view

CphasRating, 5 stars1 day ago
Especially off-season, this was a great place to relax and unwind for the weekend. Quiet and peaceful. Wonderful location, scenery and amenities. Host was helpful and supportive to get us settled. We would love to come again.
Guest favorite
Home in Colonial Beach
4.94 out of 5 average rating, 67 reviews

The Heaven at Colonial Beach

MelissaRating, 5 stars1 month ago
I’ve stayed at a lot of Airbnb’s and this was easily one of the best. Everything was exactly as described, and maybe even better than described. It had tons of amenities and a well stocked kitchen perfect for our large family. Spotless and beautiful. I highly recommend this home and would gladly stay there again.
Superhost
Home in Leonardtown
4.85 out of 5 average rating, 13 reviews

Garden Getaway

ErickaRating, 5 stars2 months ago
We had our two dogs with us while we stayed for over 2 weeks waiting to move into our new house. Fenced in yard was a life saver and plenty of room for us to celebrate Christmas
Guest favorite
Villa in Hague
4.98 out of 5 average rating, 48 reviews

Sea Glass Paradise

ElenaRating, 5 stars1 month ago
Sea Glass Paradise is a well appointed Airbnb for a family or group. We stayed during January so it was cold with snow on the ground but we still enjoyed the hot tub and walks on the beach to look for shells and sea glass (which we found!). The beds were comfortable, showers were hot with good water pressure, and the furnishings and appliances worked well, had been thoughtfully chosen, and made our stay comfortable. This was a lovely place to retreat as a family and spend some quality time together watching movies, playing games, reading by the fire, and cooking meals.
Guest favorite
Home in Colonial Beach
4.92 out of 5 average rating, 106 reviews

Private Beach Front w/ Dock Colonial Beach Water

JennettaRating, 5 stars2 weeks ago
The house was very spacious and very well maintained and decorated. If anyone wants to come to Colonial Beach and stay in a location on the water & enjoy the beach, this is the place. There are also several outdoor seating places to enjoy cooking and looking over the Potomac. We were there in February 2025 and not beachy weather, but enjoyed the view anyway.

Destinations to explore