
Places to stay in Leonardtown
Book unique places to stay, houses, and more on Airbnb
Top-rated places to stay in Leonardtown
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Leonardtown places to stay
Other great vacation rentals in Leonardtown
Guest favorite

Home in Montross
4.93 out of 5 average rating, 200 reviewsThe Glebe
LynnRating, 5 stars1 month ago
Excellent stay at RivahLife! The views were spectacular and the home was exactly as described. Easy to find with lots of stuff for the kids and adults. Looking forward to returning during the warmer months as the fishing, boating, and swimming would be more desirable. Thanks for the high chair and portable crib. Those things really help when traveling with kids.
Guest favorite

Cottage in Lottsburg
4.98 out of 5 average rating, 83 reviewsEnchanting Edge of the World Cottage
CapriceRating, 5 stars2 months ago
This is a lovely home would definitely recommend only thing that was a little bit odd was the size of the bed upstairs and it wasn’t many pots and pans but we love our stay
Superhost

Home in Montross
4.88 out of 5 average rating, 231 reviewsLakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub
SarahRating, 5 stars1 week ago
This cabin was everything we wanted and more! It’s in the perfect location, just a short drive to so many activities but also tucked away offering privacy. The house was so cozy it put us at ease as soon as we walked in. The owner was proactive and very quick to respond, including sending a great packing and local activity list a couple days in advance of our trip which came in very handy. Activities: This rental comes with guest passes to the private Shark Tooth Beach where our kids had so much fun finding real shark and manta ray teeth in the sand! Westmorland State Park and George Washington’s Birthplace both had great hiking and beaches for the kids. We visited Garners Produce twice where the kids fed animals and pedaled toy tractor’s while we picked up farm fresh milk and eggs. We spent our afternoons kayaking on the quiet lake soaking up the sunshine. We will definitely book another vacation at this cabin. You will not be disappointed with your stay at this little gem!
Superhost

Cabin in Lusby
4.84 out of 5 average rating, 171 reviews2-bedroom lake-house with a magnificent view
MohamedRating, 5 stars1 week ago
Beautiful house and beautiful view. Outdoor jacuzzi with the view is not to be missed! Gorgeous and clean home. The private site made it an amazing getaway from busy life. Thank you, we will be back soon!!!
Guest favorite

Home in Colonial Beach
4.94 out of 5 average rating, 68 reviewsThe Heaven at Colonial Beach
MelissaRating, 5 stars2 months 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.
Top guest favorite

Home in Cambridge
4.98 out of 5 average rating, 53 reviewsSmall, peaceful getaway
LauraRating, 5 stars1 week ago
We felt so comfortable at Heather’s place. It was extremely clean and very quiet and peaceful. It was an easy space to have our two young children in. We would definitely stay here again in the future.
Superhost

Cottage in Heathsville
4.83 out of 5 average rating, 75 reviewsRiverfront Retreat with PRIVATE POOL and BEACH!!
AllyRating, 5 stars8 months ago
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!
Guest favorite

Villa in Hague
4.98 out of 5 average rating, 50 reviewsSea Glass Paradise
JoshuaRating, 5 stars3 weeks ago
Frank was an excellent host, and provided my friends and I a great stay in early April. Very clean, looks as advertised, and great for a private getaway.
Destinations to explore
- Washington Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- Outer Banks Vacation rentals
- Pocono Mountains Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- The White House
- Lincoln Park
- National Mall
- National Museum of African American History and Culture
- Georgetown University
- Smithsonian National Museum of Natural History
- Smithsonian American Art Museum
- Washington Monument
- Arlington National Cemetery
- National Harbor
- District Wharf
- Georgetown Waterfront Park
- National Air and Space Museum
- Six Flags America
- American African Museum
- Meridian Hill Park
- Gerry Boyle Park
- Leesylvania State Park
- Quiet Waters Park
- Maryland Renaissance Festival
- Lee's Hill Golfers' Club
- Library of Congress
- United States National Arboretum