
Vacation rentals in St. Mary's County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in St. Mary's County
Guests agree: these stays 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 St. Mary's County vacation rentals
Other great vacation rentals in St. Mary's County
Superhost

Cabin in Lusby
4.67 out of 5 average rating, 3 reviewsCOZY BLACK LoG HoUSe
FaithRating, 5 stars1 month ago
We absolutely loved our stay at Cinthia’s cabin. Everything about the home was so beautiful. Very quiet and peaceful surrounding. Didn’t have any trouble getting around. The rest of the ladies enjoyed the cabin as well. I would absolutely book and recommend this space to anyone!
Guest favourite

Home in Lusby
4.92 out of 5 average rating, 79 reviewsSpacious and private waterfront, sleeps 10
MichaelRating, 5 stars2 weeks ago
The location for this house is beautiful! We loved the private dock and spacious backyard. We stayed in late March so it was a bit cold some days but we still had a great time using the provided Kayaks and sitting on the dock and watching the beautiful surroundings. The location was perfect to have some s'mores nights around the firepit. The hosts were VERY responsive. The few times I had questions they replied within minutes and were very accomodating with our requests. They were very proactive with instructions and generously mentioned a foldable crib for the infant in our group - although we had our own that we used. The kitchen had all of the dinnerware and cookware that we needed for the meals that we made. The living areas were open and inviting. It was perfect for our group. One thing to watch for is the very steep driveway. It took a few times to get used to. We would definitely stay there again when we visit our family in the area.
Superhost

Home in Madison
4.94 out of 5 average rating, 31 reviewsFarmhouse by the bay! Beach and pier access.
ErinRating, 5 stars6 months ago
We had a lovely stay at Patrick’s place! It had everything we needed for a long weekend on the shore. A very comfortable home. Patrick was extremely responsive and helpful, with easy check in and check out. The kitchen was particularly lovely and well appointed! The house number is a little small so keep an eye out. And the mosquitos were fierce - don’t forget bug spray! Thanks, Patrick!
Guest favourite

Home in Port Republic
4.94 out of 5 average rating, 18 reviewsFamily Friendly: Hot Tub, Grill, Pool & More!
JosueRating, 5 stars3 days ago
Me and some friends stayed here and we all loved it. More than enough space and so much stuff/activities from movie nights to playing pool to hitting the hot tub and more to do in the house! We would definitely stay here again and the host was great.
Superhost

Home in Saint Leonard
5 out of 5 average rating, 3 reviewsWaterfront Home, Spectacular View & Private Beach!
AmberRating, 5 stars1 month ago
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!
Top guest favourite

Home in Taylors Island
4.97 out of 5 average rating, 39 reviewsA Vacation for All, Away From It All
ChristyneRating, 5 stars4 months ago
If you are looking for a peaceful escape, you found it. Although this home can be used for large gatherings, it is also the perfect getaway for 2. My husband and I loved watching the water and the natural wildlife. DO NOT MISS THE OPPORTUNITY TO EXPERIENCE THIS HOUSE!
Guest favourite

Home in Montross
4.96 out of 5 average rating, 69 reviewsWaterfront home, private dock
KellyRating, 5 stars4 months ago
Landon was a fantastic host-very responsive and the home was accurate to the description. Our kids absolutely loved the amenities-the trampoline, treehouse, swing, crab pots, and fire pit all got a ton of use! There were also tons of games and books for the kids, and the home was very cozy, with gorgeous views for the adults. We will definitely be back!
Guest favourite

Home in Leonardtown
4.86 out of 5 average rating, 14 reviewsGarden Getaway
LindsayRating, 5 stars1 month ago
We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!
Destinations to explore
- Rentals with a kayak St. Mary's County
- Waterfront rentals St. Mary's County
- Rentals with lake access St. Mary's County
- Beachfront rentals St. Mary's County
- House rentals St. Mary's County
- Apartment rentals St. Mary's County
- Rentals with a fireplace St. Mary's County
- Rentals with beach access St. Mary's County
- Rentals with pools St. Mary's County
- Cottage rentals St. Mary's County
- Rentals with a patio St. Mary's County
- Rentals with a washer and dryer St. Mary's County
- Kid-friendly rentals St. Mary's County
- Rentals with a hot tub St. Mary's County
- Rentals with outdoor seating St. Mary's County
- Pet-friendly rentals St. Mary's County
- Rentals with a firepit St. Mary's County
- 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
- Gerry Boyle Park
- Ragged Point Beach
- Cove Point Beach
- Guard Shore
- Lane Beach
- Langford Sand
- Chesapeake Beach Water Park
- Vir-Mar Beach
- Sound Beach
- Rose Haven Memorial Park
- Brownies Beach
- Breezy Point Beach & Campground
- Haven Beach
- North Beach Boardwalk/Beach
- Sandyland Beach
- Oxford Beach
- Saint Jerome Beach
- Bayfront Beach
- Piney Point Beach
- Marshalls Beach
- St George Island Beach
- Cordreys Beach
- Franklin Manor Community Private Park