George Washington\'s Mount Vernon featuring flowers

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Browse Select Southern Maryland Cottages

Our top choices for Southern Maryland cottages

On the beach, sun-loungers, beach towels

"We take our dog away yearly to a location with water where she can swim. We have stayed at many vrbo and house rental locations. This was by far my favorite. The house is a hidden gem and a very special place. Not only did our dog love swimming daily but we also enjoyed the relaxing atmosphere, quiet surroundings, and beautiful beach front steps from the door. Would highly recommend for anyone who wants a peaceful stay and a place to recharge hope we make our way back one day!"

"We enjoyed our stay at the waterfront cottage with yoga on the dock in the morning, afternoon kayaking and dinner at Captain Billy’s Seafood restaurant. Down time spent reading and nature watching made the for the perfect weekend."

"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "

includes taxes & fees

27 Aug - 28 Aug

"We enjoyed fishing on the dock and the house was clean/comfortable. Would stay here again."

"Property was cozy and clean. Owners left lights on for us knowing we had a late arrival. Would definitely stay again. "

"The house was in a perfect location. Close to the beach and restaurants. The home was very comfortable, cozy and thoughtfully decorated. We will definitely be back!"

"It’s a wonderful house with everything you need. The views are amazing - perfection! "

"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"

includes taxes & fees

2 Sept - 3 Sept

"Great place to stay"

"Everything we needed, relaxing visit"

"Stayed with two other families for the State Swim Championships. Property is spacious, clean and well appointed. Even the kitchen knives were sharp!"

"The cottage was a wonderful place for me and my kids to stay. I really appreciate the thoughtfulness of the owner. We would definitely stay here again."

"Great space for a short stay getaway!"

"Beautiful, charming house! The owner was wonderful! She had a lovely card waiting for us with a handwritten note. Really warm welcome! Also great location!"

"We had a great time, cottage adorable and updated."

"This property was everything we hoped for and more. Impeccably clean, beautifully maintained, and the view was just breathtaking — even better than the photos. The host was incredibly responsive and helpful, which made our stay even more seamless and enjoyable. Every detail was perfect, and we loved every minute. We’ll definitely be back and highly recommend this gem!! Thanks, Allen. "