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Vacation rentals in Southern Maryland

Find and book unique accommodations on Airbnb

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Popular amenities for Southern Maryland vacation rentals

Other great vacation rentals in Southern Maryland

Guest favorite
An aerial view captures the shoreline of Historic St. George’s Island, showcasing sandy beaches, calm waters, and piers extending into the Lower Potomac. Lush greenery and occasional residences are visible along the coast, framed by gentle water currents under a partly cloudy sky.
Cottage in Piney Point
4.96 out of 5 average rating, 47 reviews

Quaint fishing retreat on the lower Potomac Piney

ElizabethRating, 5 stars2 months ago
Fantastic stay! Quiet getaway which was exactly what I was looking for. House was fully stocked with all the amenities listed and so much better in person! The sunsets were epic! Cam was very helpful with providing things to do in the area which was fun to explore! I will certainly be back again.
Guest favorite
The rooftop features a cozy seating arrangement with plush chairs surrounding a fire pit table. A vibrant Ferris wheel glows in the background, creating a colorful contrast against the evening sky. The marina's tranquil waters reflect the lights of the surrounding area.
Houseboat in Oxon Hill
4.94 out of 5 average rating, 17 reviews

Flohom 4 | Majestic Sunsets with 360° Views

AdonisRating, 5 stars1 month ago
I had an amazing stay on this houseboat at National Harbor! From the moment I stepped aboard, I was impressed by how clean and well-maintained everything was. The space was surprisingly roomy — much more spacious than I expected for a houseboat — and had all the comforts of home. The location couldn’t have been better; being right at National Harbor meant I had easy access to great restaurants, shopping, and beautiful views. The host was responsive, friendly, and made the whole experience seamless. Highly recommend this unique stay — I’d absolutely come back again!
Top guest favorite
Two custom built houseboats are positioned side by side, each featuring a red door. Wooden steps lead to the entries, surrounded by grassy areas and a view of the harbor. Sailboats are visible in the distance under a clear blue sky, creating a serene waterfront setting.
Houseboat in Solomons
5 out of 5 average rating, 74 reviews

Island Shanty

JuliaRating, 5 stars1 day ago
This is a really special place. It's beautifully decorated, conveniently located and situated right over the water. We loved it!
Top guest favorite
A vibrant green kayak rests on a sandy beach, partially in shallow water. The calm river reflects the clear blue sky, with a wooden dock visible in the background. Sunlight illuminates the scene, creating a serene and inviting setting for water activities.
Cottage in Leonardtown
4.96 out of 5 average rating, 95 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

WendyRating, 5 stars4 days ago
I think this is my 5th time staying there. Always thinking of my return visit before even leaving!
Guest favorite
A wooden dock features railings and lighting, leading down to calm waters reflecting the twilight sky. Silhouetted trees frame the serene scene, emphasizing the tranquility of the natural surroundings. The path is well-defined, providing clear access to the waterfront.
Cabin in Lusby
4.9 out of 5 average rating, 268 reviews

Peaceful Waterfront Retreat on The Bay

LydiaRating, 5 stars5 days ago
Incredible space! Devin’s place on the water has everything you need. It would be tight with more than two adults but it worked great for us and our small dog.
Guest favorite
Cabin in Lusby
4.93 out of 5 average rating, 204 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

EricRating, 5 stars2 weeks ago
My stay was exactly what i needed it to be. It was a quick 90 minute drive from the city, but once I got there I found exactly what I needed. 2 days of peace, quiet, and seclusion. I had to make a quick run, to the grocery store, but it was convenient and people were really nice. Next time I come, I’ll probably explore the Solomon Islands.
Top guest favorite
Tiny home in Westmoreland County
4.99 out of 5 average rating, 89 reviews

Tiny House Treasure on the Rappahannock River

ShirleyRating, 5 stars3 weeks ago
Loved this quaint tiny house. It was quiet and scenic and a 15 minute drive to Colonial Beach waterfront and restaurants. Lorie is fabulous host, communicative and friendly. We had a great time!
Top guest favorite
An outdoor deck is surrounded by lush green trees, featuring a seating area with dark wicker furniture and blue cushions. A fire table is centered among the seating, providing a cozy gathering space. A dining area is visible in the background, with additional seating.
Home in Solomons
4.96 out of 5 average rating, 80 reviews

Blue Heron Retreat-Water views-hot tub-dock-kayaks

JessiRating, 5 stars3 weeks ago
Awesome location! Very peaceful and tucked away but still a quick drive to beaches and parks for fossil excursions. We really enjoyed the deck and porches and our son caught quite a few crabs from the dock!

Destinations to explore