Guesthouse vacation rentals in Southern Maryland

I stayed here visiting family nearby. The place is very clean and set up thoughtfully for guests. I really appreciated that it was already stocked with some coffee and creamers, so I didn't need to go shopping right after arriving. The neighborhood is small but walkable and has two good seafood restaurants a short walk away. Pam provided clear instructions and communication.

Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!

I was in town for a month for less than pleasant reasons, but having this space to come home to and relax every night was a blessing. The host was very communicative and made checking in a breeze. Very comfy bed!

We were pleasantly surprised with the proximity of the Airbnb to our destinations. It was warm, inviting, and cutely decorated with an authentic cabin-feel right outside of DC. I wish we could have stayed longer. We would love to come back.

Rebecca and Tyler were super responsive, even when I had a lot of questions. The place was clean and private. The decor is adorable and the place was very quiet. It was exactly what I was looking for.

This is our 3rd trip to the Carriage House, always have a positive experience and love the location.

Had a wonderful time at Ray’s! It truly felt like a home away from home, where I was able to get away for an evening from work and normal life. Rarely have I felt more relaxed at an Airbnb! Would use again!

Ken was great any questions were answered and they had maps of trains and activities. Perfect location for what we wanted would use again

Judea' is a fantastic host and with a terrific property it's a win win. Clean cozy and beautiful views. Best of all a host who goes the extra mile to make sure your stay is perfect!

Clean and cute and just as described. Perfect for a long weekend away in Annapolis for the boat show!

Alice's place was ideal. Very clean and comfortable. We were visiting family for a week and the location allowed us to be in easy reach of them. I would highly recommend this very quiet little place to stay. It was very easy and quick to communicate with Alice.

We had a wonderful stay at Binyam's guest unit! Check-In was incredibly smooth and we appreciate the thoughtful touches and snacks. We would highly recommend a stay with Binyam!

The apartment was well appointed, clean and comfortable. With a bus stop right around the corner that takes you to the metro it’s easy to get around without a car. Chris was quick to respond when we had questions or needed anything. We highly recommend staying there.

Love this location. Directly across the street from a beautiful park. Great neighborhood to walk and explore. Convenient to public transportation.

A unique space, light, open, spacious, and beautifully decorated. The outside grounds were equally pleasing. Kate provided everything we needed for our stop-over on our way home. We will definitely look forward to returning.

I have stayed here a couple of times while visiting my daughter at the Naval Academy. The apartment is absolutely perfect for just the two of us, and the location is great. It is a few miles to DTA, but it is an easy drive with plenty of restaurants and shopping without the congestion of DTA. Mrs. Jocelyn is a wonderful host and she is always so accommodating. I love staying here when I come to Annapolis.

I enjoyed my stay at the beautiful carriage house in the Shaw neighborhood. It was a perfect spot to work from during the day — Wi-Fi was strong and there’s a cute little office nook. And it’s close to transit for exploring DC!Chris was a welcoming and friendly host, very responsive. A few things to note: the kitchen includes a dishwasher, stove, fridge, and microwave. However it’s not outfitted for cooking full meals. There’s also construction happening directly outside — in my experience, from the hours of ~8am-5pm, inclusive of Saturday. Overall, a wonderful stay!

Very clean, well stocked, quiet, with shopping and food nearby.

Brits place was perfect for the weekend. She was so nice and the room had everything I needed. :)

We stayed at Lauren and Ned’s place for our first trip with our 10 week old. Their place was the perfect location, family friendly area and very walkable. It was extremely clean and they were very accommodating hosts, which was what stood out to us the most. Would definitely recommend and stay here again on future visits.

This place is a great value. A well-stocked space, super clean and comfortable. Sally is a gracious host.

We had an absolutely lovely stay at Thomas’s quaint Airbnb located in the perfect location. Very walkable to all the restaurants, bars, and shops in Old Town Alexandria. We would absolutely stay again!

My husband and I enjoyed our stay! It was a great location and having a parking pass for the weekend was great. The space was clean and had everything we needed for a weekend stay!

This is the second time my wife and I have stayed in this Airbnb and there’s a reason we came back. Phenomenal location, it simply cannot be beat. The place is absolutely beautiful and cozy, Melinda is very kind and responsive, and getting around the city from this location is fun and easy to get around. If you’re debating where to stay, stay here end of discussion!