Apartment holiday rentals in Southern Maryland

This place was absolutely lovely! Everything was so close by and easy to navigate. And the Airbnb itself was so clean and very cute! My partner and I had a wonderful stay here.

I stayed at Ruben's apartment with 3 moms and 4 kids ages 6-11. We were visiting the national zoo and stayed here after a long day walking around. We pulled up and there was street parking right in front of the building, which seems to be in a very quiet and safe neighborhood. The kids had fun playing the board and card games that were there and exploring the back yard space. We were able to cook a simple dinner there, but noticed there weren't any kitchen knives or a cutting board, that would be my only feedback. Otherwise the space was very clean and comfortable. Would definitely recommend for a family or small group visiting DC.

My friend and I stayed here for a concert that was happening 20 minutes away, and the condo was very accommodating to us. Kristen’s place was very neat and clean. She was also ALWAYS ready to answer any questions that we might have had very quickly. I would definitely recommend The Royal for anyone who needs an alternative to a hotel and would like a place that feels just like home.

Me and my husband had a truly fantastic stay here at the Jewelbox. It is in a very sweet neighborhood that is the perfect walking distance from E-bikes, a park, multiple bus stops, a gas station, and convenience stores. Each one of the hosts on this stay made me feel incredibly comfortable to say if I needed ANYTHING!! They put effort into making it very easy to find where to park, and took previous feedback to make things even better than before. I seriously loved the stay here and WILL BE returning⭐️

My friend and I had a wonderful stay at Joe’s Airbnb when we came into town for Project Glow! The place was exactly as it was shown in the listing, super easy to access, and had lots of great amenities that made our trip very comfy. We made full use of the kitchen, which included a coffee maker, water boiler, and a nice assortment of teas, and the place also had a washer/dryer and nice shower. The place was absolutely spotless when we arrived and had plenty of space for the two of us. It’s a quick rideshare to the downtown area; the surrounding area isn’t the nicest, but the Airbnb was in a quiet area and we felt safe during our time there. Joe was also super responsive and helpful during our stay. Overall, would definitely stay again if in the area!

This condo was beautiful! Everything was just as listed and Matt was a great host. Will definitely be staying again!!

This place was exactly what I needed - clean, calm and exactly as advertised. The design was well laid and thoughtful, with a couple of places to dress in the morning (perfect when two people both need to do their hair), a place to eat, a comfortable couch and a very nice television. The extra touches were nice too, a washer/dryer, an iron, a stove and a kitchen with coffee and cream already in place - no shopping needed. Just around the corner is the Big Bear Cafe, which is a great spot for a bite. And the house is close to public transport, so it’s easy to get in and out of the city. Ivan was kind and responsive as a host. Check-in and check-out were easy. You could tell they put thought and care into hosting and it all went smoothly.

This was a beautiful, and comfortable apartment to stay in. David was an incredible host. This was our first time in Annapolis, which is a beautiful town with a lot to do, and plenty of great places to eat. The location of the apartment was perfect, and was in short walking distance of pretty much everything. If you are looking to stay in Annapolis, this is the spot. Really comfortable, and has an awesome deck to sit outside and enjoy a beverage on. Thanks David!

Perfect location for exploring Annapolis attractions via walking including Naval Academy and downtown. A bonus for me, all areas were wheelchair accessible (except balcony). Very clean and well maintained! Bed was super comfy!

Really enjoyed staying at this location, very convenient and close to restaurants and public transport. Great to bring your fur babies, probably best for smaller dogs. You should just be aware there is like no grass in DC before you bring your pets lol! Overall a great experience and the location was so clean with not much noise surprisingly for the area.

Benjamin was a very responsive host.

Loved the decor! Plenty of space— feel right at home. Close enough to walk / uber to places. Matt communicated effectively and timely. Would 100% stay again. Thanks again!

This was a beautiful condo with plenty of room for everyone to spread out. It was so well stocked with everything you might need- more like staying with a thoughtful friend than at an Airbnb. The area was convenient to the metro yet really quiet for sleeping (even with kiddos who go to bed around eight). The pocket park just a block away was a perfect space for our kids to play. We would definitely stay here again!

This was my first Airbnb experience and it was exceptional! The host communicated very well and was very responsive. The condo was very clean and the location was great as it was super close to great restaurants and local shops. I would definitely rent again!

We had a wonderful stay at this Airbnb—great location, nicely kept, and thoughtfully stocked with everything we needed. It felt like a true home away from home. We’d absolutely stay here again!

Had a wonderful stay! Everything went smoothly and the space was beautiful. Would definitely recommend!

Stay met our needs! Kitchen was very nice to cook in and was very clean.

The host was more than accommodating and the condo Is exactly as pictured . Great stay

Great host, great location. Walkable to great restaurants as right over the bridge from Main Street Annapolis. The pool is literally right in front of the apartment overlooking the water and the boats going by. The place is not huge but location, location, location.

This was an awesome stay! If you have infants their place is a must as it is easily baby proofed and has so many accessible items!

I definitely loved this home soooo spotless felt right at home. You might hear people walking here and there BUT it’s not an all the time thing, other than that it’s so peaceful. Kitchen is beautiful and has all the spices you kinda need if you wanna cook, bed was sooooooo comfortable and the living room was so inviting. It’s close to food spots banks grocery stores, etc. I’m definitely booking again.

Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.

We had a great stay - location and such were perfect for us.

Where do I start? This was the most perfect place to stay. From the ease of the check-in process to the amenities offered, this was the best AirBNB experience ever. The room looks even better than in the pictures for starters. It was the perfect amount of space for all 6 of my family members. The amenities offered for the kiddos were a game room, pool, and there were activities for all ages hosted by the resort most evenings. Any kind of restaurant you could think of was within walking distance & some even offered a 10-20% discount for staying in the area. The rooms were clean upon arrival. I had 2 issues during my stay and they were resolved within 5-10 minutes of me texting the provided number. Unheard of. Every staff member we encountered was friendly and helpful. The concierge service even helped us planned our Washington DC activities for the day. I cannot rant and rave enough about this accommodation. Don’t hesitate to book. Do it now!