Apartment holiday rentals in Anne Arundel County

Perfect locarion for walking to everything in Annapolis! The space is small but comfortable and in a very cool historic neighborhood. Host was very communicative. Would definitely stay here again next time I'm in the area.

House was exactly as described and check in was very easy. Walkable to lots of restaurants and to downtown Annapolis (20 min). Great find!

Andrew's place was just as described. Super clean. Close to everything in downtown Annapolis. Great short walk to many restaurants and nightlife spots. Super charming area of town with the many historical homes and buildings nearby. Andrew was super helpful and quick to respond to any communication. We can't wait to stay there again.

I must say that my stay at Mark’s place was excellent. There was easy access, the place looked like described with a home feeling, very cosy and comfortable, as well as clean. Whenever I had to reach out to him he always responded in a reasonable time. I had a very lovely stay and would recommend that if anyone is in the area and need a place to stay, please book with at Mark’s place and you won’t be disappointed. Thanks Mark for being a great host and if I am ever in the area and need a place to stay, I will be definitely booking with you again!!

We had a wonderful week in the condo. The location was perfect for exploring Annapolis and Eastport on foot and there were lots of places to visit. We loved the rooftop deck at sunset and the condo itself was clean and spacious. The kitchen was well appointed and we hope to stay here again next time we are in the area. Highly recommend.

Adeola was a fantastic host. It was very comfortable and they were very responsive. It really feels like a home. The oven and stove is a game changer and important to me when I stay at places long-term in addition to an in-unit washer and dryer. The Internet was lightning fast so if you do any work from home this is a great place to be. Awesome location as well. Everything you need is 5 min away. Highly recommend. Small children do run around upstairs from time to time, but that's just the hustle and bustle of a home. I would 100% book this place again for long-term stay

We would definitely stay here again! The location is amazing. It is a quick walk to many restaurants and an easy walk over the bridge to Eastport (where there is free street parking) as well. It is exactly as described. We did have to email management to receive check-in instructions, but they were very responsive and sent them over to us ASAP. We arrived after a late flight, and got to the house at 2am. The instructions were very easy to follow even in the dark. We always felt safe in the area and had no concerns! There are super cute shops to explore right outside the door. I was surprised there is no door on the attic bedroom but there is at the bottom of the stairs. Just something to be aware of.. that if you want kids upstairs or separate sleeping quarters, the loft and attic bedroom are joined by an open doorway. The kitchen is well equipped, including pots and pans, casserole dishes, and a dishwasher. We loved our stay and are grateful to have visited!

Sam was a great host. Fast reply, clean place. Very private and quiet Neighborhood. I will definitely stay there whenever I get a chance again.

the hosts were very kind. they responded to us efficiently and helped us with anything we needed. my girlfriend and i loved the place as it was spacious and clean, definitely recommend.

I have nothing but good things to say about Donna and Ken. When we arrived, it was pouring rain. We had a long trailer with us and we needed to park it. Ken already had the doors open for us and helped my husband get the trailer parked in the rain. Then the next morning, he helped my husband get it backed out. The garage apartment was perfect. It was clean and felt like home. I absolutely love their place. It has everything that you need while you are there. It definitely is home away from home. The area that it is in is very nice. They have several nice restaurants. We plan on coming back in the future but without the trailer. Donna and Ken are wonderful host. Thank you so much for loaning your place out for others to enjoy.

My husband and I stayed here with my parents and it was a great stay. The place was very clean, easy to find and Ken was a great host. There was plenty of space for four people. I would recommend this location to anyone!

Had the absolute best experience at this Airbnb! Galen was an absolute wonderful host, very welcoming, & showed us such wonderful hospitality. The house was easy to find, a breeze to check-in, & in a great neighborhood. Not only did we feel safe, but it was not far from some shopping centers & restaurants we visited frequently. We loved how clean the house was, it was very spacious, organized, had great amenities. My dad was hesitant to stay in someone's house, as hes used to staying in hotels, but he raved about how great of a stay it was, & my parents loved that there was a full kitchen, laundry room, & that the house was sooo clean & taken care of! Unfortunately while we were visiting MD my parents were involved in a hit & run car accident. When they returned back to the Airbnb Galen could not have been nicer, though not the duties of a host, he still helped my parents, offered to call for a rental, & helped find an auto parts store. Such an amazing host. Definitely recommend 10/10!

This was the perfect place for a quick weekend trip! Charles’ home was beautiful, clean, and we felt right at home. He was extremely responsive and flexible. My friend and I were impressed with how nice the basement apartment was; it is even better than the pictures! It was such a comfortable stay that was 100% worth the price. I would definitely book with Charles again in the future!

nice sweet and cozy. my mom is very picky and she was satisfied for mother's Day. Her only complaint was she wanted a big bathroom so we did good. thanks Tierra🥂

This place was perfectly situated—close to everything I needed—yet quiet and peaceful. It was beautifully appointed, clean, and had a warm, welcoming feel the moment I walked in. You can tell the host has put a lot of thought into making it comfortable and stylish. Communication was excellent throughout—very responsive, proactive, and helpful. Highly recommend this stay and would absolutely return!

Nice apartment in a peaceful area, with great amenities. We truly enjoyed the days we spent here. Thank you!

Great place and perfect location! It was perfect for me and my small group. Would definitely book again if I go back to Annapolis.

A friend and I stayed here for about a month during our work’s busy season and we can’t recommend the house enough. The home itself is very nice and has all the amenities you could need, whether that be in the kitchen, with the bedrooms, or with the living space itself. The house is within walking distances of a lot great restaurants and bars in Eastport, as well as Downtown Annapolis itself, so there is plenty to do. Lastly, the hosts are both responsive and friendly, so if there is anything that you need assistance with don’t hesitate to contact them. Overall, we enjoyed our stay here and are sure you will too.

We had an unforgettable stay & very highly recommend. Location, host, & hospitality were unmatched. It is a beautifully restored 18th-century home—originally built for craftsmen who served the Naval Academy. It is steeped in Annapolis charm w/every detail thoughtfully preserved in historic character with all modern comfort. Megan was an exceptional host—kind, responsive, and incredibly generous w/ amenities. Unbelievable accessibility to USNA, DT Annapolis, the Dock, great food, shopping, & night life—both family & adult. Highly recommend.

very spacious, would be easy to add blow up mattresses. Very easy walk to bars and restaurants.

We were 4 adults coming to Annapolis for the Helly Hansen Sailing Regatta. We needed a place to spread out and relax as a team. The 2 bedroom set up was perfect. Although it was a basement apartment the windows near the ceiling let in just enough natural light and recessed lighting was dimmable if needed. There were several places to store clothing, suitcases etc throughout the condo. The outside fire pit allowed for outside gathering which I wish we had more time to use! The street was quiet and serene but close enough to drive into town in 5-10 minutes. During our stay, the microwave died and Mary had it replaced the same day! She was very responsive to each request and even after we left, we accidentally left a phone charger and she offered to mail it to me! And the washing machine was a God-send for smelly sailors! I am originally from Annapolis and spent alot of time in West Annapolis but never traveled down this quiet road! Its a GEM! I highly recommend it!!

I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.

Richard’s Airbnb was a fantastic choice for anyone staying in the Annapolis area with all the amenities and house items needed for a comfortable stay.

We had a wonderful stay at Shawn's place. It is located in an absolutely beautiful area with a gorgeous view of the water. The place was beautifully decorated, and the bed was very comfortable. There were plenty of places to relax outside with a view of the water. We enjoyed taking the kayaks out and watching the sunset each night. Shawn was a lovely host and is a genuine person who wants you to have the best stay!