Kid-friendly holiday rentals in Anne Arundel County

the place is perfect. clean, peaceful, convenient. Great job, Michelle.

We greatly enjoyed the place! The old kitchen is a great talking point - we loved the mounted can opener. Kenneth communicated about renovations that were done before we arrived, it was done before our stay and the new bathroom looks great! Driveway parking was great for 2 cars with plenty of street parking. The neighborhood was very quiet and close to numerous food options.

It was perfect for what we were looking for. Location was convenient to Annapolis, but in a quiet area and right on the water. It was a peaceful and restful weekend!

Wonderful host, great communication , very accommodating was able to check in early , had everything needed plus extras , water , snacks , milk, juice ect… my guests and I where very pleased, great backyard. Patio table and grill was a nice touch .. can’t wait to stay again and use the fire pit. 5 stars !!!

The Wise Quack 2 is a cozy, clean Airbnb steps from the Chesapeake Bay, perfect for a relaxing getaway. Sidco’s warm hospitality, comfy beds, and thoughtful touches like the deep tub and hammock make it a gem. The quiet Shady Side location and quick host responses ensure a delightful stay.

Chose this spot for our honeymoon and it was fantastic. You’ll love the views and infinite amenities but most of all, Evan is an incomparable host. I’d book with him again, no doubt. He’s clearly gone above and beyond to make sure guests feel at home (if your home is impeccably decorated and designed for ultimate comfort). He’s gone to great lengths to make sure his guests have a memorable experience and it’s appreciated!

Great stay! No issues and excellent communication. Close to downtown. Very responsive and had all kinds of amenities. I would stay again.

Our stay at Justin’s Hot Tub Haven in Annapolis, was exactly that…a haven with a much enjoyed hot tub! Justin was exceedingly responsive, proactive, and flexible. The home is very well appointed with all the necessities, plus all the thoughtful touches like umbrellas, a doggie waste station, and bath robes to name a few. Our children loved the downstairs space (and secretly the adults were thrilled they had it too), and it felt to them like they had their own little apartment. The backyard felt like a small resort. We loved the quick walk to shops and the our boys loved the nearby basketball courts and baseball fields. We highly recommend this home and will stay here again!

only stayed for one night but i was very comfortable. the toiletries and snacks were an appreciated added bonus.

Lisa’s place was amazing! My daughter and I had a great visit. The location is perfect for going into Annapolis. We will definitely be back. Thank you for a great few days!

Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

Kimberly's place is in a great location and is walkable to many pubs and restaurants, as well as to downtown Annapolis.

Great place to stay in Eastport. A couple doors down from Vin 909 Winecafe, which we highly recommend.

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!

Joyce was the most welcoming host we have met in our many AirBnb stays. She wanted to learn about us and wanted to personally welcome us as soon as we reached her home. The basement apartment doesn’t feel like a basement. Extremely clean and well provisioned for us . The most powerful experience was how our interaction with Joyce and her family left us with a new FRIENDS in Annapolis, pleasantly way above our initial expectations! We highly recommend Joyce’s home for visits to the Annapolis area! We’ll be back at Joyce’s place!

EUNICE and her husband were very gracious and nice Host. The house reminded us of a little apartment or visiting your grandparents home. Everything was very cozy and quaint and anytime we meet it anything she was very responsive. They are excellent host and I recommend them for your next day in Bowie.

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!

Make this your top choice if you are looking for an efficient and pristine suite right around the corner from the airport! I was in town for my mothers memorial and not only was the space even better than the photos but James was incredibly welcoming, helpful, and even had a thoughtful card for the occasion waiting for me when I arrived. I have two small dogs and he was also excellent with them. If you need a stay near BWI, this place is well worth the money! I’ll for sure be coming back!

We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.

We had a great time once again staying here. It is just steps from the main gate of USNA and the downtown activities and restaurants. Caite was also responsive and very flexible with us and our needs.

The location could not have been better - just steps from downtown. The off-street parking was perfect. Everything was clean. The instructions to get inside were clear.

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!

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