Kid-friendly holiday rentals in Annapolis

Very quiet location but not far from amenities. The home had an attention to detail that not all air bnbs do (for example enough towel hooks for everyone staying!) as well as basic cooking amenities

We had a short but nice stay here! We really appreciated the quick responses and thorough explanations of everything. We also appreciated the cookies and couple of waters that we so desperately needed after such a long trip! The place itself is just how it looks in pics and isn’t too far away from the downtown area ☺️

A wonderful stay at Stephen's place for our son's USNA commissioning. Although he lives in the 2nd floor, he was very respectful of our space - we hardly knew that he was there. He was very responsive when you needed him and helped us to host a gathering of friends and family to celebrate at his beautiful home on the water. Highly recommend.

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!

this is a really beautiful place to stay at, thank you 🙏

We loved staying right on Fleet Street right near all the action! Super fun and awesome area and great accommodations! Highly recommend

Beautiful place, beautiful location. Joel thought of anything you could want.

This home was the perfect way to spend a long weekend with our family and our dog! We enjoyed every amenity (the pool, the beach, the paddleboards, the sauna, the cold plunge, the grill, and even the steam shower!) and had a great time venturing into the nearby town. The home is well taken care of and you can tell that a lot of thought went into its set up. We'll definitely be back!

It was a great and very calm place to stay!

Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.

This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.

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!

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!

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

Lynn’s place is fabulously located and well taken care of! I would definitely recommend this place to anyone visiting Bowie, or DC/Baltimore. It’s cost- effective, comfortable and centrally located. We will be back for sure!

Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.

Hosts were very helpful and very responsive when I had questions. The place was exactly as described. We were able to walk to our destination easily. The house was very neat and clean.

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.

Abaad was very nice, proactive, communicative. The Airbnb was nice, as pictured. Would stay again.

I was impressed by how clean and uncluttered Ricky’s place was. It was definitely a benefit that parking was included, though it was a little awkward loading and unloading and getting to and from the parking garage. Garage was a block away and secure with lots of cars nicer than mine haha.

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.

Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!

Ben’s place is exactly as described me and my family enjoyed our stay. I felt right at home, when I’m visiting my sister in the near future I will definitely stay again.

Willie’s place is at a spectacular location with great access to buses/trains to both DC and the Pentagon area. Overall, a very safe neighborhood and the apartment is in great conditions. While you can hear upstairs people’s footsteps, it didn’t bother us much since the amenities and cookwares were very convenient and of great quality. Totally recommend for anyone looking to visit DC area :)