Find beach hotels in Annapolis, MD

"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."

"421 Irie was the perfect perch in Annapolis for our son's wedding weekend, exceeding all of our expectations. Liz made us feel incredibly welcome from the moment we booked with her lightning-quick responses, warm hospitality, and thoughtful personal touches. The home was immaculate and had every amenity we could have wished for. Its convenient location made it easy for us to navigate to and from wedding events, while the comfort and coziness of the house made it the ideal place to relax and...

"Most excellent space for a quiet retreat away from the city! The property and hosts were welcoming and super attentive. We will definitely be coming back!"

"We had a great time at this very cute cottage and really appreciated the extra touches of the hosts, who were very helpful. The yard is truly a great place to hangout but there were also lots of places to enjoy close by."

"We just returned from a fun-filled long weekend with friends in Annapolis. We were lucky to find this comfortable gem that came with tons of amenities!!! The 3 bedroom home was tastefully decorated and felt like home as soon as we walked in. The outdoor patio was just as welcoming too! The host Joie was super to work with and was very accessible. Although we wanted for nothing, she was very happy to respond and make suggestions to enjoy the house as well as the neighborhood. I highly...

"Was a super comfortable spot my 5 friends and I. Super comfy couches and beds, nice TV, well appointed kitchen. Took a nice walk down to the water in the am. Would stay again!"

"Chespeake Bay waterfront with beautiful views. Very close to Annapolis Sailing School, as well as Annapolis itself."

"We enjoyed the house and particularly enjoyed hanging out on the screen porch with a view of the water. The house managers responded quickly to inquiries and requests"

"Super clean and easy to find. I encourage anyone to rent this space"

"Let me start by saying that this is house is utterly beautiful, comfortable, and convenient. We would absolutely stay here again - however, we did encounter three issues: 1) The door locks are very wonky and frustrating. You are supposed to keep the front door locked and use the back door for entry and exit. There is a code, but you have to pull the door very hard towards you and turn the knob at the perfect angle to get it to work. When we went to check in on the first day, it took us 10...