Search Vacation Homes in Chesapeake Beach

"The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had."

"Clean! Great location. Easy check in"

"We have nothing but great things to say about Adam and his beautiful home! He was so accommodating and the home was comfortable and spacious for our family of 5! Couldn’t have had a better experience :)"

"Small but mighty Eastport house, super convenient to all thing Annapolis. Clean, equipped, comfortable. Mark is great at all things communication. Stay here….just not on the dates that I need it!"

"Our stay in Annapolis was a short and sweet 3-day visit for a wedding--my original focus was to have enough space for everyone to get ready without waiting in line. The property provided so much more than enough room. The entire house was very clean, well-appointed, and smartly laid out. The kitchen was stock with a wide range of food to get the weekend started off without the need to spend hours in the local grocery store. Throw in a great ping-pong table to make it even more fun. My only two...

"Very comfortable and quite meet the owner and very nice will stay again"

"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."

"Loved the house!"

"This home was beautiful and very accommodating for my guest and I. It was nice, cozy and clean and I didn’t need anything because she had it there. I will definitely book this again when I’m in the area. Thank you for your hospitality."

"Very warm welcoming home, the environment surrounding the property is mesmerizing! Host was very friendly and understanding. Thank you for allowing me to have a good bday weekend!"

"If you have a big group this is the place for you! We had a great time!!"

"The house was in the perfect locatfor us and our two dogs. Tammy was always available to answer our questions, very approachable and professional. We highly recommend this property to anyone."

"Well designed and well maintained. Very transparent with amenities. Quiet neighborhood and great place to bring your kids."

"Nice and super clean. Nice location. We will stay again next time we visit family. "

"Beautiful house. Great location. Host was very responsive to questions. Thanks for a great stay"

"This place was just what my family needed to reconnect. Amazing views and atmosphere"

"The house was clean and quiet. The hosts were helpful and available for communication. This is a lovely house for a vacation away from crowds and by the beach."

"The house was lovely. We had 3 days of rain but the view and the beach made it interesting at all times. The hosts make sure you have everything you need for your comfort and entertainment. This is by far the best appointed house we have rented. Thank you for a wonderful week!"

"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."