Search Cottages in Northern Chesapeake Bay

"This adorable little cottage was in a beautiful neighborhood and tucked away in a magical garden. The inside was immaculate and stylish. My kids and I all loved it and it was so close to D.C. I would absolutely stay here again!"

"Such a beautiful home-perfect location, filled with antiques plus everything needed for a fun getaway. The house is located right off of Talbott Street- enjoyed walking to local bakery/coffee shop- Sprout, eating breakfast at Carpenter Street Saloon and shopping. Great communication with our host who was so knowledgeable about the area. Church bells rang throughout the day. Beautiful views all around. Easy walk to the Lighthouse and Maritime Museum."

"Check in process was seamless and easy. The owner communicated all the info ahead of time, AND was available and responsive to all our silly questions we had regarding using the thermostat and such. Very easy and friendly communication. The house and property all around is very clean, literally no dust or any grime whatsoever. At the same time, there was no cleaning product smell, which was a huge relief for us. Lots of toilet paper, paper towels, napkins etc. Thank you that I did not have to...

"Shower was disappointing. Hard to get in and out."

"My stay was wonderful, listing just as described. Beautiful water views and enjoyed the local area. Highly recommend and plan to return. Thank you so much for a lovely stay!"

"Wow! Property was great. Like steping back in time with all the amenities. Only 1 block from shops and restaurants. Just a few blocks to beautiful boats and park. Highly recommend "

"We had a wonderful stay! Very cozy with beautiful views. Our host was very helpful and made sure our stay was great! Will definitely be back! "

"Amazing house! perfect for my family and our stay in Annapolis. Perfect location to everything. We had all of the amenities we needed and everything was easy to use. If I had one thing negative to say, I wish I could have had my dogs with us, I would have gladly paid a cleaning fee to have them there. Luckily I was able to make other arrangements. Thank you for sharing your house with my family!"