Apartment holiday rentals in Queen Anne's County

Comfortable beds, spacious layout, great shower and great scenery

We had a wonderful time at Kevin‘s cozy flat! It is very well equipped and with its locations next to a little lake very beautiful. A special treat were fresh flowers when we arrived. Kevin was super friendly, always replying fast and very helpful when we needed something. Would definitely recommend and come back!

Beautiful surroundings and very walkable. Adorably decorated. Very cozy and relaxing. Lots of great recommendations. The space is perfectly designed.

We found this beautiful place when we needed a dog-friendy rental for our large dog while visiting our son at college. The rental is in a fanatic location, a very short walk to the waterfront and downtown Chestertown and its great shops and restaurants. The rental was immaculate and very comfortable. It had everything we needed. The backyard was more private than we thought and our dog enjoyed playing fetch in the back. The bedding was comfortable and relaxing. The host was very responsive and helpful. Great experience! Thank you!

Clean, peaceful and exactly as described.

We needed a quiet and private space to relax. Jordan’s space was all of this. We stayed here for a month and hardly ever heard Jordan and her family. Jordan was quick to respond if we had any questions. The bed was very comfortable and the views of the water were nice.

Katie was an amazing host and communicator! We loved the space and it was exactly as it was shown. The location was unbeatable. Would love to stay here again!

Everything about this airbnb was wonderful for our dtay in Chestertown! You can not beat the location- right across the street was a wonderful bakery and we were just a few minutes walk away from numerous restaurants, the farmers market, and the park. We felt very comfortable and even with 2 small kids the appartment was spacious and easy to maintain during our stay. I am hoping we can stay there the next time we are in Chestertown- it was a great apartment and Julie was a great host!

We had a very positive experience. The apartment’s rooms were clean and comfortable, and it always seemed sunny and nice. Most furnishings felt relatively new and fresh, and they even had a baby gate for our toddler. The downtown area is very walkable from the apartment, and there is a nice cafe right across the street. We didn’t require much contact with the hosts, but they promptly responded to the few messages we sent. We’d definitely stay here again when we visit in the future.

We had a wonderful time at Kevin‘s cozy flat! It is very well equipped and with its locations next to a little lake very beautiful. A special treat were fresh flowers when we arrived. Kevin was super friendly, always replying fast and very helpful when we needed something. Would definitely recommend and come back!

My family and I had the perfect weekend. The cafe was fabulous and the sweet store next door was delicious and super friendly. We loved the market across the street and the gift store the apartment had everything we needed and it was very comfortable and clean. would definitely book it again.

Great cozy little place. Enjoyed the outdoor area which was really nice to relax under the sun. Deborah was an amazing host super friendly and always communicated really well. Would definitely stay here again.

Katie was an amazing host and communicator! We loved the space and it was exactly as it was shown. The location was unbeatable. Would love to stay here again!

First of all they were excellent host. We are very big on hospitality and if we had to grade them on a 1-10 scale I would rate them a 20. Beautiful home made me and my family felt welcomed. If we needed anything or had any questions they instantly responded. Most of all the nice big beautiful hot tub is what I would have to say we enjoyed the most. Being that we’re only a little under a hour away we will be back.

Comfortable, self-contained, with full kitchenette. Hotel-level of cleanliness. Comfortable bed. Short walk to bayside. Short drive to the stunning Eastern Neck Wildlife Refuge, a must see. In winter many of the surrounding shops have limited hours or are closed.