Vacation rentals in Kent County

Our family had a lovely Thanksgiving stay at Martha’s Airbnb. The house was well-designed, the location was convenient, and we enjoyed the games in the basement and the beautiful views. The pizza oven was a fun touch, and the kitchen had everything we needed to prepare a great Thanksgiving meal. We also appreciated the nearby nature preserve and had fun playing Catan and putting some jigsaw puzzles together. Martha was very accommodating, even letting us extend our stay briefly when we ran into an issue unlocking our car. It was a great experience overall, and we’d definitely recommend her place.

What a great place to stay! Everything I needed, beautifully and thoughtfully set up, a block from downtown, and an pleasant walk (or drive) to the Chester River right through the historical section of town, especially in the morning or early evening when everything is peaceful. Many thoughtful touches upon arrival - right down to biscuits for the dog - and helpful things like a basket of travel sized toiletries in case I'd left something behind. The hosts were easily available if needed but explanations were clear and everything intuitively set up, so I didn't need a thing. Thanks, Beth and Bob!

Both hosts were so responsive to my questions. The house had everything I needed truly for my guests and I to enjoy ourselves. The surround sound system was such a nice touch. All the bathrooms were nice and the kitchen had everything in terms of utensils to cook fab meals. It is in the very rural side of Maryland and there isn’t a ton to do, but wow the house was beautiful and beyond peaceful.

We felt right at home from the moment we entered Bob and Diane's cottage. We have stayed at a lot of AirBnbs, and there is usually at least one small thing missing - that was not the case at this place! Bob and Diane have thought of everything a guest might need, from a well-equipped kitchen with super sharp high quality knives to comfortable linens and beds, to the most relaxing screened porch and other outdoor areas. This was a peaceful and fun place to stay. Highly recommend!

Awesome spot! The house was clean, had everything we needed, and the river view was absolutely gorgeous. The backyard and pier were perfect for relaxing. Peaceful, private, and the host was great. Would definitely stay again!

My husband and I along with our dog Cash had a wonderful stay at Tom and Jen's place. It was very spacious and the view was spectacular. The fenced in yard was great for our dog who loved meeting and playing with their dog. Tom and Jen chatted with us when we first arrived and made us feel very welcome. The neighborhood was very peaceful and we really enjoyed taking our dog for walks during our visit. Everything was perfect! We would love to stay there again next time we're in Chestertown.

This apartment was perfect for our family get together. Although we had a short stay, every detail made us feel very welcome. Michelle was very helpful and promptly mer our needs.

it's beautiful and peaceful ❣️ place to visit. all my family love it and Martha is a great host. I appreciate it 🙏 hopefully I'll visit it again

From the first time we communicated to the final day of our stay at Pirate's Perch, John was a fantastic host. Very kind and helpful, even recommending local restaurants for us to visit. Thank you, John!