Kid-friendly vacation rentals in Kent County

We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.

It was a very clean and the location is ideal for any downtown activity! The host was very accommodating!

5 adults, 2 children under age 6 stayed at Courtney's home, which was just as described and pictured on the airbnb web page. Great location for our stay for wedding weekend; very comfortable furniture (sofas, chairs, beds; many amenities provided for guests; terrific well-stocked kitchen; very large screened-in porch w/ nice view of Chesapeake Bay and surroundings; spacious bedrooms; 4 full bathrooms; very clean when we arrived. I could go on .... Courtney is a very good communicator, and responded quickly to the few questions we really had. She is a great host and the house was terrific for our needs.

House is an absolute paradise! Away from town yet easy to get too. House is set up for kids and adults alike. From the comfortable beds to the amazing view and a kitchen that even a chef will find himself at home in you really will find everything to make any trip memorable for years to come! We will absolutely be back!

We had another lovely stay at Trish’s place and are looking forward to our next stay in September (again!). Our group stays here no-annually for a work trip and it has everything we need. The WiFi is fast, there’s plenty of space to spread out, and we feel at home.

It was a great stay after a long day roaming around Washington DC and Maryland. The accommodation was clean and nicely decorated with very inspiring words of wisdom providing a cozy and comfortable retreat throughout our stay. Kelly has been very informative and detailed on the instructions to help us on a very smooth check in and check out process. The location was fantastic and quiet neighborhood. Overall, we had a wonderful time and would highly recommend this place to anyone looking for a memorable Airbnb experience!"

Very comfortable clean home Convenient to wash college and town The home was well stocked with everything you need in the kitchen Backyard was pretty as well as the sunroom

Took my children on a little getaway. We had a great time. House was very cozy and clean. There was lots of stuff provided for guest. Most of which we couldn’t use due to rain. We would definitely like to come back again!

It exceeded my expectations based off of the pictures I had saw. Super easy check in and they even left a handwritten card and some snacks for us. Thanks Josiah for the welcoming touch!

This was our second stay here during the Chestertown Tea Party Festival and it was another great weekend! The location was close to everything and we loved sitting out on the deck in the evenings! Would definitely recommend!

Our stay was terrific. Everything was as described and more. Kimberly thought of Everything. Kimberly was very proactive with advice on things to do and places to go. The place was very clean, updated and comfy. If you are looking for a quiet getaway with great amenities, this is a winner. We definately will be back !

Our second stay at Matthew’s place was fabulous! So close to everything downtown, easy access, great to be able to bring the dog, so clean and quaint. Can’t wait to go back for another Rock Hall stay!

The Airbnb was perfect and the hosts were super friendly! The bed was very comfortable and we appreciated the extra amenities. Definitely recommend staying here!

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.

We really enjoyed the space and the place. There is a clear view down to the water, and we sat on the dock listening to the fish break in the surrounding water, and had a Great Blue Heron fly right by us. We chatted with Kate and Charlie, who obviously love their place, and are happy to share it with others. The appointments in the apartment are beautiful, and it is definitely upscale! We plan on a return trip. Thanks for the stay!

This spot is a very utilitarian unit but perfect for my dog and me. Very easy to walk to town, the bed was very comfortable and it was great having access to the backyard.

If you’re lucky enough to find Mandi’s place available during your preferred dates, don’t wait and just book it. This spot is adorable, comfy, across the green space from restaurants and shops, and walking distance to the water as well. Also be sure to make your booking for a salt water float at Mandi’s spa on the ground floor. I booked an hr for Mother’s Day and I felt like a leaf floating on the top of a pond in a tranquil cave. Even more relaxing than a massage in my book. I’m already hoping to come back as soon as I can. Thanks Mandi for being such a lovely person on top of all that!

What a perfect weekend get away. The place was perfect. Extremely comfortable beds, lots of pillows and two deck areas outside. We cooked outside 2 nights - and loved seeing the bay from the deck. We used the nearby tennis and basketball courts, and spent the days visiting wineries and neighboring towns, and driving through the countryside. Groceries and restaurants require some planning and some driving. Loved our stay!

A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.

Great host who was responsive. Wonderful space with well appointed kitchen. Will be back.