Search Vacation Homes in Chestertown

"Difficult getting in touch with and not timely responses with host. The house was clean….but the bedspreads and throw pillows need washing. They smell and are very dirty. There were no wash clothes to shower with. The house was not dirty itself. Bathrooms, bedrooms, and kitchen were clean. The location was great for our needs and very close to Ripken. Directions and address to the location need to be better communicated. Overall, I would stay there again and we do travel there a lot. I would...

"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"

"Very nice house to stay for the holiday. Perfect layout. Great communication with the owners. View gorgeous. "

"Perfect for our weekend stay. Checkin was easy and communication with the owner was great! Definitely would stay again. Kentmoor restaurant was awesome. Filled with locals who were friendly and welcoming! Food was great!"

"This VRBO is in a great neighborhood down by Baltimore's harbor, close to trendy Fells Point. Walking distance to everything. The home is quite large and was in excellent shape. Ray was a very accommodating host. Communication with him was great, and we had no complaints."

"We have stayed at this property multiple times since we have a son at the Naval Academy. This place is beautiful, well appointed and comfortable. The hosts are very responsive and they go out of their way to make their guests feel extra special- we will be back. "

"The property was very nice. It felt so homey. Clean and nicely appointed, even decorated for Christmas! In 2 short days ther was so much laughter and memories made! We would definitely recommend this home for a family stay!and memories made!"

"We stayed here over the weekend and had a great time. The home is located about twenty mins from lots of great restaurants and things to do for kids! The arcade machine was a huge hit with my kids. The view of the river was amazing. We sat in the house and watched the sunset and sunrise every day. The host was also very responsive. "

"We had the best time at this rental — it was accessible, cozy, stocked with things like good toilet paper (silly, but we noticed and appreciated!), and in an amazing location! Absolutely recommend! "

"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."

"We had an annual girls trip at this property last weekend and it was perfect and as described! The local food recommendations were on point and the house was clean and well stocked with all we needed. Thank you for opening your home to us!"

"About a 10 minute walk to main street, 15-20 to the Marinas. The house is cute, has a nice common room, and the bed was comfy."