Search Vacation Homes in Chestertown

"Great weekend at this property in Annapolis! Location is within walking distance to restaurants and shopping!"

"As advertised. Great views, dock and decks. Inside is modern, functional and very clean. No complaints whatsoever."

"This home was GORG, the size, the style, the location were all 10/10. We loved having so much space for all of us to spread comfortably. Every floor was like a mini apartment with all the extra kitchen spaces. The balcony and rooftop view, which was fully furnished, were incredible bonuses We went to school in Baltimore and were visiting for a little reunion. We know Fells Point and the surrounding areas very well but got to experience it in a whole new way with this stay. We had an amazing...

"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."

"Can’t wait to come back during warmer weather. It was a perfect over night stay. "

"Great location with a great view."

"Loved the stay, easy and functional for a larger group to get together in Annapolis. "

"My family (9 of us ages 30-63) stayed at the sunset house for what have been our 30th family vacation. This house was perfect. Great location to St Michael’s, Easton and Oxford made for "

"I visited my midshipman and I couldn’t have asked for a better place! Very comfortable & spacious-yet not too big. It was as if we were home. Location was awesome. Mike was great with immediate communication-especially in preparing us with info well before our check in day! I would definitely stay here again! "

"Beautiful house, perfect for our family. The humans loved kayaking and bird watching on the river, the canine loved sitting out on the fenced in deck and relaxing in the nice cool AC"

"It was the perfect romantic getaway! "