Search Apartments in Chestertown

"Beautiful unit on the water with amazing views. It was a great place to gather for wedding preparation (hair/make-up) and fellowship right down the road from the venue (Celebration at the Bay)."

"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"

"Overall, we had a great stay, the kitchen was well stocked, and the unit was very clean. Only issue was the chain that you have to unlock and lock every time you enter. I would definitely recommend the property though if you want the great location, beautiful sunrises and easy access to downtown Annapolis."

"Super clean and easy to find. I encourage anyone to rent this space"

"The property was very clean. Very impressed with the cleanliness. It did have an old scent upon entry, but it is an older area. Not being from this area, have not experienced a road house before along with no parking available. We did pay for the first 2 hour limit on the road two blocks over and then found a parking garage within a 12 min. walk that was affordable for the 3 nights we would be in town. All in all, excellent air b and b. The parking is what made it a bad first air b and b...

"Property is very convenient to the USNA and DTA. You can walk, but they're a good 25-30 minutes and parking was available even during Commissioning week and at the local restaurants. Plus, we could park about 25 feet from the door of the VRBO all the time. It is a first floor, easy to access door. There is a full kitchen and fridge, a comfy couch, and a nice bathroom. It's really like a nice hotel suite. A couple idiocycracies however. The bed pulls down from the wall, which gives you more play...

"My friend and I were there for Paint Annapolis run by MFA. We were close to all the locations we wanted to paint."

"It was a nice room in a nice neighborhood. Only complaint would be the coffee maker was awful."

"The location, if you want to spend time at the harbor, is fantastic. Everything's walking distance. The appartment has lots of space and nice amenities, many of which are beautiful antiques. It reminded me of a nice BnB. The entry stairs, up a flight, are very steep and short. We had to turn our feet to go up and carrying a heavy suitcase up wasn't easy. The bedroom is up another flight of stairs. If you struggle with stairs, this isn't the place for you. But if you're okay with that and don't...

"Very nice place to stay, right on the bay"

"Nice place, nice owners, great location."

"First experience with Vrbo. It was great. Thanks again, Tim!"

"My partner and I rented the beautiful "serenity on the water" to celebrate our anniversary over the Memorial Day holiday. We found the rental in immaculate condition. It is very large, and well appointed, even including a ping pong table. The place is beautifully decorated and located very close to all the amenities you could ask for. It was an awesome stay, and we were so happy with the recommendations for activities. You can even WALK to the near by vineyard."

"The unit was very clean and comfortable. However, the description said that it sleeps six, but it only slept 5. There are three twin beds and one queen. The bathrooms were not adequately supplied. There was one roll of toilet paper in two of the bathrooms and none in the third. Also, there was no body wash in two of the bathrooms. Parking is limited. Uber is required to get to the Inner Harbor. All this said, I recommend the property."

"A perfect stay in lovely, comfortable private guest quarters. Perfect for a couple. Well designed layout. Kitchen includes a toaster oven, microwave and coffee machine (capsules provided). Extremely well located, close to the superb Watershed Alley and Modern Stone Age Kitchen as well as the brand new Lawrence Wetlands Preserve (ideal if you are a birder!). Will definitely return to enjoy Stephen's and Marianna's guest suite. "

"Nice quiet place right on the water. Very scenic. Quiet, small apartment with all needed amenities. Great for a couple. Access to dock and kayak a real plus."

"This was a charming apartment nestled in the quiet side of annapolis. Everything was within walking distance. The apartment had everything you needed if you wanted to cook. Just bring your food!"