Holiday Homes in Chestertown

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Featured Holiday Homes in Chestertown and around

"We had a great stay! The property has everything we needed and host was easy to communicate with "

includes taxes & fees

6 Oct - 7 Oct

"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "

includes taxes & fees

13 Oct - 14 Oct

"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"

includes taxes & fees

6 Oct - 7 Oct

"This property was decorated beautifully. Roomy and functional. We enjoyed coffee on the rear deck. Neighborhood restaurants were great. We had great communication with our host. This trip far exceeded our expectations."

includes taxes & fees

30 Oct - 31 Oct

"The property itself was very clean and cozy, and having our own private entry was also very nice. Towels and shower supplies were provided, and the bed was nice and comfortable. The host was also very kind and answered any questions we had. However, every morning we were woken up at around 7:30 am by someone (I assume children) stomping around right over our heads. There were also times we didn't really feel comfortable hanging out to watch TV in the living room area, because we could hear the...

includes taxes & fees

5 Oct - 6 Oct

"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "

includes taxes & fees

6 Oct - 7 Oct

1 bedroom, iron/ironing board, WiFi, bed sheets

includes taxes & fees

4 Nov - 5 Nov

"Quiet, quaint....perfect"

includes taxes & fees

9 Oct - 10 Oct

includes taxes & fees

4 Nov - 5 Nov

"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"

"Nice stay, would book again. Needs new king mattress, more mirrors in the home and a water filter. Very relaxing clean, makess you want to stay in and gamg out. Close to everything cool."

includes taxes & fees

3 Nov - 4 Nov

"The property is lovely and the home is truly beautiful and comfortable. I highly recommend staying here; beautiful, peaceful--perfect."

includes taxes & fees

3 Nov - 4 Nov

"Everything was great, easy check in and simple and clean space!!! Amazing thank you"

includes taxes & fees

6 Oct - 7 Oct

"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"

includes taxes & fees

6 Oct - 7 Oct

"Nice and peaceful stay for a quick local getaway. "

includes taxes & fees

5 Oct - 6 Oct

"Absolutely loved it, very quiet and peaceful, Jordan is an excellent host"

includes taxes & fees

5 Oct - 6 Oct

"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"

includes taxes & fees

8 Oct - 9 Oct

"This home had everything we needed and more. I say home because it felt like home when we walked in. Super cozy and comfortable. The basement was perfect for our family playing card games. Kitchen had everything we needed. We'll definitely see if this place is avaliable on our next visit. "

includes taxes & fees

12 Oct - 13 Oct

"The house was even better than I anticipated! It was very clean, quiet and comfy. The beds were amazing and we got the best nights sleep! Location was perfect for Ripken Experience. The owner was very helpful and quick to respond to my messages. "

includes taxes & fees

3 Nov - 4 Nov

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