Holiday Homes in Chester

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Featured Holiday Homes in Chester

Our top choices for Chester holiday homes

"Neat, clean, cozy, well stocked and enjoyable!"

includes taxes & fees

4 Sept - 5 Sept

"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"

includes taxes & fees

7 Sept - 8 Sept

"Hosts communicated well, the room was spacious and clean, and the restaurant downstairs is spectacular. "

includes taxes & fees

1 Sept - 2 Sept

"We had a wonderful stay at the Appalachian Resort hosted by Milagros & Sergio. They were incredibly friendly and gave us clear and helpful explanations from the start. The room was very clean, and it was great having the water park within walking distance. They also offered flexible early check-in depending on the situation, which we really appreciated. Whenever we had questions, they responded very quickly, so we felt completely comfortable during our stay. We would love to come back again!"

includes taxes & fees

9 Sept - 10 Sept

includes taxes & fees

12 Sept - 13 Sept

"Looked like this property was recently renovated. Very clean and nice. "

includes taxes & fees

15 Sept - 16 Sept

"The steps upstairs were worrisome, if you have any knee issues - this may not be the best option for a VRBO.This home was super clean, and beautiful however. Plenty of parking space for your guest.All supplies were provided."

includes taxes & fees

4 Sept - 5 Sept

includes taxes & fees

3 Sept - 4 Sept

"Nice place to stay. "

includes taxes & fees

1 Sept - 2 Sept

"The property is very comfortable and clean. It is convenient to the ski area, Warwick, New York's apple orchards and fun main street shopping, Penning's Cidery & Orchard. The driveway is steep, if you have multiple cars, parking across the street (if allowed) may be preferred."

includes taxes & fees

4 Sept - 5 Sept

"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "

includes taxes & fees

2 Sept - 3 Sept

"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "

includes taxes & fees

31 Aug - 1 Sept

"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."

includes taxes & fees

31 Aug - 1 Sept

"Very cozy stay with responsive host"

includes taxes & fees

4 Sept - 5 Sept

"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"

includes taxes & fees

7 Sept - 8 Sept