Search Vacation Homes in Chester

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Vacation Homes in Chester

Our top choices for Chester vacation homes

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

AED 856 total

includes taxes & fees

10 Sep - 11 Sep

"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!"

AED 674 total

includes taxes & fees

3 Sep - 4 Sep

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

AED 715 total

includes taxes & fees

1 Sep - 2 Sep

"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!"

AED 898 total

includes taxes & fees

8 Sep - 9 Sep

AED 3,720 total

includes taxes & fees

30 Aug - 31 Aug

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

AED 1,834 total

includes taxes & fees

15 Sep - 16 Sep

"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."

AED 1,620 total

includes taxes & fees

31 Aug - 1 Sep

AED 794 total

includes taxes & fees

3 Sep - 4 Sep

"Nice place to stay. "

"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."

AED 1,655 total

includes taxes & fees

1 Sep - 2 Sep

"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. "

AED 1,540 total

includes taxes & fees

2 Sep - 3 Sep

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

AED 3,004 total

includes taxes & fees

31 Aug - 1 Sep

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

AED 1,659 total

includes taxes & fees

29 Sep - 30 Sep

"Very cozy stay with responsive host"

AED 2,503 total

includes taxes & fees

31 Aug - 1 Sep

"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!"