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Chester Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chester vacation rentals

A small brick building with a sign reading 'WYKOFF JAIL HOUSE.'

1. Wykoff Historical Jail Haus with Original Jail Cell Bunks.

Wykoff Historical Jail Haus with Original Jail Cell Bunks.
Wykoff
10.0 out of 10, Exceptional, (5 reviews)
"Phenomenal communication with Becky, our host. Will be coming to this property again. It is unique and unlike anything I ever stayed at before. It was a jail in its former life after all. Very authentic with a modern twist. Great place!!!"
United States
Peggy
The price is SAR 355
SAR 462 total
includes taxes & fees
5 Oct - 6 Oct
Wykoff Historical Jail Haus with Original Jail Cell Bunks.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Americas Best Value Inn & Suites Spring Valley

Americas Best Value Inn & Suites Spring Valley

10/10 Excellent
"We had a very nice stay. Everything was clean and the beds were comfy. We had waffles in their breakfast room and they were tasty!"
Lori 1-night trip
Posted 1 day ago
Americas Best Value Inn & Suites Spring Valley

Frequently asked questions

Are there vacation rentals in Chester?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Chester, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Chester?

Lots of charm and only blocks away from the Root River and Bike trails: This vacation home rental outside of Chester offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Chester?

While you're exploring the area, Forestville Mystery Cave State Park and Niagara Cave are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Four Daughters Vineyard & Winery and Deer Creek Speedway.

What’s a vacation rental in Chester like?

A vacation rental is a private property you can stay in for a long or short time in Chester. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.