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Top Holiday Rentals in Chester

Madison Home: Walk to Main Street!

3.0 star property
6.0 out of 10, (1)
"You only learned after booking that the owner would be in the basement at all times and moving cars around constantly. That was not explained in the listing. He also mowed the lawn while we were there, which was not pleasant while trying to nap. The keypad to enter the home doesn’t work properly and you have to type the code multiple times to finally enter. The beds are not comfortable at all. With the price of this location, the beds should be worth the price. The window fans do not keep the...
Madison Home: Walk to Main Street!
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

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Alstede Farms, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its shopping and restaurants. Make sure you have time to check out the parks while you're in the area.

What’s there to see and do in Chester?

Chubb Park and Kay Environmental Center are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Alstede Farms and Hacklebarney State Park.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.