Chester Holiday Rentals

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Holiday Rentals in Chester

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Other types of properties in Chester you may be interested in

Royal River Casino and Hotel

3.0 star property
8.4 out of 10, Very good, (430)
"We enjoyed our stay. Clean room, buffet was great."
The price is S$162
includes taxes & fees
1 Dec - 2 Dec
Royal River Casino and Hotel

AmericInn by Wyndham Madison SD

2.5 star property
8.2 out of 10, Very good, (272)
"Great place to stay. Staff was cordial. Clean and quiet."
The price is S$120
includes taxes & fees
24 Nov - 25 Nov
AmericInn by Wyndham Madison SD

Best Western Plus Lakeview Hotel

2.5 star property
9.6 out of 10, Exceptional, (176)
"Friendly staff, good breakfast options."
The price is S$203
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Lakeview Hotel
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Chester?

While you're exploring the area, Brant Lake and Lake Madison are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Grand Opera House of Dell Rapids and Dells Theater.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family getaway.