Chester Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Bilmar Inn & Suites by Hotel O Hwy 77

Bilmar Inn & Suites by Hotel O Hwy 77

10/10 Excellent
"Room was clean and host very helpful!"
Dori 3-night trip
Posted 6 days ago
Bilmar Inn & Suites by Hotel O Hwy 77

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, Lake Madison and Lake Herman State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Lakes Golf Course and Rocky Run Golf Course.

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.