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Check prices for these dates

Tonight
23 Jul - 24 Jul
Tomorrow
24 Jul - 25 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Holiday Rentals in Chesterland

Sleek DT Cleveland Apt at City Club
City Apartment, City View | Private kitchen | Full-sized fridge, microwave, stovetop, coffee/tea maker

Sleek DT Cleveland Apt at City Club

3.0 star property
9.4 out of 10, Exceptional, (66)
"Great place to stay! Was near everything, super quiet and clean. Loved our stay here! "
Sleek DT Cleveland Apt at City Club
2125 Superior Living
Interior

2125 Superior Living

2.0 star property
5.8 out of 10, (29)
"It was very pretty and spacious."
2125 Superior Living
Gordon Square Studio ~ 4 Mi to Downtown Cleveland!
Apartment (0 Bedroom) | Interior

Gordon Square Studio ~ 4 Mi to Downtown Cleveland!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely stay - comfortable studio, communicative host, great location, and easy parking. "
Gordon Square Studio ~ 4 Mi to Downtown Cleveland!
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 Chesterland Hotel Reviews

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

10/10 Excellent
"Crown Plaza is in the Playhouse district and has fine restaurants, shopping, and is within walking distance of the Progressive Baseball Stadium."
Robert 2-night trip
Posted 17 hours ago
Crowne Plaza Cleveland at Playhouse Square by IHG

Frequently asked questions

Are there holiday rentals in Chesterland?

Yes, there are holiday rentals close to the most popular sights in Chesterland, or you can select a more secluded option if you're looking for a relaxing stay. Chesterland is known for its golf courses and ski areas.

What can I see and do in Chesterland?

Chagrin River and Chesterland City Park are a couple of lovely local spots to get outside and enjoy nature. Fowler's Mill Golf Course and Alpine Valley are other places to visit while you're in town.

What are holiday rentals like in Chesterland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterland. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.