Photo by Kristin DePlatchett

Chesterland Holiday Rentals

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Check prices for these dates

Tonight
17 Feb - 18 Feb
Tomorrow
18 Feb - 19 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

Holiday Rentals in Chesterland

The Abbey Apartments By Barsala
Exterior

The Abbey Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (77)
"Place was nice and clean. The host Saundra she’ll go above and beyond to make sure that your stay is exceptional. "
The Abbey Apartments By Barsala
2125 Superior Living
Interior

2125 Superior Living

2.0 star property
5.4 out of 10, (18)
"Had a small issue getting in and it could use a cleaning. But overall it was exactly what we needed "
The price is S$239
includes taxes & fees
18 Feb - 19 Feb
2125 Superior Living
Sleek DT Cleveland Apt at City Club
Private kitchen

Sleek DT Cleveland Apt at City Club

3.0 star property
9.2 out of 10, Wonderful, (33)
"10/10 great stay. The place was clean and comfortable. Added points for the big bathtub:)"
Sleek DT Cleveland Apt at City Club
Barsala At The Monroe Apartments
Interior

Barsala At The Monroe Apartments

4.0 star property
9.0 out of 10, Wonderful, (19)
"Nice place and great host"
Barsala At The Monroe Apartments
Cleveland Lofts
Front of property

Cleveland Lofts

4.0 star property
8.0 out of 10, Very good, (10)
"Conveniently located. Plenty of space."
The price is S$441
includes taxes & fees
26 Feb - 27 Feb
Cleveland Lofts
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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Other types of properties in Chesterland you may be interested in

The Westin Cleveland Downtown
Exterior

The Westin Cleveland Downtown

4.0 star property
8.6 out of 10, Excellent, (1132)
"Nice"
The price is S$172
includes taxes & fees
20 Feb - 21 Feb
The Westin Cleveland Downtown
Holiday Inn Cleveland Clinic by IHG
Exterior

Holiday Inn Cleveland Clinic by IHG

3.0 star property
8.8 out of 10, Excellent, (1010)
"Stand"
The price is S$197
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Cleveland Clinic by IHG
Hyatt Regency Cleveland At The Arcade
Ballroom

Hyatt Regency Cleveland At The Arcade

4.0 star property
8.8 out of 10, Excellent, (1010)
"Very nice hotel! Clean and friendly staff! Tv wasn't working when we checked in but they switched us rooms and everything was great!"
The price is S$222
includes taxes & fees
18 Mar - 19 Mar
Hyatt Regency Cleveland At The Arcade
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.

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. Alpine Valley and Fowler's Mill Golf Course 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.