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Search Holiday Rentals in Chesterland

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Chesterland

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

Sleek DT Cleveland Apt at City Club

3.0 star property
Downtown Cleveland
9.4 out of 10, Exceptional, (116)
"Excellent value and free parking!"
United States
Lori
Sleek DT Cleveland Apt at City Club
Interior
2125 Superior Living

2125 Superior Living

2.0 star property
Downtown Cleveland
6.4 out of 10, (51)
"safe parking, the area is a little rough. "
United States
Richard
2125 Superior Living
Apartment (0 Bedroom) | Interior
Gordon Square Studio ~ 4 Mi to Downtown Cleveland!

Gordon Square Studio ~ 4 Mi to Downtown Cleveland!

3.0 star property
Detroit - Shoreway
9.8 out of 10, Exceptional, (7)
"This is a nicely decorated, spacious basement studio apartment equipped with everything you need. Valerie was an excellent host, helpful and communicative. Local restaurants are within walking distance. I’d stay here again. "
Canada
Melody
Gordon Square Studio ~ 4 Mi to Downtown Cleveland!
Apartment (2 Bedrooms) | Interior
2 Mi to Zoo: Charming Apt w/ Balcony in Cleveland

2 Mi to Zoo: Charming Apt w/ Balcony in Cleveland

3.0 star property
Old Brooklyn
2 Mi to Zoo: Charming Apt w/ Balcony in Cleveland
House (4 Bedrooms) | Interior
11 Mi to Dtwn Cleveland: Family Home w/ Yard

11 Mi to Dtwn Cleveland: Family Home w/ Yard

3.0 star property
Garfield Heights
11 Mi to Dtwn Cleveland: Family Home w/ Yard
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

Embassy Suites by Hilton Cleveland Rockside

Embassy Suites by Hilton Cleveland Rockside

10/10 Excellent
"Staff is excellent "
terry 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Cleveland Rockside

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.