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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
The Willoughby House
Terrace/patio

The Willoughby House

3.0 star property
9.6 out of 10, Exceptional, (8)
"Clean rooms and comfortable beds helped us throughly enjoy our stay! "
The price is HK$2,110
HK$2,432 total
includes taxes & fees
5 Oct - 6 Oct
The Willoughby House
Urban Industrial 1BD Stay in Cleveland
Interior

Urban Industrial 1BD Stay in Cleveland

2.0 star property
The price is HK$546
HK$1,329 total
includes taxes & fees
29 Sept - 30 Sept
Urban Industrial 1BD Stay in Cleveland
Clifford House Private Home Bed & Breakfast
Living area

Clifford House Private Home Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (67)
"The host was amazing, knowledgeable about the area , and made a delicious breakfast! Highly recommend "
The price is HK$1,509
HK$1,773 total
includes taxes & fees
7 Oct - 8 Oct
Clifford House Private Home Bed & Breakfast
Modern Industrial 1BR | Heart of Cleveland
Interior

Modern Industrial 1BR | Heart of Cleveland

2.0 star property
9.4 out of 10, Exceptional, (3)
"Room was clean, looks just as advertised. If I am in town again, this place will be one of my first options. "
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
Modern Industrial 1BR | Heart of Cleveland
Cleveland 1BR – Industrial Style Living
Interior

Cleveland 1BR – Industrial Style Living

2.0 star property
7.4 out of 10, Good, (3)
"The facility it’s is very nice. Getting to the place is not in the best area but no one bothers you and for the most part are pretty friendly "
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
Cleveland 1BR – Industrial Style Living
1BD Chic Loft in DT Cleveland!
Interior

1BD Chic Loft in DT Cleveland!

2.0 star property
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
1BD Chic Loft in DT Cleveland!
The Lost Pearl
Property grounds

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (44)
"It was a wonderful relaxing time spent there!! We were treated very well and the breakfast was delicious!! Definitely plan on going back!!"
The price is HK$1,440
HK$1,512 total
includes taxes & fees
28 Sept - 29 Sept
The Lost Pearl
1bd Modern Loft in DT Cleveland
Interior

1bd Modern Loft in DT Cleveland

5.0 out of 10, (4)
"Pretty nice place, bring your own pillow for god sake pillows provided were flatter then the Olsen twins, there was a whole finger nail in the middle of the floor and a broken glass in the cabinet. Other than that nice place. "
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
1bd Modern Loft in DT Cleveland
Industrial Townhome Style Loft in DT CLE!
View from property

Industrial Townhome Style Loft in DT CLE!

The price is HK$546
HK$1,590 total
includes taxes & fees
28 Sept - 29 Sept
Industrial Townhome Style Loft in DT CLE!
The Caboose
Property grounds

The Caboose

9.6 out of 10, Exceptional, (5)
"So cute and the land was beautiful! Owners went above and beyond to make sure we had a wonderful stay 💜"
The Caboose
Stylish Industrial 1BD Apartment – Cleveland
Interior

Stylish Industrial 1BD Apartment – Cleveland

"The property was within walking distance of Progressive field, which was the reason for my stay. "
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
Stylish Industrial 1BD Apartment – Cleveland
Industrial 1BD Apt in the Heart of the City
Interior

Industrial 1BD Apt in the Heart of the City

8.0 out of 10, Very good, (1)
The price is HK$546
HK$1,333 total
includes taxes & fees
28 Sept - 29 Sept
Industrial 1BD Apt in the Heart of the City
Industrial-Chic 1BR in Central Cleveland
Interior

Industrial-Chic 1BR in Central Cleveland

2.0 star property
6.8 out of 10, (3)
"It was good proximity to everything. Parking was ok but had a lot to carry to and from car. It was very empty in the BNB. Could have used a rug or two. The futon was very hard and not comfy. The pillows were flat and only one blanket in the whole place. With the concrete it was kind of dirty on the floor. Nothing to make it cozy. Host did respond in a timely manner. Overall it worked for the occasion. "
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
Industrial-Chic 1BR in Central Cleveland
1BD Apt in Downtown Cleveland!
Interior

1BD Apt in Downtown Cleveland!

10.0 out of 10, Exceptional, (1)
"Nice quiet spacious apartment with trendy restaurant next door"
The price is HK$546
HK$1,329 total
includes taxes & fees
30 Sept - 1 Oct
1BD Apt in Downtown Cleveland!
1BD Modern Industrial Loft in DT Cleveland
Interior

1BD Modern Industrial Loft in DT Cleveland

2.0 star property
6.0 out of 10, (6)
"Stay was nice. Nice quit place to just relax. Keep this place in mind for next time. "
The price is HK$546
HK$1,329 total
includes taxes & fees
28 Sept - 29 Sept
1BD Modern Industrial Loft in DT Cleveland
Modern 2BR Gem in the City’s Heart
Interior

Modern 2BR Gem in the City’s Heart

2.0 star property
7.6 out of 10, Good, (8)
"Very nice accommodations, comfy bed and recommend the Green Goat restaurant on the first floor. "
The price is HK$714
HK$1,706 total
includes taxes & fees
29 Sept - 30 Sept
Modern 2BR Gem in the City’s Heart
Industrial Style Living in Downtown Cleveland!
Interior

Industrial Style Living in Downtown Cleveland!

7.4 out of 10, Good, (3)
"Loved it"
The price is HK$546
HK$1,590 total
includes taxes & fees
28 Sept - 29 Sept
Industrial Style Living in Downtown Cleveland!
Homestead House B&B
Front of property

Homestead House B&B

4.0 star property
10.0 out of 10, Exceptional, (58)
"Beautiful B&B, fantastic breakfasts, quiet, comfy rooms!!"
Homestead House B&B
Industrial-Style Townhome Loft in Cleveland
Interior

Industrial-Style Townhome Loft in Cleveland

2.0 star property
Industrial-Style Townhome Loft in Cleveland
Chic & Cozy 2BD Stay in Downtown
Interior

Chic & Cozy 2BD Stay in Downtown

2.0 star property
Chic & Cozy 2BD Stay in Downtown
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

Wyndham Independence

Wyndham Independence

10/10 Excellent
"I enjoyed my stay there I was only here for a night though"
David 1-night trip
Posted 1 day ago
Wyndham Independence

Frequently asked questions

Searching for B&Bs in Chesterland?
Whether you're on a romantic holiday and want to stay somewhere quiet, or you're a solo traveller hoping to make some connections, B&Bs can be a great choice for many travellers. If you're looking to play some golf while in Chesterland, you can perfect your swing at Fowler's Mill Golf Course and Berkshire Hill Golf Course.
Are you interested in an apartment instead of a traditional hotel?
Every B&B has a unique charm — whether it's a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Chesterland?
Take a look at this B&B in the area: The Willoughby House: 10 rooms. 8.6 mi (13.9 km) from the heart of Chesterland. Enjoy the on-site dining and bar/lounge.
When is the best time to book my B&B in Chesterland?
When you're planning your stay in Chesterland, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterland are January, November, December and March, with each month seeing an average of 17 cm of snowfall.
What is there to do in Chesterland?
Spend some time exploring Chagrin River and Chesterland City Park if you're hoping to see some of the area's natural features. You should put Fowler's Mill Golf Course and Chester Town Hall on your list if you want to see more of the area.
How can I get to and around Chesterland?
You can plan your excursions in and around Chesterland ahead of time with these transportation options. Fly into Cleveland, OH (CGF-Cuyahoga County), which is located 8.6 mi (13.8 km) from the heart of the city. Otherwise, look for flights into Cleveland, OH (BKL-Burke Lakefront), which is 17.7 mi (28.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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