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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 31 B&B in Chesterland with updated reviews, rates, and availability.

Industrial 2BD Apt in Downtown Cleveland!

Industrial 2BD Apt in Downtown Cleveland!

2.0 star property
8.8 out of 10, Excellent, (3)
"Weekend trip to Cleveland "
The price is AED 331
AED 798 total
includes taxes & fees
4 Feb - 5 Feb
Industrial 2BD Apt in Downtown Cleveland!
Studio Loft in Downtown Cleveland!

Studio Loft in Downtown Cleveland!

2.0 star property
7.0 out of 10, Good, (2)
"Perfect place for a solo traveler. Close to everything. "
The price is AED 202
AED 530 total
includes taxes & fees
4 Feb - 5 Feb
Studio Loft in Downtown Cleveland!
Trendy Modern 1BD Industrial Loft in DT Cleveland

Trendy Modern 1BD Industrial Loft in DT Cleveland

2.0 star property
6.0 out of 10, (1)
"First they should advertise free parking with this unit, that's a plus. The bad side: They never reached out with the code to get in, I had to call. They gave us the wrong address. They gave us the wrong code to get in the building. The door to the unit had dead batteries and we had to wait 45 minutes for someone to let us in. The pillows were flat. The towels were small and cheap."
The price is AED 239
AED 570 total
includes taxes & fees
6 Feb - 7 Feb
Trendy Modern 1BD Industrial Loft in DT Cleveland
Industrial Townhome Style Loft in DT CLE!

Industrial Townhome Style Loft in DT CLE!

The price is AED 275
AED 764 total
includes taxes & fees
4 Feb - 5 Feb
Industrial Townhome Style Loft in DT CLE!
Industrial Style 1BD loft in DT Cleveland!

Industrial Style 1BD loft in DT Cleveland!

10.0 out of 10, Exceptional, (2)
"We had a great time staying in Cleveland and have planned to next trip already "
The price is AED 239
AED 635 total
includes taxes & fees
4 Feb - 5 Feb
Industrial Style 1BD loft in DT Cleveland!
Chic Industrial style 1BD living in Cleveland!

Chic Industrial style 1BD living in Cleveland!

2.0 star property
The price is AED 239
AED 570 total
includes taxes & fees
4 Feb - 5 Feb
Chic Industrial style 1BD living in Cleveland!
Clifford House Private Home Bed & Breakfast
Exterior

Clifford House Private Home Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (65)
"We had a great time staying here. Neither one of us had been to Cleveland before and it was a perfect location close to great restaurants and activities. The house is beautiful and the area around it is as well. James was a great host and fun to talk to during our amazing breakfasts. We definitely will be back."
Clifford House Private Home Bed & Breakfast
The Lost Pearl
Exterior

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (43)
"I dint like the room so small i think there should be hand rails at the 2 steps to get in front door."
The price is AED 679
AED 713 total
includes taxes & fees
4 Feb - 5 Feb
The Lost Pearl
Industrial 1BD loft in Downtown CLE!

Industrial 1BD loft in Downtown CLE!

8.0 out of 10, Very Good, (1)
"We were happy with the accommodations. They matched what we saw in the listing. The hosts were responsive on getting back to us when we had questions. The location was very convenient to downtown, and the Rock and Roll Hall of Fame. The neighborhood looks to be in the process of gentrifying, but was generally safe. "
The price is AED 239
AED 635 total
includes taxes & fees
17 Feb - 18 Feb
Industrial 1BD loft in Downtown CLE!
2BD Industrial Style Loft in Downtown Cleveland!

2BD Industrial Style Loft in Downtown Cleveland!

3.6 out of 10, (4)
"It is a really nice oft and very spacious. Beds were comfortable. Glad to have gated parking. There was some confusion with the company who handles the payment process in that they called to cancel the day of, then called to say never mind you’re okay. I did have good response from the owner via Vrbo, but received check in information very last minute that made me nervous. Check in was a breeze. Regarding the place, it was very minimal in furniture as it shows in the picture. Four adults could...
The price is AED 331
AED 893 total
includes taxes & fees
4 Feb - 5 Feb
2BD Industrial Style Loft in Downtown Cleveland!
1BD Modern Industrial Loft in DT Cleveland

1BD Modern Industrial Loft in DT Cleveland

2.0 star property
The price is AED 239
AED 570 total
includes taxes & fees
4 Feb - 5 Feb
1BD Modern Industrial Loft in DT Cleveland
Homestead House B&B
Food court

Homestead House B&B

4.0 star property
10.0 out of 10, Exceptional, (58)
"Dee was great! She's a top-notch, Paris-trained chef and she made the most wonderful breakfasts for us. And on the day we left, we had to leave before breakfast was normally served, so she made us a "to-go" breakfast before we left that was delicious! Thanks so much, Dee, for your wonderful hospitality!!!"
Homestead House B&B
Modern Studio in Downtown CLE

Modern Studio in Downtown CLE

5.2 out of 10, (5)
"The property owners insisted on collecting my credit card information instead of charging you through VRBO. They tried to put a surprise damage deposit charge on my credit card (that wasn't mentioned in the listing) two days before check in. They didn't send the check in instructions until I called from the airport in the evening. And the apartment was filthy! I don't think the carpets had been vacuumed in weeks. I recommend you stay away from this one."
The price is AED 202
AED 591 total
includes taxes & fees
6 Feb - 7 Feb
Modern Studio in Downtown CLE
1BD Chic Loft in DT Cleveland!

1BD Chic Loft in DT Cleveland!

2.0 star property
The price is AED 239
AED 570 total
includes taxes & fees
2 Mar - 3 Mar
1BD Chic Loft in DT Cleveland!
Industrial 1BD Chic close to Cavs & Browns

Industrial 1BD Chic close to Cavs & Browns

2.0 star property
The price is AED 239
AED 570 total
includes taxes & fees
4 Feb - 5 Feb
Industrial 1BD Chic close to Cavs & Browns
Stylish 1BD in Downtown Cleveland

Stylish 1BD in Downtown Cleveland

7.4 out of 10, Good, (3)
"Property was nice and comfortable "
The price is AED 239
AED 635 total
includes taxes & fees
4 Feb - 5 Feb
Stylish 1BD in Downtown Cleveland
Industrial Style Living in Downtown Cleveland!

Industrial Style Living in Downtown Cleveland!

The price is AED 275
AED 764 total
includes taxes & fees
9 Feb - 10 Feb
Industrial Style Living in Downtown Cleveland!
The Caboose
Exterior

The Caboose

9.4 out of 10, Exceptional, (3)
"Very unique property set in beautiful scenery. Very friendly hosts. Tiny space but perfect for 2 adults. Would definitely return. "
The Caboose
Industrial Chic 1BD loft in Downtown Cleveland!

Industrial Chic 1BD loft in Downtown Cleveland!

The price is AED 239
AED 635 total
includes taxes & fees
4 Feb - 5 Feb
Industrial Chic 1BD loft in Downtown Cleveland!
Industrial Style Loft in DT Cleveland!

Industrial Style Loft in DT Cleveland!

6.0 out of 10, (5)
"Overall great experience. This property had a unique industrial charm in a renovated multipurpose building. We were very close to downtown venues without being in the thick of the chaos. Perfect for our short getaway. Would definitely book again. "
The price is AED 275
AED 764 total
includes taxes & fees
2 Mar - 3 Mar
Industrial Style Loft in DT 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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Other property types in Chesterland

The Abbey Apartments By Barsala
Exterior

The Abbey Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (75)
"Awesome rental! Enjoyed it alot. Easy directions. Great area. Will be booking again!!"
The Abbey Apartments By Barsala
2125 Superior Living
Exterior

2125 Superior Living

2.0 star property
5.4 out of 10, (16)
"Beautiful facility and secured wonderfully. Extra charges not described on Hotels.com. Communication is horrible. Hard to get it. Email arrived 2 hours late. Beds and couch leave some to be desired. Pillows are horrible. Lamp flickers."
The price is AED 246
AED 656 total
includes taxes & fees
4 Feb - 5 Feb
2125 Superior Living
Barsala At The Monroe Apartments
Exterior

Barsala At The Monroe Apartments

4.0 star property
8.8 out of 10, Excellent, (18)
"Nice place and great host"
Barsala At The Monroe Apartments
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

Searching for B&Bs in Chesterland?
Whether you’re traveling with your family and want a friendly place to stay, or you’re a solo traveler hoping to make some connections, B&Bs can be a great choice for many types of vacationers. 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 thinking about a B&B instead of a traditional hotel?
Every B&B has its own unique feel. Whether it’s a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Chesterland?
Below are some well-liked B&Bs in the surrounding area: Studio Loft in Downtown Cleveland!: 17.6 mi (28.4 km) from the heart of Chesterland.Industrial 2BD Apt in Downtown Cleveland!: 17.6 mi (28.4 km) from the downtown core. Trendy Modern 1BD Industrial Loft in DT Cleveland: Situated 17.6 mi (28.4 km) from the heart of Chesterland. Industrial Style 1BD loft in DT Cleveland!: 17.6 mi (28.4 km) from the heart of downtown. Industrial Townhome Style Loft in DT CLE!: Located 17.6 mi (28.4 km) from the core of Chesterland.
When is the best time to book my B&B in Chesterland?
When you’re planning your stay in Chesterland, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterland are January, November, December, and March, with each month seeing an average of 7 inches 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 might put Alpine Valley and Fowler’s Mill Golf Course on your list if you want to see more of the area.
How can I get to and around Chesterland?
You can map out your trip 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 city center. 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 a rental car for your journey.