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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 30 B&B in Chesterland with updated reviews, rates, and availability.

Studio Loft in Downtown Cleveland!
Exterior

Studio Loft in Downtown Cleveland!

2.0 star property
8.0 out of 10, Very Good, (3)
"Great location!!! Prompt communication from the manager! Would stay again! "
The price is AED 218
AED 548 total
includes taxes & fees
16 Apr - 17 Apr
Studio Loft in Downtown Cleveland!
1BD Modern Industrial Loft in DT Cleveland
Exterior

1BD Modern Industrial Loft in DT Cleveland

2.0 star property
9.0 out of 10, Wonderful, (2)
"The VRBO was super clean with easy access. There were a couple things to be aware of. the bed is super sqeeky, any movement will be squeeks. Second, the walls are super thin and can hear every noise, party, and music going on until 1:30 am. "
The price is AED 258
AED 591 total
includes taxes & fees
16 Apr - 17 Apr
1BD Modern Industrial Loft in DT Cleveland
The Lost Pearl
Property grounds

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (44)
"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 680
AED 713 total
includes taxes & fees
18 Apr - 19 Apr
The Lost Pearl
Trendy Modern 1BD Industrial Loft in DT Cleveland
Exterior

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 258
AED 591 total
includes taxes & fees
16 Apr - 17 Apr
Trendy Modern 1BD Industrial Loft in DT Cleveland
Industrial Townhome Style Loft in DT CLE!
Exterior

Industrial Townhome Style Loft in DT CLE!

The price is AED 298
AED 790 total
includes taxes & fees
16 Apr - 17 Apr
Industrial Townhome Style Loft in DT CLE!
Industrial 1BD Chic close to Cavs & Browns
Exterior

Industrial 1BD Chic close to Cavs & Browns

2.0 star property
8.0 out of 10, Very Good, (1)
"Minor issue with lock but otherwise a nice stay!"
The price is AED 258
AED 591 total
includes taxes & fees
16 Apr - 17 Apr
Industrial 1BD Chic close to Cavs & Browns
Industrial 2BD Apt in Downtown Cleveland!
Exterior

Industrial 2BD Apt in Downtown Cleveland!

2.0 star property
8.4 out of 10, Very Good, (5)
"Weekend trip to Cleveland "
The price is AED 357
AED 837 total
includes taxes & fees
21 Apr - 22 Apr
Industrial 2BD Apt in Downtown Cleveland!
Chic Industrial style 1BD living in Cleveland!
Exterior

Chic Industrial style 1BD living in Cleveland!

2.0 star property
The price is AED 258
AED 591 total
includes taxes & fees
20 Apr - 21 Apr
Chic Industrial style 1BD living in Cleveland!
Clifford House Private Home Bed & Breakfast
Superior Apartment, 1 Bedroom, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

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
Industrial Style Living in Downtown Cleveland!
Exterior

Industrial Style Living in Downtown Cleveland!

The price is AED 298
AED 797 total
includes taxes & fees
16 Apr - 17 Apr
Industrial Style Living in Downtown Cleveland!
Modern Studio in Downtown CLE
Exterior

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 218
AED 610 total
includes taxes & fees
16 Apr - 17 Apr
Modern Studio in Downtown CLE
Industrial 1BD loft in Downtown CLE!
Exterior

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. "
Industrial 1BD loft in Downtown CLE!
2BD Industrial Style Loft in Downtown Cleveland!
Exterior

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 357
AED 950 total
includes taxes & fees
20 Apr - 21 Apr
2BD Industrial Style Loft in Downtown Cleveland!
1BD Chic Loft in DT Cleveland!
Exterior

1BD Chic Loft in DT Cleveland!

2.0 star property
The price is AED 258
AED 591 total
includes taxes & fees
16 Apr - 17 Apr
1BD Chic Loft in DT Cleveland!
Stylish 1BD in Downtown Cleveland
Exterior

Stylish 1BD in Downtown Cleveland

7.4 out of 10, Good, (3)
"Property was nice and comfortable "
The price is AED 258
AED 657 total
includes taxes & fees
16 Apr - 17 Apr
Stylish 1BD in Downtown Cleveland
Industrial Chic 1BD loft in Downtown Cleveland!
Exterior

Industrial Chic 1BD loft in Downtown Cleveland!

Industrial Chic 1BD loft in Downtown 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
The Caboose
Property grounds

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 1BD Apt in the Heart of the City
Exterior

Industrial 1BD Apt in the Heart of the City

The price is AED 210
AED 541 total
includes taxes & fees
17 Apr - 18 Apr
Industrial 1BD Apt in the Heart of the City
1bd Modern Loft in DT Cleveland
Exterior

1bd Modern Loft in DT Cleveland

The price is AED 262
AED 595 total
includes taxes & fees
30 Apr - 1 May
1bd Modern 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

2125 Superior Living
Interior

2125 Superior Living

2.0 star property
5.6 out of 10, (21)
"I would like to start by expressing my appreciation for the prompt responses I received every time I had a question or concern regarding my reservation. However, I would like to address a few issues we encountered during our stay. Your amenities list states that we would be provided with shampoo and towels. Unfortunately, we did not receive any shampoo, and although we had towels, there were only two provided for three adults. Additionally, the washcloths appeared to be dirty. When we prepared...
The price is AED 214
AED 618 total
includes taxes & fees
5 May - 6 May
2125 Superior Living
The Abbey Apartments By Barsala
Exterior

The Abbey Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (87)
"No frills awesome place "
The Abbey Apartments By Barsala
Barsala At The Monroe Apartments
Interior

Barsala At The Monroe Apartments

4.0 star property
8.8 out of 10, Excellent, (24)
"Nice space."
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.1BD Modern Industrial Loft in DT Cleveland: 17.6 mi (28.4 km) from the downtown core. Industrial 1BD Chic close to Cavs & Browns: Situated 17.6 mi (28.4 km) from the heart of Chesterland. Modern Studio in Downtown CLE: 17.6 mi (28.4 km) from the heart of downtown. 1bd Modern Loft in DT Cleveland: 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 Fowler’s Mill Golf Course and Alpine Valley 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.