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Find a Bed and Breakfast in Chesterland from CA $97

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Chesterland B&B

Our top choices for Chesterland bed & breakfast

The Willoughby House
Terrace/patio

The Willoughby House

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property. Nice location. Excellent lounge & restaurant."
The price is CA $297
CA $343 total
includes taxes & fees
Aug 25 - Aug 26
The Willoughby House
Clifford House Private Home Bed & Breakfast
Superior Apartment, 1 Bedroom, Kitchen | Living area

Clifford House Private Home Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (67)
"We enjoyed our stay and enjoyed the area a great deal. Jim was a fabulous host and helped make our time there enjoyable. Extremely attentive to communication. We highly recommend!"
The price is CA $268
CA $293 total
includes taxes & fees
Aug 25 - Aug 26
Clifford House Private Home Bed & Breakfast
Industrial 1BD in DT Cleveland
Interior

Industrial 1BD in DT Cleveland

2.0 star property
The price is CA $97
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
Industrial 1BD in DT Cleveland
Chic Industrial style 1BD living in Cleveland!
Interior

Chic Industrial style 1BD living in Cleveland!

2.0 star property
6.0 out of 10, (1)
The price is CA $97
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
Chic Industrial style 1BD living in Cleveland!
Trendy Modern 1BD Industrial Loft in DT Cleveland
Interior

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 CA $97
CA $237 total
includes taxes & fees
Sep 3 - Sep 4
Trendy Modern 1BD Industrial Loft in DT Cleveland
Cozy 1BD Apt in DT Cleveland
Interior

Cozy 1BD Apt in DT Cleveland

2.0 star property
The price is CA $97
CA $237 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 1BD Apt 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 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 CA $97
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
1bd Modern Loft in DT Cleveland
Industrial 1BD Chic close to Cavs & Browns
Interior

Industrial 1BD Chic close to Cavs & Browns

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great location and very welcoming. Easy to communicate with the host. Suggested a few things to the host that would have made our stay even more fantastic. Would definitely book again when in Cleveland. "
The price is CA $97
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
Industrial 1BD Chic close to Cavs & Browns
Industrial 2BD Apt in Downtown Cleveland!
Interior

Industrial 2BD Apt in Downtown Cleveland!

2.0 star property
8.4 out of 10, Very good, (7)
"Weekend trip to Cleveland "
The price is CA $127
CA $307 total
includes taxes & fees
Aug 27 - Aug 28
Industrial 2BD Apt in Downtown Cleveland!
Industrial Townhome Style Loft in DT CLE!
View from property

Industrial Townhome Style Loft in DT CLE!

The price is CA $97
CA $281 total
includes taxes & fees
Aug 27 - Aug 28
Industrial Townhome Style Loft in DT CLE!
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 CA $97
CA $238 total
includes taxes & fees
Aug 25 - Aug 26
Industrial 1BD Apt in the Heart of the City
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 CA $97
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
1BD Modern Industrial Loft in DT Cleveland
1BD Chic Loft in DT Cleveland!
Interior

1BD Chic Loft in DT Cleveland!

2.0 star property
The price is CA $97
CA $237 total
includes taxes & fees
Aug 25 - Aug 26
1BD Chic Loft in DT Cleveland!
Industrial Style Living in Downtown Cleveland!
Interior

Industrial Style Living in Downtown Cleveland!

6.0 out of 10, (2)
"This was a nice stay. It was rushed to get there due to outside circumstances but the unit was nice and I have no complaints. I love the windows in the living room and the fake plants were a lovely touch. I was worried about the parking situation going into it but it felt very safe and not too far of a walk. "
The price is CA $97
CA $281 total
includes taxes & fees
Aug 27 - Aug 28
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
The Caboose
Property grounds

The Caboose

9.6 out of 10, Exceptional, (4)
"We enjoyed staying the weekend in The Caboose. My husband would have enjoyed a love seat inside to sit and watch tv versus lying in bed but, it is a little place to rest your head and shower and get on with adventures. I love the outdoors and having a fire in the evening. Easy drive to a plethora of wineries. In the summer do not turn the AC down no matter what. We were comfortable and had a wonderful time."
The price is CA $218
CA $390 total
includes taxes & fees
Aug 24 - Aug 25
The Caboose
1bd industrial apt in DT Cleveland
Interior

1bd industrial apt in DT Cleveland

The price is CA $97
CA $237 total
includes taxes & fees
Aug 25 - Aug 26
1bd industrial apt in DT Cleveland
Cozy 2BD Apartment in the Heart of the City
Interior

Cozy 2BD Apartment in the Heart of the City

2.0 star property
Cozy 2BD Apartment in the Heart of the City
Industrial 1BD Apt in Downtown Cleveland
Interior

Industrial 1BD Apt in Downtown Cleveland

2.0 star property
Industrial 1BD Apt in Downtown 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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Top Chesterland Hotel Reviews

The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton

10/10 Excellent
"In Cleveland for a medical procedure at Cleveland Clinic. This hotel could not have made our stay better! From the comfortable rooms to complementary shuttle service back-and-forth between the hotel and clinic, the Tudor Arms is a five out of five for me!"
Carolyn 1-night trip
Posted 3 hours ago
The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton