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Chesterland Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chesterland Vacation Homes

Luxury Downtown Townhome w/ Private Garage Unit 14
Fridge, microwave, oven, stovetop

Luxury Downtown Townhome w/ Private Garage Unit 14

9.8 out of 10, Exceptional, (27)
"Very clean and modern townhouse. "
The price is CA $83
CA $252 total
includes taxes & fees
Aug 11 - Aug 12
Luxury Downtown Townhome w/ Private Garage Unit 14
Luxury Downtown Townhome w/ Private Garage Unit 4
Fridge, microwave, oven, stovetop

Luxury Downtown Townhome w/ Private Garage Unit 4

9.4 out of 10, Exceptional, (13)
"Great place to stay. The property isn’t far from anything in downtown Cleveland. We were able to walk everywhere we wanted. The beds were comfortable, which is always a huge bonus, also having a garage to park in. I would stay here again! "
The price is CA $96
CA $267 total
includes taxes & fees
Aug 20 - Aug 21
Luxury Downtown Townhome w/ Private Garage Unit 4
Luxury Downtown Townhome w/ Private Garage Unit 13
Fridge, microwave, oven, stovetop

Luxury Downtown Townhome w/ Private Garage Unit 13

9.6 out of 10, Exceptional, (68)
"Very clean and convenient "
The price is CA $96
CA $270 total
includes taxes & fees
Aug 17 - Aug 18
Luxury Downtown Townhome w/ Private Garage Unit 13
Eastlake Home w/ Patio < 1 Mi to Lake Erie!
TV, video games

Eastlake Home w/ Patio < 1 Mi to Lake Erie!

9.0 out of 10, Wonderful, (22)
"Overall was a good stay"
Eastlake Home w/ Patio < 1 Mi to Lake Erie!
Simple, Chic 3-bedroom house in Cleveland Heights- Close to Cleveland Clinic
Property grounds

Simple, Chic 3-bedroom house in Cleveland Heights- Close to Cleveland Clinic

7.8 out of 10, Good, (9)
"I liked the neighborhood and the room inside the home."
Simple, Chic 3-bedroom house in Cleveland Heights- Close to Cleveland Clinic
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Exterior detail

Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

9.8 out of 10, Exceptional, (48)
"We really enjoyed staying here . It was clean and the host was very nice to us . Close to hospital and close to restaurants . We will return . "
The price is CA $165
CA $292 total
includes taxes & fees
Aug 12 - Aug 13
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Hot Tub|Ping Pong|Sleeps 9|Retro Fun
Exterior

Hot Tub|Ping Pong|Sleeps 9|Retro Fun

10.0 out of 10, Exceptional, (11)
"The house was a great fit for me and my family. Very clean and comfortable. "
The price is CA $183
CA $572 total
includes taxes & fees
Aug 13 - Aug 14
Hot Tub|Ping Pong|Sleeps 9|Retro Fun
Lovely 2 Bedroom Unit with a Hot Tub
Terrace/patio

Lovely 2 Bedroom Unit with a Hot Tub

9.8 out of 10, Exceptional, (62)
"Super close to the expressway and walking distance to restaurants. Easy parking and entry. Exquisitely decorated space with super comfortable furniture. Will stay here again for sure!"
The price is CA $191
CA $277 total
includes taxes & fees
Aug 27 - Aug 28
Lovely 2 Bedroom Unit with a Hot Tub
Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!
Fridge, microwave, oven, stovetop

Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!

7.4 out of 10, Good, (19)
"Host was great!"
Beautiful 3 BR Townhouse Near Downtown - Pet Friendly - Fenced Yard!
The House Hotels - Superior Road
Property grounds

The House Hotels - Superior Road

9.0 out of 10, Wonderful, (8)
"Comfortable house in a quiet area. The beds were Comfortable. The front screen door sticks when opening from the inside."
The price is CA $144
CA $289 total
includes taxes & fees
Aug 11 - Aug 12
The House Hotels - Superior Road
Luxury Downtown Townhome w/ Private Garage Unit 3
Fridge, microwave, oven, stovetop

Luxury Downtown Townhome w/ Private Garage Unit 3

10.0 out of 10, Exceptional, (11)
"Great Location can walk to many places, nice amenities, managers very professional and assessable, home was very clean, I would rent this unit again."
The price is CA $83
CA $252 total
includes taxes & fees
Aug 12 - Aug 13
Luxury Downtown Townhome w/ Private Garage Unit 3
9 Mi to Cleveland: Home Near Hospitals & Colleges
TV, DVD player, books, video library

9 Mi to Cleveland: Home Near Hospitals & Colleges

10.0 out of 10, Exceptional, (4)
"Lovely home, great location. Very cozy rooms and outdoor deck. We loved our stay."
9 Mi to Cleveland: Home Near Hospitals & Colleges
Crown royal presidential suite and fitness center
Property grounds

Crown royal presidential suite and fitness center

8.8 out of 10, Excellent, (46)
"I spent a couple of days there, basically everything is fine, despite the fact that initially there were problems with entering the house, this problem was solved (I think this is not constant and other visitors will not have this problem). The area is really quiet, there is also a small store near the house. The owner is quite friendly and responsive, everything was in the house, but he could not turn on the TV, I hope this problem will be solved and in the future no one will encounter this...
The price is CA $123
CA $164 total
includes taxes & fees
Aug 11 - Aug 12
Crown royal presidential suite and fitness center
Lakefront Escape With Hot Tub & Modern Comforts
Fridge, microwave, oven, stovetop

Lakefront Escape With Hot Tub & Modern Comforts

10.0 out of 10, Exceptional, (9)
"We enjoyed our time staying at this house! "
Lakefront Escape With Hot Tub & Modern Comforts
Luxury Downtown Townhome w/ Private Garage Unit 11
Fridge, microwave, oven, stovetop

Luxury Downtown Townhome w/ Private Garage Unit 11

9.8 out of 10, Exceptional, (6)
"Lovley property, short walk Euclid St. There was a little mess from the previous renters when we arrived, but that was quickly remedied by the property owner. Overall a great stay! "
The price is CA $96
CA $270 total
includes taxes & fees
Aug 17 - Aug 18
Luxury Downtown Townhome w/ Private Garage Unit 11
3-bedroom, dog friendly house in Historical Ohio City!
Smart TV

3-bedroom, dog friendly house in Historical Ohio City!

10.0 out of 10, Exceptional, (1)
"The house was very cute and more than we expected. Plenty of space and very cozy. I would definitely stay there again. "
The price is CA $136
CA $350 total
includes taxes & fees
Aug 12 - Aug 13
3-bedroom, dog friendly house in Historical Ohio City!
Near Lake Erie!, Downtown, Rock Hall, Euclid Beach
Exterior

Near Lake Erie!, Downtown, Rock Hall, Euclid Beach

6.0 out of 10, (6)
"Came in from Fort Wayne with family to watch a baseball game. How nice it is to have your own parking in a nice little house and Not have to pay out the ass for it. So thank you very much. And we will be using you again."
The price is CA $151
CA $296 total
includes taxes & fees
Aug 11 - Aug 12
Near Lake Erie!, Downtown, Rock Hall, Euclid Beach
Cozy house in welcoming Cleveland with AC, WiFi
Microwave, oven, stovetop

Cozy house in welcoming Cleveland with AC, WiFi

9.0 out of 10, Wonderful, (8)
"Place was clean and had a big space nice will definitely come back the host was amazing "
Cozy house in welcoming Cleveland with AC, WiFi
Newly renovated home located across from WRA and steps from downtown Hudson.<br>
3 bedrooms, free WiFi, bed sheets

Newly renovated home located across from WRA and steps from downtown Hudson.<br>

9.8 out of 10, Exceptional, (12)
"The house was very clean and convenient to WRA and downtown. We would definitely stay there again. "
Newly renovated home located across from WRA and steps from downtown Hudson.<br>
Hot Tub|N64|Mins to Downtown|Sleeps 8
Fridge, microwave, oven, stovetop

Hot Tub|N64|Mins to Downtown|Sleeps 8

10.0 out of 10, Exceptional, (13)
"This was a great landing place- east check in, quick communication, and comfy spaces throughout the house"
The price is CA $303
CA $707 total
includes taxes & fees
Aug 14 - Aug 15
Hot Tub|N64|Mins to Downtown|Sleeps 8
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

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

10/10 Excellent
"All of the staff were warm, friendly and attentive. "
Kristen 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside