Photo by Kristin DePlatchett

Search Condos Rentals in Chesterland from CA $102

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Browse Select Chesterland Condo Rentals

Cozy Downtown Modern Condo in the Heart of it all

9.6 out of 10, Exceptional, (130)
"Great location, totally walkable to everything near the stadiums and arenas downtown. "
The price is CA $102
CA $199 total
includes taxes & fees
May 4 - May 5
Cozy Downtown Modern Condo in the Heart of it all

Waterfront Cleveland Apt ~ 1 Mi to Downtown

9.8 out of 10, Exceptional, (16)
"Great location"
Waterfront Cleveland Apt ~ 1 Mi to Downtown

Historic 2 Bed/2 Bath Penthouse!

2.0 star property
9.8 out of 10, Exceptional, (8)
"We had a great stay here! Cute place in downtown, close to lots of things. We had a little problem checking in but just was great with communicating and was quickly resolved. "
Historic 2 Bed/2 Bath Penthouse!

Downtown Cleveland Loft - Lake Views w/Private Rooftop!

9.8 out of 10, Exceptional, (77)
"We enjoyed our stay. It had a great location and the accommodations we’re comfortable, clean, and inviting. I would recommend! "
Downtown Cleveland Loft - Lake Views w/Private Rooftop!

Lakefront Loft - Downtown - Shuffle Board Table

9.2 out of 10, Wonderful, (9)
"Unique unit for the area, and overall great value."
Lakefront Loft - Downtown - Shuffle Board Table

Downtown Cleveland: Steps To Sports & Events 2 Bedroom Condo by RedAwning

3.0 star property
6.0 out of 10, (1)
"I booked this apartment for my wedding weekend for the girls to get ready and then for us to stay at that night. The property lists both free off site and free on site parking. This is not true. Unfortunately, that was one of the main reasons I chose the property as I was having hair, makeup and photographer coming to the location. I reached out to confirm the parking a couple days beflre when my check-in information didnt provide any parking info. There were a couple back and forth messages....
Downtown Cleveland: Steps To Sports & Events 2 Bedroom Condo by RedAwning

Downtown Cleveland Condo W resort style amenities

10.0 out of 10, Exceptional, (2)
"Perfect location."
Downtown Cleveland Condo W resort style amenities

Beautiful Condo Downtown Cleveland With Free Parking

9.6 out of 10, Exceptional, (37)
"The property looks exactly like pictured. Very clean and actually much more spacious than expected. Communication with property manager was quick and helpful. The only thing that was slightly complicated was figuring out the parking garage and all the different ways you use the key faubs to get in and around.. although instructions were as clear as possible explaining it all. Very close to anywhere you could need to go downtown !"
The price is CA $138
CA $353 total
includes taxes & fees
May 5 - May 6
Beautiful Condo Downtown Cleveland With Free Parking

Dwtn Cleveland Condo: Walk to Stadiums & Museums

8.8 out of 10, Excellent, (27)
"I had a good time "
Dwtn Cleveland Condo: Walk to Stadiums & Museums

Water-front Luxe Condo Next to the Browns Stadium on the East-bank of the Flats!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location for anything. Would stay again "
Water-front Luxe Condo Next to the Browns Stadium on the East-bank of the Flats!

2 BR townhouse, kitchen, bathroom with TV, free WI-FI, washer/dryer, iron, A/C.

2.0 star property
2.0 out of 10, (1)
"It was a bait and switch to a dirty inhabitable crack house. I was not able to stay at all. I jave pictures and video of the property and conditions."
2 BR townhouse, kitchen, bathroom with TV, free WI-FI, washer/dryer, iron, A/C.

Skyloft Condo | Walk To Stadiums | City Views

10.0 out of 10, Exceptional, (7)
"Totally enjoyed staying here and would stay here again. Great location for ballparks and Rock and Roll Hall of Fame."
Skyloft Condo | Walk To Stadiums | City Views

Beautiful Home

2.0 out of 10, (2)
"The host was a no-show and left me hanging for a very important weekend. I was there at the property, and they weren’t. VRBO refused to help me find another place or to compensate me. "
The price is CA $277
CA $393 total
includes taxes & fees
May 1 - May 2
Beautiful Home

Penthouse In The Flats

9.6 out of 10, Exceptional, (5)
"Accurate description of property with very responsive host. We felt the best part was the location and have already booked again!"
Penthouse In The Flats

Good Vibes Loft - DT CLE Walk To All The Stadiums!

9.8 out of 10, Exceptional, (7)
"Great location for games. "
The price is CA $105
CA $324 total
includes taxes & fees
May 1 - May 2
Good Vibes Loft - DT CLE Walk To All The Stadiums!

Pet-Friendly Cleveland Area Retreat Near Lake Erie

10.0 out of 10, Exceptional, (2)
"The condo was clean and comfortable and had all the amenities we needed. We would return if we were in the area."
Pet-Friendly Cleveland Area Retreat Near Lake Erie

1 Bedroom | Free Breakfast Buffet Included!

1 Bedroom | Free Breakfast Buffet Included!

Charming 3-bedroom condo with WiFi and AC in pleasant Euclid

Charming 3-bedroom condo with WiFi and AC in pleasant Euclid

Free Breakfast + 24-Hour Business Center + Gym

10.0 out of 10, Exceptional, (1)
"Property was very clean and staff was incredibly friendly. Would stay again."
Free Breakfast + 24-Hour Business Center + Gym

Downtown Cleveland: Steps to Sports & Events ~ RA498068 by RedAwning

2.0 star property
8.0 out of 10, Very good, (2)
"Awesomeness "
Downtown Cleveland: Steps to Sports & Events ~ RA498068 by RedAwning
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

2.0 star property
5.6 out of 10, (21)
"Great place, affordable, and close to attractions"
2125 Superior Living

The Abbey Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (89)
"It was a really nice place to stay will be booking again "
The Abbey Apartments By Barsala

Barsala At The Monroe Apartments

4.0 star property
9.0 out of 10, Wonderful, (29)
"Great place to stay, we loved walking to Little Italy. Accommodations were clean and quiet, would definitely stay again."
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

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What is there to do in Chesterland near my condo?
If you’re ready to explore the best of Chesterland, make tracks to Fowler’s Mill Golf Course. It’s a hit with visitors and locals alike.