Search and Rent Chesterland Condos

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Our top choices for Chesterland condo rentals

1. 1 Bedroom | Free Breakfast Buffet Included!

1 Bedroom | Free Breakfast Buffet Included!
Mayfield Heights
$193 nightly
The price is $225
Nov 16 - Nov 17
Total with taxes and fees
1 Bedroom | Free Breakfast Buffet Included!

2. Free Breakfast + 24-Hour Business Center + Gym

Free Breakfast + 24-Hour Business Center + Gym
Mayfield Heights
10.0 out of 10, Exceptional, (1 review)
"Property was very clean and staff was incredibly friendly. Would stay again."
United States
Renee P.
$168 nightly
The price is $196
Nov 16 - Nov 17
Total with taxes and fees
Free Breakfast + 24-Hour Business Center + Gym

3. Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym

Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym
Ohio City
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay and we will book again if we are in the area. I expect it will be even better once the exterior renovations are complete on the building. Very conveniently located to many Cleveland attractions."
United States
Joe C.
$168 nightly
The price is $174
Nov 9 - Nov 10
Total with taxes and fees
Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym

4. Modern Warehouse Loft | Walk to Rock Hall & Stadiums

Modern Warehouse Loft | Walk to Rock Hall & Stadiums
Downtown Cleveland
9.2 out of 10, Wonderful, (29 reviews)
"Great location to enjoy all the fun stuff to do in downtown Cleveland. Great host!"
United States
Elizabeth E.
$206 nightly
The price is $229
Nov 8 - Nov 9
Total with taxes and fees
Modern Warehouse Loft | Walk to Rock Hall & Stadiums

5. Downtown Cleveland Loft | Walk to Stadiums & Convention Center

Downtown Cleveland Loft | Walk to Stadiums & Convention Center
Downtown Cleveland
9.8 out of 10, Exceptional, (33 reviews)
"Great host, and conveniently located with a reasonable price."
United States
Brett M.
$268 nightly
The price is $278
Nov 8 - Nov 9
Total with taxes and fees
Downtown Cleveland Loft | Walk to Stadiums & Convention Center

6. Downtown Cleveland Suite

Downtown Cleveland Suite
Downtown Cleveland
8.4 out of 10, Very good, (9 reviews)
"Nice place! Host responds fast! Great stay!"
United States
Tao
$206 nightly
The price is $206
Nov 15 - Nov 16
Total with taxes and fees
Downtown Cleveland Suite

7. Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find

Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find
Downtown Cleveland
10.0 out of 10, Exceptional, (53 reviews)
"Very nice property, great location."
United States
Todd B.
$633 nightly
The price is $633
Nov 8 - Nov 9
Total with taxes and fees
Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find
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.

Learn more about Chesterland

Maple syrup flows freely at Patterson Fruit Farm, where families pick seasonal produce and enjoy fresh-baked treats. Explore the Western Reserve's rural charm at Holden Arboretum in nearby Kirtland, or sample local wines along the Grand River Valley wine trail.

A wooden bridge over a snow-covered path in a forest.

Top reviews in Chesterland

Frequently Asked Questions

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How can I find cheap condos in Chesterland?

A good way to get cheap condos in Chesterland is with Expedia's handy filter tool. Fine-tune your search results by amenities, star rating and budget to grab unbeatable bargains with only a few clicks.

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.

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