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

Search and Rent Chesterland Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chesterland condo rentals

A lobby with a stone fireplace, comfortable seating, and a flat-screen TV mounted above the fireplace.

1. 1 Bedroom | Free Breakfast Buffet Included!

1 Bedroom | Free Breakfast Buffet Included!
Mayfield Heights
$195 nightly
The price is $225
Oct 18 - Oct 19
Total with taxes and fees
1 Bedroom | Free Breakfast Buffet Included!
A hotel with a central entrance, multiple floors, and a parking area.

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.
$182 nightly
The price is $210
Oct 18 - Oct 19
Total with taxes and fees
Free Breakfast + 24-Hour Business Center + Gym
A modern living room with a large window, a sofa, a small table, and a bench.

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, (15 reviews)
"Great"
United States
Jon B.
$217 nightly
The price is $227
Oct 20 - Oct 21
Total with taxes and fees
Boathouse Suite - CLE Flats River - Free Parking - 24/7 Gym
A living room with a brick wall, a sofa, a coffee table, a TV, and a cabinet.

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 stay for the price "
United States
Dylan B.
$216 nightly
The price is $239
Oct 28 - Oct 29
Total with taxes and fees
Modern Warehouse Loft | Walk to Rock Hall & Stadiums
A modern kitchen with a large window, a stainless steel sink, and a granite countertop.

5. 21st Floor Penthouse Amazing Views of Downtown!

21st Floor Penthouse Amazing Views of Downtown!
Downtown Cleveland
7.8 out of 10, Good, (8 reviews)
"clean room & very friendly"
United States
camryn
$203 nightly
The price is $203
Nov 9 - Nov 10
Total with taxes and fees
21st Floor Penthouse Amazing Views of Downtown!
A kitchen with wooden cabinets, a stone backsplash, a brick wall, and pendant lighting.

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

Downtown Cleveland Loft | Walk to Stadiums & Convention Center
Downtown Cleveland
9.8 out of 10, Exceptional, (31 reviews)
"Great host, and conveniently located with a reasonable price."
United States
Brett M.
$291 nightly
The price is $301
Oct 21 - Oct 22
Total with taxes and fees
Downtown Cleveland Loft | Walk to Stadiums & Convention Center
A modern living room with a large abstract painting, a sofa set, a coffee table, and a dining area with a wooden table.

7. Downtown Cleveland Suite

Downtown Cleveland Suite
Downtown Cleveland
8.4 out of 10, Very good, (8 reviews)
"Nice place! Host responds fast! Great stay!"
United States
Tao
$222 nightly
The price is $222
Oct 15 - Oct 16
Total with taxes and fees
Downtown Cleveland Suite
A modern kitchen with a central island, stainless steel appliances, and a bar area with stools.

8. 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, (51 reviews)
"Very nice property, great location."
United States
Todd B.
$685 nightly
The price is $685
Oct 19 - Oct 20
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterland Hotel Reviews

The Westin Cleveland Downtown

The Westin Cleveland Downtown

10/10 Excellent
"Beautiful hotel and great staff."
Kristina 2-night trip
Posted less than an hour ago
The Westin Cleveland Downtown

Find out more about Chesterland

Chesterland Condo Rentals information

Number of reviews
98
Accommodation
51 Condo Rentals
Lowest Price
$203
Highest Price
$685

Frequently asked questions

Why book your condo in Chesterland with Expedia?
Expedia makes it a cinch to find your ideal condo in Chesterland. On the lookout for someplace luxurious? Find your way to the filters to search for properties with a 5-star rating. If you have a fixed budget, select how much you're willing to spend and then browse our fabulous options. We'll help you find the perfect stay whatever your vacation looks like.
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.

Explore a world of travel with Expedia