Photo by Kristin DePlatchett

Search Apartments in Chesterland

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Compare 357 Apartments in Chesterland with updated reviews, rates, and availability.

Sleek DT Cleveland Apt at City Club

3.0 star property
9.2 out of 10, Wonderful, (29)
"Excellent location, very clean, good communication, has everything you need. "
Sleek DT Cleveland Apt at City Club

Luxury apartment in Downtown Cleveland with, FITNESS ROOM, POOL, ROOFTOP & SAUNA

10.0 out of 10, Exceptional, (1)
"My boyfriend and I stayed overnight for concert we were attending. The Air B&B was perfect! When we arrived, it smelled fantastic and the space was SPOTLESS. Contact with the owners was extremely easy and response time was very quick. Definitely will be back!!"
The price is AED 239
AED 552 total
includes taxes & fees
25 Dec - 26 Dec
Luxury apartment in Downtown Cleveland with, FITNESS ROOM, POOL, ROOFTOP & SAUNA

Downtown Sq: Stadium, Casino, Rock Hall, Clinic

9.4 out of 10, Exceptional, (9)
"This property was truly amazing. I would absolutely recommend this property to my friends and family. It was clean, well kept and felt so safe. "
The price is AED 282
AED 576 total
includes taxes & fees
26 Dec - 27 Dec
Downtown Sq: Stadium, Casino, Rock Hall, Clinic

Downtown Sq: Stadium, Casino, Rock Hall, Clinic

8.0 out of 10, Very Good, (1)
"You need to elaborate on the length and time it takes to get from parking lot to room in the description so visitors are prepared to bring luggage through the mall. Suggest getting the monthly parking at ABM with your property and adjusting the room price accordingly. We were staying here for heart surgery at Cleveland clinic and the special event parking prices and availability of spots was not convenient for our long term stay"
The price is AED 260
AED 554 total
includes taxes & fees
25 Dec - 26 Dec
Downtown Sq: Stadium, Casino, Rock Hall, Clinic

Heart of DT Playhouse Square View with POOL & STEAM- 1103

2.0 star property
10.0 out of 10, Exceptional, (3)
"We stayed with friends for the Browns game. Walking distance to Muni Lot and great bars. "
The price is AED 312
AED 809 total
includes taxes & fees
30 Dec - 31 Dec
Heart of DT Playhouse Square View with POOL & STEAM- 1103

Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!

10.0 out of 10, Exceptional, (41)
"Was close to everything we needed "
The price is AED 455
AED 801 total
includes taxes & fees
30 Dec - 31 Dec
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!

Nice Apartment next to Christmas Story House

10.0 out of 10, Exceptional, (13)
"This place was great! The apartment is super clean and comfy. There is 1 huge bedroom and a smaller 1, both with very comfortable beds and linens. I was here with my daughter for some testing at Cleveland Clinic. We felt very safe. I had been a little nervous about parking on the street, but it was totally fine. We were able to park right in front of the rental with no issues for all of our 4 night stay. The stay here was well worth the 17 minute drive to Cleveland Clinic rather than a closer...
The price is AED 173
AED 482 total
includes taxes & fees
30 Dec - 31 Dec
Nice Apartment next to Christmas Story House

Timeless Tremont-2 Bdrm near Downtown Cle

2.0 star property
10.0 out of 10, Exceptional, (5)
"Would definitely go back"
The price is AED 239
AED 628 total
includes taxes & fees
14 Jan - 15 January 2025
Timeless Tremont-2 Bdrm near Downtown Cle

Modern 2 Bedroom with Heated Pool and Steam Room plus Gym at Playhouse 506

2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean neat apartment. Great location. "
The price is AED 275
AED 760 total
includes taxes & fees
30 Dec - 31 Dec
Modern 2 Bedroom with Heated Pool and Steam Room plus Gym at Playhouse 506

2BR unit with Game Machine with Pool and Gym Access-602

2.0 star property
9.4 out of 10, Exceptional, (3)
"Excellent property! Apartment was roomy with a game room, 2 baths, full kitchen and living room. Property has Olympic size pool, rooftop deck, gym, and lots of amenities. Would definitely stay again when I return to Cleveland. "
The price is AED 294
AED 785 total
includes taxes & fees
26 Dec - 27 Dec
2BR unit with Game Machine with Pool and Gym Access-602

Rare - Luxury Penthouse Downtown Cleveland

9.8 out of 10, Exceptional, (16)
"The property was great and was better than described in the listing, the beds were very comfortable with plenty of space in each bedroom. Easy check in and plenty of space in the unit for the family to hang out. We are native Clevelanders that enjoy coming back in town for Football and Baseball games everyear. This is the perfect location for both and plenty of places to eat within easy walking distance. Parking is not offered, but there are plenty of public lots available close by and had no...
The price is AED 1,579
AED 2,413 total
includes taxes & fees
14 Jan - 15 January 2025
Rare - Luxury Penthouse Downtown Cleveland

Cal King bed, free parking, by Downtown & Clinic

9.0 out of 10, Wonderful, (27)
"Nice place. Great communication "
The price is AED 184
AED 422 total
includes taxes & fees
26 Dec - 27 Dec
Cal King bed, free parking, by Downtown & Clinic

Downtown Sq: Stadium, Casino, Rock Hall, Clinic

7.8 out of 10, Good, (7)
"Very impressed with the accommodations. Thank you!"
The price is AED 547
AED 866 total
includes taxes & fees
29 Dec - 30 Dec
Downtown Sq: Stadium, Casino, Rock Hall, Clinic

Tremont - 2BR apt - Pet Friendly, Convenient to Stadiums, Clinic, Museums & more

10.0 out of 10, Exceptional, (41)
"This charming apartment was perfect for our weekend in Cleveland! The area is great and so are the hosts. They answered all my questions promptly and were extremely kind to give us early access. I would highly recommend it!"
The price is AED 474
AED 630 total
includes taxes & fees
6 Jan - 7 January 2025
Tremont - 2BR apt - Pet Friendly, Convenient to Stadiums, Clinic, Museums & more

Center of Little Italy #1

9.8 out of 10, Exceptional, (11)
"This quaint appartment has all you need for a comfortable stay at a reasonable price. Great communication and very accommodating "
The price is AED 324
AED 734 total
includes taxes & fees
24 Dec - 25 Dec
Center of Little Italy #1

Private 2 Level Apartment with Hot Tub in Tremont

10.0 out of 10, Exceptional, (14)
"Very cute place! Close to great restaurants and attractions. We will definitely stay again."
The price is AED 441
AED 624 total
includes taxes & fees
6 Jan - 7 January 2025
Private 2 Level Apartment with Hot Tub in Tremont

Sunstone Retreat: Inviting 2BR Upper Unit | Laundry & Parking •9 Min To Downtown

9.2 out of 10, Wonderful, (23)
"Everything was as advertised, only had to drive a few minutes to get everywhere we wanted to go! We ended up not cooking very much, but I cook for a living and the kitchen is very well equipped, which is a major perk for me!"
Sunstone Retreat: Inviting 2BR Upper Unit | Laundry & Parking •9 Min To Downtown

Downtown King Loft | Balcony | Free Parking

9.8 out of 10, Exceptional, (32)
"Great place - beautiful old building, but the apartment is fully modern. The kitchen, bathroom, and TVs are all fairly new. The Wi-Fi worked great (I was working remotely, so that was important). The place was spotlessly clean. The instructions to access the property were excellent, especially the photo of the garage entrance in the alley. That's where things could have been confusing the first time. The host was VERY responsive via text when I had questions, which I really appreciated . I...
The price is AED 232
AED 651 total
includes taxes & fees
26 Dec - 27 Dec
Downtown King Loft | Balcony | Free Parking

Expansive Ohio City Home

9.0 out of 10, Wonderful, (19)
"Convenient location, clean and updated, nice neighborhood. "
The price is AED 524
AED 1,010 total
includes taxes & fees
3 Jan - 4 January 2025
Expansive Ohio City Home

Gordon Square Studio ~ 4 Mi to Downtown Cleveland!

10.0 out of 10, Exceptional, (6)
"Amazing setting in the arts community with amazing restaurants and breweries. Downtown is a reasonable walk."
Gordon Square Studio ~ 4 Mi to 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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Other property types in Chesterland

The Abbey Apartments By Barsala

4.0 star property
8.6 out of 10, Excellent, (73)
"Parking was initially tricky, but once you know you can use the street parking it makes things much easier. "
The Abbey Apartments By Barsala

CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard

8.8 out of 10, Excellent, (68)
"The home was perfect for our large family. Host was very helpful. Would absolutely stay at this home again ."
The price is AED 268
AED 1,025 total
includes taxes & fees
7 Jan - 8 January 2025
CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard

Liquid Living On The Lake

9.0 out of 10, Wonderful, (43)
"We loved the room it had for our family compared to a hotel room, easy parking and easy to get to. Some things we didn’t like, we had to wait for several minutes to be buzzed in, which was frustrating when we were tired and soaked from the rain, and there were only 3 towels for the 4 of us. There was also a marijuana smell in the hallway… which is to no fault of the owner and sadly is everywhere these days. Overall, we would recommend this property. I’m sure it’s a prime location in the warmer...
The price is AED 551
AED 830 total
includes taxes & fees
24 Dec - 25 Dec
Liquid Living On The Lake
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

What's it like to stay at an apartment in Chesterland?
There might not be many choices centrally in Chesterland, but Expedia can help you locate lodging accommodations within the larger area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also search for similar properties such as vacation homes, condos, or guest houses.
Why consider an apartment over a traditional hotel room?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's the top apartment for a stay in Chesterland?
Listed below are some of the favorite apartments in the area: Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!: Located in Cleveland, 13.5 mi/21.7 km from the heart of Chesterland. Includes free WiFi, private patios, and sofa beds. Access to a spa tub is available on site. Nice Apartment next to Christmas Story House: Located 18.5 mi/29.7 km away in Cleveland. Private yards and separate dining areas are included. CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard: Located in Cleveland, 19.6 mi/31.5 km away. Includes WiFi and Smart TVs. Access to a game room is available on site. Liquid Living On The Lake: Located 16.4 mi/26.4 km away in Cleveland. Free WiFi, sofa beds, and Smart TVs are included. A fitness center and an outdoor pool are on site. Cal King bed, free parking, by Downtown & Clinic: Located in Cleveland, 17.1 mi/27.6 km from Chesterland. Includes sofa beds and Smart TVs. Access to a fitness center is available on site.
What can I expect from the weather in Chesterland?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Chesterland. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterland are January, November, December, and March, with each month seeing an average of 7 inches of snowfall.
What are the must-see places to visit in Chesterland?
Chagrin River and Chesterland City Park are a couple of lovely local spots to get outside and enjoy nature. While here, Alpine Valley and Fowler’s Mill Golf Course are other places worth a visit.
What's the best way to get to and around Chesterland?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Cleveland, OH (CGF-Cuyahoga County), which is located 8.6 mi (13.8 km) away from the heart of the city. Otherwise, you can search for flights to Cleveland, OH (BKL-Burke Lakefront), which is 17.7 mi (28.5 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.