Photo by Kristin DePlatchett

Search Apartments in Chesterland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

Sleek DT Cleveland Apt at City Club
Room

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
Private kitchen

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 SAR 244
SAR 564 total
includes taxes & fees
12 Jan - 13 Jan
Luxury apartment in Downtown Cleveland with, FITNESS ROOM, POOL, ROOFTOP & SAUNA
Modern 2 Bedroom with Heated Pool and Steam Room plus Gym at Playhouse 506
Private kitchen

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 SAR 282
SAR 773 total
includes taxes & fees
12 Jan - 13 Jan
Modern 2 Bedroom with Heated Pool and Steam Room plus Gym at Playhouse 506
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
Outdoor dining

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

10.0 out of 10, Exceptional, (42)
"Wonderful place and area! Will come back!!!"
The price is SAR 465
SAR 808 total
includes taxes & fees
12 Jan - 13 Jan
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
Lofts on E 4th | 2 KING BEDS | Sleeps 6
Bright and stylish living space with cozy seating, modern decor, and large windows for plenty of natural light. Perfect for relaxing and unwinding!

Lofts on E 4th | 2 KING BEDS | Sleeps 6

10.0 out of 10, Exceptional, (1)
Lofts on E 4th | 2 KING BEDS | Sleeps 6
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Living area

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

10.0 out of 10, Exceptional, (16)
"Clean, quiet and comfy. Ideal location in the countryside while visiting family"
The price is SAR 338
SAR 526 total
includes taxes & fees
19 Jan - 20 Jan
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
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 SAR 198
SAR 499 total
includes taxes & fees
13 Jan - 14 Jan
Downtown Sq: Stadium, Casino, Rock Hall, Clinic
Pool and Gym Access 2BR unit in the Heart of DT on Playhouse Square- 1106
Living area

Pool and Gym Access 2BR unit in the Heart of DT on Playhouse Square- 1106

8.8 out of 10, Excellent, (3)
"The Cityden Stays is an amazing group to work with their response to emails and text is prompt, they have an amazing room and there willingness to work with you on early check-ins and late check-outs was great. Their is ample parking garages in the area with in short walk. The location is within walking distance to Progressive Feild and Huntington Bank Feild. If you are looking for a clean room in a secured building look no farther."
The price is SAR 300
SAR 809 total
includes taxes & fees
19 Jan - 20 Jan
Pool and Gym Access 2BR unit in the Heart of DT on Playhouse Square- 1106
Quaint 2BR in Historical Little Italy
Living area

Quaint 2BR in Historical Little Italy

2.0 star property
9.4 out of 10, Exceptional, (3)
"I arrived at night and had a bit of trouble finding it (my fault) but the owner responded promptly and kindly to my questions. The apartment requires going up two flights of stairs. Once inside it was well appointed, very clean, nicely decorated and everything worked well. The bed was new and pillows very comfortable. Location is across the street from Case Western University fraternity. Campus, Severance Hall, Art museum etc are a short walk away. VEO bikes are also all over the place if you...
The price is SAR 355
SAR 580 total
includes taxes & fees
19 Jan - 20 Jan
Quaint 2BR in Historical Little Italy
2BR unit with Game Machine with Pool and Gym Access-602
Game room

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

2.0 star property
8.8 out of 10, Excellent, (5)
"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 SAR 300
SAR 806 total
includes taxes & fees
19 Jan - 20 Jan
2BR unit with Game Machine with Pool and Gym Access-602
Downtown Luxury Loft, FITNESS room, GAME ROOM
Living area

Downtown Luxury Loft, FITNESS room, GAME ROOM

The price is SAR 225
SAR 506 total
includes taxes & fees
12 Jan - 13 Jan
Downtown Luxury Loft, FITNESS room, GAME ROOM
Rare - Luxury Penthouse Downtown Cleveland
Modern, sleek kitchen with stainless steel accents.

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 SAR 1,539
SAR 2,399 total
includes taxes & fees
27 Jan - 28 Jan
Rare - Luxury Penthouse Downtown Cleveland
Nice Apartment next to Christmas Story House
179375a2 88f9 417a 96cf 5ebfc6c84240

Nice Apartment next to Christmas Story House

9.6 out of 10, Exceptional, (14)
"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 SAR 176
SAR 493 total
includes taxes & fees
13 Jan - 14 Jan
Nice Apartment next to Christmas Story House
Downtown Sq: Stadium, Casino, Rock Hall, 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 SAR 198
SAR 499 total
includes taxes & fees
13 Jan - 14 Jan
Downtown Sq: Stadium, Casino, Rock Hall, Clinic
Center of Little Italy #1
Living area

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 "
Center of Little Italy #1
Downtown Sq: Stadium, Casino, Rock Hall, Clinic

Downtown Sq: Stadium, Casino, Rock Hall, Clinic

9.0 out of 10, Wonderful, (14)
"Great place to stay for an overnighter for a concert! Much better than paying almost as much for a single hotel room! Place was extremely clean and well-kept. Location was amazing! I’d only suggest a better coffee bar (but that’s just a personal preference ) and an easier check in process. Took longer than expected and lots of steps to checking in, but that’s to be expected when staying in a building with great security. Other than that… we loved everything!"
The price is SAR 221
SAR 521 total
includes taxes & fees
14 Jan - 15 Jan
Downtown Sq: Stadium, Casino, Rock Hall, Clinic
Private 2 Level Apartment with Hot Tub in Tremont
Living area

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 SAR 450
SAR 638 total
includes taxes & fees
19 Jan - 20 Jan
Private 2 Level Apartment with Hot Tub in Tremont
Downtown Sq: Stadium, Casino, Rock Hall, Clinic

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 SAR 221
SAR 521 total
includes taxes & fees
13 Jan - 14 Jan
Downtown Sq: Stadium, Casino, Rock Hall, Clinic
Downtown King Loft | Balcony | Free Parking

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 SAR 216
SAR 642 total
includes taxes & fees
12 Jan - 13 Jan
Downtown King Loft | Balcony | Free Parking
Playhouse Square: Downtown, Rock Hall, Clinic, CSU

Playhouse Square: Downtown, Rock Hall, Clinic, CSU

9.6 out of 10, Exceptional, (4)
"Was really lucky to find rhis place would typically stay in hotel but things have gotten out of hand price wise downtown. The location is as advertised. Convienent location just up from center of town but still within walking distance to everything."
The price is SAR 113
SAR 375 total
includes taxes & fees
12 Jan - 13 Jan
Playhouse Square: Downtown, Rock Hall, Clinic, CSU
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.
Don't see what you're looking for?
See all available properties in Chesterland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chesterland

The Abbey Apartments By Barsala
Exterior

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
Living area

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 SAR 297
SAR 1,254 total
includes taxes & fees
3 Feb - 4 Feb
CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
Outdoor dining

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

10.0 out of 10, Exceptional, (42)
"Wonderful place and area! Will come back!!!"
The price is SAR 465
SAR 808 total
includes taxes & fees
12 Jan - 13 Jan
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
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. CLE BNB Getaway ★ 15 Guests ★ Stunning Kitchen ★ Game Room ★ Big Fenced Yard: Located 19.6 mi/31.5 km away in Cleveland. WiFi and Smart TVs are included. Access to a game room is available on site. Rare - Luxury Penthouse Downtown Cleveland: It’s situated in Cleveland, 18.7 mi/30.1 km away. Includes free WiFi and Smart TVs. Nice Apartment next to Christmas Story House: 18.5 mi/29.7 km away in Cleveland. Private yards and separate dining areas are included. Downtown Sq: Stadium, Casino, Rock Hall, Clinic: Located in Cleveland, 18.5 mi/29.8 km from Chesterland. Includes fireplaces and sofa beds. 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 Berkshire Hill 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.