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Apartments in Chesterland

Sleek DT Cleveland Apt at City Club

3.0 star property
9.4 out of 10, Exceptional, (66)
"Great place to stay! Was near everything, super quiet and clean. Loved our stay here! "
Sleek DT Cleveland Apt at City Club

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

10.0 out of 10, Exceptional, (61)
"Great stay! Felt like a home away from home!"
The price is AED 455
AED 790 total
includes taxes & fees
30 Jul - 31 Jul
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!

Timeless Tremont-2 Bdrm near Downtown Cle

2.0 star property
9.8 out of 10, Exceptional, (22)
"I loved the stay it was very relaxing and it was in a great location "
The price is AED 349
AED 749 total
includes taxes & fees
18 Aug - 19 Aug
Timeless Tremont-2 Bdrm near Downtown Cle

Private 2 Level Apartment with Hot Tub in Tremont

9.4 out of 10, Exceptional, (26)
"I really liked the stay nice clean smelled like pine sole will be staying again.. i should have booked for more then one night"
The price is AED 459
AED 650 total
includes taxes & fees
28 Jul - 29 Jul
Private 2 Level Apartment with Hot Tub in Tremont

City View Suite Unit #6 -2 BR 1BA in serene Fairport Harbor

City View Suite Unit #6 -2 BR 1BA in serene Fairport Harbor

Cozy 1-bedroom apartment in the famous Little Italy neighborhood.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Clean, comfortable & cozy.We felt safe and their were plenty of shops and cafes within walking distance."
The price is AED 331
AED 514 total
includes taxes & fees
4 Aug - 5 Aug
Cozy 1-bedroom apartment in the famous Little Italy neighborhood.

Contemporary Coventry:1 bd w Fireplace. NEAR Case, Cle Clinic, UH, downtown!

9.2 out of 10, Wonderful, (42)
"I was in town just for a couple of days. It was a perfect place for me to stay."
The price is AED 294
AED 628 total
includes taxes & fees
13 Aug - 14 Aug
Contemporary Coventry:1 bd w Fireplace. NEAR Case, Cle Clinic, UH, downtown!

Sunfish Room

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great little place for a 2 day stay. I would definitely recommend "
The price is AED 459
AED 624 total
includes taxes & fees
24 Jul - 25 Jul
Sunfish Room

Cleveland Lofts

4.0 star property
8.0 out of 10, Very Good, (10)
"Great stay!"
Cleveland Lofts

Charming 1-bedroom apartment in a newly renovated historical building unit 205

10.0 out of 10, Exceptional, (1)
"Very spacious rooms and beautiful."
Charming 1-bedroom apartment in a newly renovated historical building unit 205

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

10.0 out of 10, Exceptional, (32)
"Lovely space, quiet, peaceful"
The price is AED 228
AED 412 total
includes taxes & fees
27 Jul - 28 Jul
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Cleveland Vibes: Modern 2 BDR Apartment Downtown

10.0 out of 10, Exceptional, (12)
"Had a really nice stay - unit was really comfortable and gets lots of light. Property management was very communicative and helpful. Nice, safe walkable neighborhood close to everything and had a little grocery store around the corner. Gym was nice for working out as well. "
Cleveland Vibes: Modern 2 BDR Apartment Downtown

Downtown King Loft | Free Parking

9.6 out of 10, Exceptional, (45)
"It was a very nice place!! It was very convenient and loved the underground parking!!! Would definitely recommend!!!!!"
The price is AED 266
AED 706 total
includes taxes & fees
30 Jul - 31 Jul
Downtown King Loft | Free Parking

Cozy CLE East- MINUTES from Clinic, UH, Case, Downtown, Edgewater

9.6 out of 10, Exceptional, (17)
"Great place"
The price is AED 349
AED 661 total
includes taxes & fees
27 Jul - 28 Jul
Cozy CLE East- MINUTES from Clinic, UH, Case, Downtown, Edgewater

Luxury High Rise | Downtown | Free Parking

10.0 out of 10, Exceptional, (3)
"We had a great time in Cleveland. The view from the unit was awesome. The location is great for a Guardians game or the Rock and Roll Hall of Fame. The host communication was great and timely."
Luxury High Rise | Downtown | Free Parking

Peaceful private apartment in the charming Hiram countryside

10.0 out of 10, Exceptional, (1)
"Our stay was a very pleasant one. This property is off the beaten path and very peaceful, yet it's only a few minutes from town. It truly has a home away from home feel, and I would absolutely stay here again. "
The price is AED 331
AED 686 total
includes taxes & fees
3 Aug - 4 Aug
Peaceful private apartment in the charming Hiram countryside

Spacious Downtown Cleveland Apt with Lake Views

10.0 out of 10, Exceptional, (8)
"The property was awesome - clean and perfectly situated for all we wanted to do. Will definitely book during Browns season. "
The price is AED 363
AED 873 total
includes taxes & fees
30 Jul - 31 Jul
Spacious Downtown Cleveland Apt with Lake Views

Quaint 2BR in Historical Little Italy

2.0 star property
8.6 out of 10, Excellent, (9)
"Was a great location with off-street parking, which is hard to find in the area. Super clean with plenty of room. Very responsive communicator. Would stay again next time in town."
The price is AED 347
AED 567 total
includes taxes & fees
28 Jul - 29 Jul
Quaint 2BR in Historical Little Italy

CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

8.8 out of 10, Excellent, (37)
"Very nice place. Convenient to many things to do in Cleveland. "
The price is AED 231
AED 470 total
includes taxes & fees
5 Aug - 6 Aug
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

Enjoy this historic charming spacious clean One-bedroom Apartment. Pet Friendly

6.0 out of 10, (20)
"Classic Cleveland Hts. apartment- spacious, solid. Had everything we needed and questions were answered promptly ~ Thanks! "
The price is AED 202
AED 457 total
includes taxes & fees
24 Jul - 25 Jul
Enjoy this historic charming spacious clean One-bedroom Apartment. Pet Friendly
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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Top Chesterland Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Chesterland?
You might not have many choices centrally in Chesterland, but Expedia can help you find accommodations in the 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 even filter by similar properties such as condos, vacation homes, or cottages. While in the region, visit favorite places like Progressive Field.
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?
Below you'll find a popular apartment in the area: Sleek DT Cleveland Apt at City Club: Located in Cleveland, 18.1 mi/29.2 km from the heart of Chesterland. Includes free WiFi and Smart TVs. Free parking and concierge services are 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, Fowler's Mill Golf Course and Alpine Valley 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.