Photo by Monica Ferro

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Our top choices for Countryside apartments

9.6 out of 10, Exceptional, (14)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is AED 290
AED 756 total
includes taxes & fees
16 Dec - 17 Dec
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in Downtown Chicago

Gold Coast Living: Modern Studio Unit
10.0 out of 10, Exceptional, (4)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is AED 253
AED 608 total
includes taxes & fees
1 Jan - 2 January 2026
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AED 231
AED 619 total
includes taxes & fees
1 Jan - 2 January 2026
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is AED 231
AED 619 total
includes taxes & fees
4 Jan - 5 January 2026
West Loop Living – Bright 1BR
2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing accommodation"
United States
Jiri N.
The price is AED 503
AED 1,358 total
includes taxes & fees
22 Dec - 23 Dec
Modern West Loop Gem-City Views & Prime Location 4

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AED 231
AED 619 total
includes taxes & fees
6 Jan - 7 January 2026
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is AED 231
AED 619 total
includes taxes & fees
1 Jan - 2 January 2026
Stylish 1BR in West Loop
2.0 star property
The price is AED 455
AED 1,267 total
includes taxes & fees
4 Jan - 5 January 2026
Downtown Chicago Stay with Free In & Out Parking 3

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very Good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is AED 231
AED 619 total
includes taxes & fees
1 Jan - 2 January 2026
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

Your Chicago get Away
8.4 out of 10, Very Good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is AED 660
AED 1,422 total
includes taxes & fees
15 Dec - 16 Dec
Your Chicago get Away
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is AED 488
AED 1,317 total
includes taxes & fees
27 Dec - 28 Dec
River North Rooftop With In and Out Parking 1

Apartment in Downtown Chicago

South Loop Rooftop With In & Out Parking 1
9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
The price is AED 386
AED 1,176 total
includes taxes & fees
8 Jan - 9 January 2026
South Loop Rooftop With In & Out Parking 1
10.0 out of 10, Exceptional, (8)
"Great stay. Very clean. Comfortable beds. Great location "
United States
shannon u.
The price is AED 2,310
AED 4,129 total
includes taxes & fees
18 Dec - 19 Dec
Spacious 4BR Central Apartment w/ Skyline Views

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is AED 231
AED 619 total
includes taxes & fees
4 Jan - 5 January 2026
Sleek 1BR Apt w/ Laundry

Apartment in Downtown Chicago

Complete 1BR Home Sum
The price is AED 231
AED 619 total
includes taxes & fees
1 Jan - 2 January 2026
Complete 1BR Home Sum
2.0 star property
10.0 out of 10, Exceptional, (1)
"The host communicated everything very well. The short videos sent giving info about all the things you'd need to know were super helpful!"
United States
Laurie A.
The price is AED 551
AED 1,426 total
includes taxes & fees
18 Dec - 19 Dec
Modern West Loop Gem-City Views & Prime Location 3
2.0 star property
8.0 out of 10, Very Good, (1)
"Great location, plenty of space and clean home. "
United States
Brittany T.
The price is AED 499
AED 1,353 total
includes taxes & fees
29 Dec - 30 Dec
Modern West Loop Gem-City Views & Prime Location 5
9.4 out of 10, Exceptional, (3)
"All the necessities with no personal touches. Keys from lockbox to open second door were not needed as the second door is always open. Impeccable communication with host. Great location, close to restaurants and train to Millennium Station. Coffee service was excellent, just be sure to find extra pouches in cabinet. Bathtub faucet could not be turned far enough to prevent leaking. TV remote not great and I couldn’t get CNN or MSNBC. I’d stay here again. "
United States
lost whale press
The price is AED 231
AED 674 total
includes taxes & fees
22 Dec - 23 Dec
Explore Hyde Park: 2BR Apt on Blackstone Ave
2.0 star property
10.0 out of 10, Exceptional, (2)
"Apartment was clean and nice. Nice to have off street parking and the hosts were quick to respond. "
United States
Erik R.
The price is AED 617
AED 1,512 total
includes taxes & fees
30 Dec - 31 Dec
Modern West Loop Gem-City Views & Prime Location 2
2.0 star property
Downtown Chicago Stay with Free In & Out Parking 5
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 Countryside Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Countryside?
There are plenty of places to stay with in the larger Chicago area, with 5567 hotels and accommodations including 1713 apartments. You might want to visit the area's shops and enjoy its restaurants. Visit top places in the surrounding region such as Michigan Avenue and Wrigley Field.
Why should you consider an apartment over a traditional hotel room?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, but also for families who want the conveniences of home.
What can I expect from the weather in Countryside?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Countryside. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Countryside is 49 inches.
What should I see and do in Countryside?
Countryside is known for its restaurants and shops. Explore the area and cultural attractions such as Graue Mill and Museum, or visit a family-friendly sight such as Childrens Museum of Oak Lawn. In the larger area, you'll find popular places like Michigan Avenue and Wrigley Field.
What's the best way to get to and around Countryside?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 7.3 mi (11.8 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 14.6 mi (23.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.