Photo by Monica Ferro

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Compare 1661 Apartments in Countryside with updated reviews, rates, and availability.

1F Chicago's Little italy Graystone nearDowntown
Enjoy the Linden trees from the sunny bay window.
1F Chicago's Little italy Graystone nearDowntown
10.0 out of 10, Exceptional, (116)
"We had the best long weekend at John’s! The property is in such a beautiful neighborhood, we walked to multiple restaurants and coffee shops. Uber rides are short and easy to all the fun touristy things to do in Chicago! Check out is an absolute breeze. We highly recommend his home and we will be back!!! "
1F Chicago's Little italy Graystone nearDowntown
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Open Concept Living Room
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (210)
"Stayed here while visiting Chicago to see a concert at the united center. It was a very clean and nicely stocked place. Commincationnwaa easy and simple. Four bedrooms nice and coZy!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Living area
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
9.4 out of 10, Exceptional, (10)
"Place is what was advertised. It was everything i needed. It was 5 mins from family. Parking in yard was great! Host called to check on us!! He was very responsive before arriving and after!! Would stay again. "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Charming Chicago Retreat with Modern Comforts - Spa Bath
Outdoor dining
Charming Chicago Retreat with Modern Comforts - Spa Bath
9.8 out of 10, Exceptional, (19)
"Stayed 3 nights to explore the Logan Square area. Listing was just like the pictures and there was plenty of space for 2. Property manager was very quick to respond to questions and we had no trouble accessing the parking. Would absolutely stay again. "
Charming Chicago Retreat with Modern Comforts - Spa Bath
New Garden Studio near Wrigley/DePaul/Dwtn
New Garden Studio near Wrigley/DePaul/Dwtn
9.6 out of 10, Exceptional, (7)
"All good"
New Garden Studio near Wrigley/DePaul/Dwtn
Beautiful apartment in peaceful Elk Grove
Lobby
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Clarendon Hills Garden
Room
Clarendon Hills Garden
10.0 out of 10, Exceptional, (2)
"Very clean for being in the basement. Great for the price we got it at! Felt very safe in it's location within a beautiful neighborhood with sidewalks. Walked to the market apx 15 min walk there. There were a TON of LOUD cicadas which was a little eek but I believe that only happens every 17 years? Would of been nice to have a wall separating unit stays instead of just a door. Wasn't sure if someone could come down stairs from the upstairs that wasn't part of our rental. over all though we had a...
The price is AED 184
AED 425 total
includes taxes & fees
18 Nov - 19 Nov
Clarendon Hills Garden
Cozy modern unit w/ easy access to downtown Chi
Living area
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (33)
"Clean, exactly as described and reasonably priced. Also a great location to access public transit & lots of restaurants nearby. Had a great stay!"
Cozy modern unit w/ easy access to downtown Chi
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Private kitchen
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
10.0 out of 10, Exceptional, (163)
"The location is close to the bus, and then easy to the Metro. It was about a 40ish min travel to the Art Institute when we were there. Roscoe Village is picturesque. There is a Starbucks at the end of the street if you want your pumpkin spice latte, but they've also got plenty of local talent- the owner of Rudy's Bakery (try the butter cookies YUM!!)-was lovely. There were plenty of other places--we just didn't have time! We arrived on Halloween; the entire neighborhood came out on their front...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Chic & Historic Apartment Steps from Mag Mile
Living area
Chic & Historic Apartment Steps from Mag Mile
9.8 out of 10, Exceptional, (24)
"This property was perfect for our weekend in Chicago. The surrounding area was cute and had lots of restaurant options. We were in town for the marathon so I appreciated being close by to a grocery store and the red line. The stop to the red line was a short walk and made getting to the start line a breeze."
Chic & Historic Apartment Steps from Mag Mile
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Living area
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.4 out of 10, Exceptional, (10)
"Denise could not have been a more gracious host. The apartment is super clean and comfortable. It's proximity to the train and great food made our short trip that much better. We hope to return! "
The price is AED 208
AED 352 total
includes taxes & fees
23 Nov - 24 Nov
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Living Room / Dining Room with Fully stocked kitchen
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
10.0 out of 10, Exceptional, (12)
"I had an amazing stay! The place was exactly as described—spotlessly clean, beautifully decorated, and super comfortable. The host was incredibly welcoming and provided excellent local recommendations. The location was perfect, with easy access to restaurants and attractions. I couldn’t have asked for a better experience. I’ll definitely be back!"
Cozy, Beautiful Downtown Unit CHI in Prime River North Location near Mag Mile -
Wrigley/Southport Corridor Garden Oasis +parking!
Living area
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (64)
"The location and cleanliness are what impressed us the most. Very neat and tidy and well supplied. A couple of suggestions: 1. replace the area rug in the living room. It was very dirty and cheap looking. It didn't reflect the overall cleanliness of the property. 2. A cozy blanket would have been appreciated. (remove the flimsy knit throw on the bed.) 3. Add a least 2 bed pillows that aren't so flat/flimsy. Overall, this place was impressive and we have already recommended it to other family...
Wrigley/Southport Corridor Garden Oasis +parking!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Private kitchen
Chic, Cozy home, by Blue Line Train Stop + Free parking
9.6 out of 10, Exceptional, (33)
"The house & the apartment were very clean & cute. Neighborhood was nice & felt safe. My only complaints were that we would’ve liked more than 2 bath towels for two people for 3 days. Also, it was very warm in the apartment (no air conditioning), but who could’ve known it would be 80 degrees in mid-October. Thank goodness there was one fan provided."
Chic, Cozy home, by Blue Line Train Stop + Free parking
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Bright, open-concept living space and kitchen
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
8.0 out of 10, Very Good, (10)
"10 min walk from nearest train station"
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Walk to Wrigley Field/Monthly Discounts Available
Panoramic view of Living room with 50 inch flatscreen TV!
Walk to Wrigley Field/Monthly Discounts Available
9.6 out of 10, Exceptional, (121)
"The location is great. Down the block from the ball park. All kinds of restaurants within walking distance. Quick uber rides to anywhere else you want to go. Across from the Metro. I found some new artist I would like to see from reading their names on the Metro billboard and looking them up. My husband loved the built in cabinets and the original woodwork. "
Walk to Wrigley Field/Monthly Discounts Available
Oak Park Queen
Interior
Oak Park Queen
9.2 out of 10, Wonderful, (9)
"I was mostly confused about how to go about checking in so i had to call. We were told we would get an email soon telling us everything we needed to know which is fine, but we didnt know that till almost check in time. A minor inconvenience but not serious. Loved the area!"
The price is AED 496
AED 942 total
includes taxes & fees
11 Nov - 12 Nov
Oak Park Queen
Sunny Coach House in Historic Oak Park
Living area
Sunny Coach House in Historic Oak Park
9.8 out of 10, Exceptional, (47)
"Hosts were great place check on easy! Would stay again."
Sunny Coach House in Historic Oak Park
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Living room offers comfortable chair, loveseat and a sofa that turns into a bed.
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.6 out of 10, Exceptional, (70)
"Booked this place for my family who visited for my wedding. Everything was clean and just as described. The location was super easy to find and instructions were clear. Good location close to Downtown Oak Park and close enough to talk to the train station if needed. Ali was very nice and available via message. Thank you so much!!"
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Breathtaking Downtown Penthouse B - Sleeps 11
Breathtaking Downtown Penthouse B - Sleeps 11
8.6 out of 10, Excellent, (17)
"Roof deck was great. Awesome location. Would stay there again"
Breathtaking Downtown Penthouse B - Sleeps 11
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 Countryside

Sentral Michigan Avenue
Garden
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (582)
"Everything was great!"
The price is AED 459
AED 647 total
includes taxes & fees
24 Nov - 25 Nov
Sentral Michigan Avenue
Sonder Market Hall
Living area
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (199)
"Amazing and cant wait to stay here again!!"
The price is AED 259
AED 304 total
includes taxes & fees
3 Dec - 4 Dec
Sonder Market Hall
Sonder South Wabash
Living area
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (387)
"The apartment was nice. Maybe put a full length mirror in one of the bathrooms….when woman go out they want to look at themselves dressed up for an evening out. "
The price is AED 474
AED 556 total
includes taxes & fees
8 Dec - 9 Dec
Sonder South Wabash
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 Countryside?
There are plenty of places to stay with in the larger Chicago area, with 4653 hotels and accommodations including 2230 apartments. You might want to visit the area’s shops and enjoy its restaurants. Visit top places in the surrounding region such as Soldier Field and Grant Park.
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's the top apartment for a stay in Countryside?
Listed below are some of the top apartments in the area to choose from: Wrigley/Southport Corridor Garden Oasis +parking!: It’s situated in Chicago, 16.7 mi/26.9 km away. Includes Smart TVs. Chic & Historic Apartment Steps from Mag Mile: 16.1 mi/25.9 km away in Chicago.
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 Art Institute of Chicago, or visit a family-friendly sight such as Galloping Ghost. In the larger area, you’ll find popular places like Soldier Field and Grant Park.
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.