Photo by Monica Ferro

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Compare 245 Condo Rentals in Countryside with updated reviews, rates, and availability.

Exterior
Spacious 3BRCondo near Wrigley/Dtwn +FreeParking
10.0 out of 10, Exceptional, (14)
"Fabulous location. Place was very clean and exactly as pictured. Host was very fast to respond to inquiries. Definitely recommend"
Spacious 3BRCondo near Wrigley/Dtwn +FreeParking
Private kitchen
Executive Versace Suite Downtown Chicago
10.0 out of 10, Exceptional, (6)
"good location, easy process."
Executive Versace Suite Downtown Chicago
Interior
10 min walk to Stevenson Convention Center
10.0 out of 10, Exceptional, (1)
"I was attending a conference at the Donald Stephens Convention Center and this location was very convenient to both the event and numerous food/shopping options. Worked out very well and the property manager was easy to communicate with through the process."
10 min walk to Stevenson Convention Center
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Fridge, microwave, oven, stovetop
NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (125)
"This was our second time booking and our experience was as great as the first time. It is a convenient location to many areas around Ukraine Village. Love the space and immaculate condo. As a suggestion if you enjoy cooking bring your own spices and oil. They have everything in reference to dish ware, knives, pots/pans and glasses/cups. It was my birthday weekend and the host had a special gift for me. Very thoughtful!"
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop
Brilliant Downtown Chicago 3-Bedroom Condominium
10.0 out of 10, Exceptional, (34)
"We found the home to be comfortable and convenient. Its a small thing, but I loved that they had a few boxes of Kleenex as few VRBOs do! It was perfect for our group."
Brilliant Downtown Chicago 3-Bedroom Condominium
Fridge, microwave, oven, stovetop
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
10.0 out of 10, Exceptional, (12)
"Mark is a terrific owner. His property is immaculately clean and kept. He provides everything you could possibly need. Comfy beds, nice linens, fully appointed kitchen. Really lovely decor. Centrally located in Skokie with a designated parking spot."
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
TV, books
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway by RedAwning
10.0 out of 10, Exceptional, (13)
"Wonderful accomodation for a weekend in Chicago. Very clean, great amenities. Thoughtful instructions for checkin. Would definitely consider staying here again."
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway by RedAwning
Property grounds
Downtown Penthouse +Parking, Gym, Private Patio, Pool
10.0 out of 10, Exceptional, (3)
"Best 2 level vacation penthouse suite in Chicago"
Downtown Penthouse +Parking, Gym, Private Patio, Pool
Fridge, microwave, oven, stovetop
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
10.0 out of 10, Exceptional, (16)
"Very nice place"
The price is $135
$268 total
includes taxes & fees
May 23 - May 24
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Pool
3BR Modern Condo near Wrigley/Dwtn +Free Parking
9.8 out of 10, Exceptional, (9)
"This property looks like it does in the photos. Plenty of space to spread out, clean and updated, and well outfitted with furniture and kitchen supplies. This house was closer to everything we wanted to do than we had thought. Plenty of good restaurants in the immediate neighborhood and easy access to affordable public transportation if you want to go downtown or to the museum campus. This house is on a main thoroughfare in the neighborhood so it can get a little noisy with the traffic, but it...
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Fridge, microwave, oven, stovetop
Stunning 3 BR in prime Chicago location
9.8 out of 10, Exceptional, (45)
"This place is in a great location in Chicago! Plenty of space and a fun main area, brought me back to when i lived in Chicago - would definitely book this place again!!"
Stunning 3 BR in prime Chicago location
Exterior
Parking included and longer stays encouraged in Lincoln Park
9.8 out of 10, Exceptional, (49)
"Spent 4 nights around my nieces’ graduation. We had a wonderful time and the location is great. There were restaurants all around us and we even had time for massage (8 min walking away) and a hair cut (3 min. away). Near Whole Foods and much more. Would recommend highly."
Parking included and longer stays encouraged in Lincoln Park
Beach nearby
Pet-Friendly Urban Chicago Vacation Rental Condo
9.8 out of 10, Exceptional, (6)
"Great and very clean place for our daughter’s graduation week."
Pet-Friendly Urban Chicago Vacation Rental Condo
Private kitchen | Fridge, microwave, oven, stovetop
The Upscale Getaway Near Downtown
9.8 out of 10, Exceptional, (72)
"The property worked great for our stay in Chicago."
The Upscale Getaway Near Downtown
Exterior
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (178)
"Beautiful and spacious unit with everything you could ask for. There were 5 of us and we had plenty of space to spread out and be comfortable. Great hospitality and Ross met us for checkin even though our flight had been delayed. Wonderful location and within walking distance of restaurants, shops and the CTA station (Howard). Would definitely stay again."
Walking distance to restaurants, shops and Lake Michigan,
Smart TV, books
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (7)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Property grounds
Hidden East Village Gem
9.6 out of 10, Exceptional, (20)
"This was a great place in a great neighborhood. A little problem with the locks but handyman was called and problem resolved in about an hour and a half."
Hidden East Village Gem
Interior
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
9.6 out of 10, Exceptional, (24)
"Perfect location, especially with a younger child to be able to walk to all the museums. Beautiful view. Surprisingly quiet apartment. Streets are a bit loud if you go to sleep early, which is expected, but if you turn on the a/c it helps drown it out until it quiets down a bit later. Super close to all trains which was ideal for us. We walked down the strip and also to chinatown and it was a beautiful. Apartment people were super friendly. Conveniently close to trader joes across the street if...
Downtown Park VIEWS Mich Ave, Museums 2bd/2ba
Fridge, microwave, oven, dishwasher
Centrally Located Swedish Design Andersonville 2bd by RedAwning
9.6 out of 10, Exceptional, (12)
"Please add instructions for the coffee maker. Grateful for the granola bars and tea selection! Plenty of on street parking. Go to “de floured” one block away for best pastries!! You’ll never know they are gluten free!"
Centrally Located Swedish Design Andersonville 2bd by RedAwning
Fridge, microwave, oven, stovetop
3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
9.6 out of 10, Exceptional, (24)
"Great VRBO. A wonderful. weekend in Chicago with family to celebrate my daughters graduation from IIT."
3 #3B - Modern 3 bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Don't see what you're looking for?
See all available properties in Countryside
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.

Other property types in Countryside

Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (406)
"The check in was flawless and got to an impecable room."
The price is $159
$216 total
includes taxes & fees
May 27 - May 28
Sentral Michigan Avenue
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (231)
"The room was very clean and nice. A great option for downtown Chicago"
Kasa Magnificent Mile Chicago
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (298)
"What a nice surprise. First time I have used Sonder. But will not be the last. Great value for the money. "
The price is $182
$214 total
includes taxes & fees
Jun 4 - Jun 5
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.

Countryside Condo Rentals information

Number of reviews
519
Accommodation
245 Condo Rentals
Lowest Price
$269
Highest Price
$269

Frequently asked questions

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How can I find cheap condos in Countryside?
Expedia can help you track down cheap condos in Countryside. To reserve a superb stay in a few quick clicks, try out the filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Countryside near my condo?
There are tons of fantastic things to do in Countryside. Don’t miss leading attractions like Brookfield Zoo, Galloping Ghost and Madison Street Theatre. Lizzadro Museum of Lapidary Art, Gregg House Museum and Childrens Museum of Oak Lawn are also on many to-do lists.

Recent reviews of Countryside hotels
Expedia verified reviews

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

5/5 Excellent
"Buena Ubicación "
A verified traveler from Fajardo stayed at Aloft Chicago Mag Mile
Posted 7 hours ago
Aloft Chicago Mag Mile