Photo by Monica Ferro

Search and Rent Countryside Condos

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    one key illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 284 Condo Rentals in Countryside with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (94)
"Check in was a breeze, parking the first night was difficult to find on the street. However, I asked Sam and I got answers! Gave me app to open the garage. Amazing! Plus told me to use an app to find parking around the city. Amazingly helpful! The accommodations were clean and so comfortable. The L is very close just a block a way. The little bit of noise you hear from the train was dulled by curtains and sound machines. Very thoughtful! I would definitely stay here again when I am in the city. "
Stunning 3 BR in prime Chicago location
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (176)
"Beautiful, well appointed condo! Very clean, comfortable, and well stocked. Luxurious! Great for entertaining. Lovely view. Host is very accessible and nice."
NEW LUXURY PENTHOUSE CONDO
Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Interior

Historic Gold Coast Condo - Half Block From Beach & Major Attractions

Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Urban Chicago Vacation Rental Condo Near Beach!
Beach nearby

Urban Chicago Vacation Rental Condo Near Beach!

9.2 out of 10, Wonderful, (18)
"The property was just as advertised. Street parking was not a problem. Had some issues with the window blinds, but the property owners were quick to respond to our concern. "
Urban Chicago Vacation Rental Condo Near Beach!
Experience Chicago living near United Center -
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center -

9.2 out of 10, Wonderful, (24)
"overall place is good, the only bad thing is the location!"
Experience Chicago living near United Center -
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Exterior

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (32)
"Very Nice would definitely stay again "
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
2 bedrooms, iron/ironing board, WiFi, bed sheets

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

10.0 out of 10, Exceptional, (24)
"Two night stay. Arrived day late though so actually one night stay.As add says, parking tight. We found parking garage on Clark st and used Uber. Very convenient. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
Classic Lincoln Park 2 bedroom condo- parking included
Point of interest

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (67)
"Great location! The cutest bookstore, hangout bar next door. Easy to get to downtown, navy pier and other attractions. "
Classic Lincoln Park 2 bedroom condo- parking included
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Miscellaneous

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.4 out of 10, Exceptional, (30)
"3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! "
3BR Modern Condo near Wrigley/Dwtn +Free Parking
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Exterior

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment

10.0 out of 10, Exceptional, (105)
"We stayed for a Cubs game and the home did NOT disappoint. It was BETTER than we expected. The place is completed remodeled and really nice! The mattresses were super comfy, access was easy, and the TV had apple TV. The neighborhood is super safe and has lots of stores (coffee esp) within walking distance. I highly rec this VRBO! "
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Wrigleyville Inn - Garden Unit
Fridge, microwave, oven, stovetop

Wrigleyville Inn - Garden Unit

10.0 out of 10, Exceptional, (26)
"Really nice facility, and the management team made it so effortless! Comfortable and great location for Wrigley Field experience! If we come back, first on the list!"
Wrigleyville Inn - Garden Unit
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.2 out of 10, Wonderful, (15)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center
Gorgeous 3BR River North Condo - Free Parking
Fridge, microwave, oven, stovetop

Gorgeous 3BR River North Condo - Free Parking

10.0 out of 10, Exceptional, (13)
"We had an absolutely amazing experience at this property! From the moment we arrived, everything exceeded our expectations. The home was spotless, beautifully decorated, and stocked with everything —from a fully equipped kitchen to cozy linens and thoughtful extras(coffee and tea).The location was ideal—close enough to great restaurants, shops, and attractions. We would return in a heartbeat and highly recommend this place to anyone looking for a top-notch stay."
Gorgeous 3BR River North Condo - Free Parking
Modern Living 1BR in Warrenville
Classic Condo | Private kitchen | Microwave, oven, stovetop, coffee/tea maker

Modern Living 1BR in Warrenville

3.0 star property
8.4 out of 10, Very Good, (6)
"When I booked, they gave strict instructions on where to park, that there was a dedicated parking spot for this unit, even provided a video. Arrived around 9:30pm and no parking spots avail except for opposite end of the building about a 4 block walk. Not safe to walk that far, carrying bags at night. Then customer service asked me to use a parking app to park offsite that would have been further away and would have had to take a rideshare. If I would have known that in advance I would have...
Modern Living 1BR in Warrenville
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (158)
"It was an amazing weekend with family and friends. The space was perfect for the occasion. Enough space for everyone to be comfortable. The open concept was everything!! I’ll definitely rent again!"
NEW LUXURY CONDO WITH PATIO DECK
Chic Urban Retreat Near Wrigley Field w/Parking
Miscellaneous

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (14)
"Beautiful place ! Walking distance food and fun places . Parking was great .The host checked on us toMake sure everything was fine and that we were comfortable . Would stay there again ."
The price is $447
includes taxes & fees
$440 per night
May 4 - May 5
Chic Urban Retreat Near Wrigley Field w/Parking
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Smart TV, fireplace, printers

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

10.0 out of 10, Exceptional, (91)
"The place was great and the location is absolutely perfect. The property owners were prompt with responses to questions. We would definitely recommend this property and will most likely rent it again. Thank you for a great place to stay."
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Fridge, microwave, oven, dishwasher

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (25)
"The place was super nice, very clean, and quiet. It was perfectly located for our needs. We were visiting my daughter and brand new granddaughter, and hope to make it our new home away from home when we visit."
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Chicago Condo: Near Lincoln Park & DePaul!
Fridge, microwave, stovetop, coffee/tea maker

Chicago Condo: Near Lincoln Park & DePaul!

9.6 out of 10, Exceptional, (8)
"You can't beat the location, the street is lovely and quiet and close to public transit, Lincoln Park, shopping, etc. The condo is small but well appointed and clean. (There wasn't soap/shampoos so pack accordingly : )). Overall a lovely place in a great location. "
Chicago Condo: Near Lincoln Park & DePaul!
Spacious Wicker Park Hideaway with Parking!
Fridge, microwave, oven, stovetop

Spacious Wicker Park Hideaway with Parking!

8.6 out of 10, Excellent, (7)
"We had an amazing time in Chicago! Communication was great, and getting in the apartment was just as described. It was amazing to have a parking spot along with our apartment. We were within 10-15 minute walking distance of so many stores and restaurants. We will definitely revisit! "
Spacious Wicker Park Hideaway with Parking!
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 Countryside
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 Countryside

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (737)
"Wonderful stay, beautiful views, spacious and clean!"
The price is $188
includes taxes & fees
$160 per night
May 1 - May 2
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (484)
"Good place"
The price is $132
includes taxes & fees
$112 per night
May 26 - May 27
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (277)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is $152
includes taxes & fees
$129 per night
May 26 - May 27
Sonder Market Hall
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

Why book your condo in Countryside with Expedia?
We think that getaways should be a walk in the park, so if you’re seeking condos at an affordable price, Expedia has you covered. Keep costs down and choose something small and affordable, or splurge on a luxury condo and treat your loved ones. Use our convenient search filters to lock in a stay in Countryside that suits your needs.
How can I find cheap condos in Countryside?
The easiest way to get cheap condos in Countryside is with Expedia’s filter tool. Fine-tune your search results by budget, star rating and amenities to discover unbeatable deals in just a few keystrokes.