Vacation rental apartments in Chicago
Book downtown vacation rental apartments, houses, and more on Airbnb
Top-rated apartments in Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
Dine by the natural wood breakfast bar or on the rooftop deck. This classy loft boasts open-plan living, exposed brickwork and stunning artwork. Check out our other available listings within the same building by clicking below on our host profile.
“The place was super clean. Literally the cleanest airbnb I’ve ever stayed at. Super easy to check in and out. The hosts were also easy to get in contact with and they made sure to check in to see if everything was fine after we arrived. Would definitely stay again!”
This amazing apartment is located in the Little Village community in Chicago. Little Village is the heart of the Mexican community because it's vivid representation of the Mexican culture. In addition, the apartment is close to two Chicago parks where you can enjoy a walk or a bike ride.
“Paul’s place was beautiful! My husband and I loved the neighborhood, and had a wonderful stay. Everything was exceptional. Can’t wait to stay again next time we return to Chicago! We miss our feline friend Abu already!”
Awaken in a comfy queen size bed, ready to explore nearby attractions. Everything needed is readily at hand in this cozy space. Start the day with a quick breakfast in a compact kitchen, then refresh under a rain shower in a gleaming white bathroom. Please note that this unit is located above a late night bar, which may add to the charm of it for some but may also pose to be a noise nuisance for light sleepers. We encourage you to read the reviews of past guests to make an informed decision.
“My husband and I traveled to Chicago for a quick getaway and we LOVED this cute studio! It was in a convient location across the street from the metro and a few minutes walk to the lake. The space was SUPER clean, styled modernly, and check in/ out was very quick! The hosts make you feel very comfortable yet give you plenty of space. Already talking about coming back to Chicago and staying here again! HIGHLY RECOMMEND.”
Learn more about Chicago
What types of vacation rentals are available in Chicago?
What types of vacation rentals are available in Chicago?
- Apartments (4,696 rentals)
- Houses (1,150 rentals)
- Guest suites (242 rentals)
Are there apartments with WiFi?
Are there apartments with WiFi?
What area should I stay in when traveling to Chicago?
What area should I stay in when traveling to Chicago?
- Lakeview (418 rentals)
- Logan Square (340 rentals)
- River North (325 rentals)
- Loop (306 rentals)
- Lincoln Park (258 rentals)
What are the top attractions in Chicago?
What are the top attractions in Chicago?
- The Art Institute of Chicago (363 rentals)
- Lincoln Park (138 rentals)
- Wrigley Field (750 rentals)
- Navy Pier (99 rentals)
- Field Museum of Natural History (144 rentals)
What are some kid-friendly activities in Chicago?
What are some kid-friendly activities in Chicago?
- Lincoln Park
- Wrigley Field
- Shedd Aquarium
- Field Museum of Natural History
- Museum of Science and Industry
What are the top places to eat in Chicago?
What are the top places to eat in Chicago?
- Big Star
- Longman & Eagle
- Revolution Brewing
- Parson's Chicken & Fish
- Au Cheval