
Apartment vacation rentals in Chicago
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Chicago
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago apartment rentals
Weekly apartment rentals

A Quiet Stay While You Are Away Oak Park

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

Lavish 2BR/2BA Loft I Next to Grant Park & Museums

A Whimsical Fairy-tale Loft in Ravenswood Chicago

Quirky Quarters at Wrigley

Garden on Warren

Andersonville Bicycle Studio

Colorful Bucktown Garden Apartment
Private apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

A Vintage Pink House in the Heart of Chicago

Cozy and Spacious! Logan Square Apartment

Penthouse Near Wrigley Field

Stylish 2BR stunner w/ unbeatable location

Stylish 2BR Andersonville — Walk to Lake & Cafés

Hancock Lookout|Steps to Beach&Transit, CHI Views

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Apartment rentals with a hot tub

Spacious Beautiful Condo

Top-Floor Oasis: 2BR in Heart of Fulton Market

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Modern 4BR Retreat in Vibrant West Town

Charming 1 BR Unit|1 FREE Parking& Laundry

2Bed 2Bath 15min to Wrigley with Parking& Balcony

Checkerboard Studio, Private Outdoor Hot Tub, Yard
Quick stats about apartment rentals in Chicago
Total rentals
6.4K properties
Total number of reviews
322K reviews
Family-friendly rentals
3.2K properties are a good fit for families
Pet-friendly rentals
2.3K properties allow pets
Rentals with a pool
860 properties have a pool
Rentals with dedicated workspaces
3.8K properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- St. Louis Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Platteville Vacation rentals
- Cincinnati Vacation rentals
- Southern Indiana Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Windsor Vacation rentals
- Lakehouse rentals Chicago
- Loft rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a patio Chicago
- Waterfront rentals Chicago
- Rentals with a sauna Chicago
- Private suite rentals Chicago
- Pet-friendly rentals Chicago
- Beachfront rentals Chicago
- House rentals Chicago
- Rentals with a home theater Chicago
- Rentals with outdoor seating Chicago
- Rentals with a washer and dryer Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with an accessible height bed Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Rentals with beach access Chicago
- Rentals with a balcony Chicago
- Family-friendly rentals Chicago
- Ski-in/ski-out rentals Chicago
- Townhouse rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with pools Chicago
- Rentals with lake access Chicago
- Rentals with an EV charger Chicago
- Serviced apartment rentals Chicago
- Smoking-friendly rentals Chicago
- Mansion rentals Chicago
- Boutique hotel rentals Chicago
- Bed and breakfasts Chicago
- Apartment rentals Cook County
- Apartment rentals Illinois
- Apartment rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Things to do Chicago
- Sightseeing Chicago
- Art and culture Chicago
- Food and drink Chicago
- Tours Chicago
- Entertainment Chicago
- Nature and outdoors Chicago
- Sports activities Chicago
- Things to do Cook County
- Sports activities Cook County
- Food and drink Cook County
- Entertainment Cook County
- Sightseeing Cook County
- Nature and outdoors Cook County
- Tours Cook County
- Art and culture Cook County
- Things to do Illinois
- Tours Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Nature and outdoors Illinois
- Food and drink Illinois
- Things to do United States
- Tours United States
- Entertainment United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States