Sign up
Log in
Vacation rental apartments in Chicago

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.

Stylish, Shared Apartment for the Perfect Get Away
Private room · 2 guests · 1 bed · 1 shared bath

Stylish, Shared Apartment for the Perfect Get AwayThis 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.

From / night
Great location. Free parking. One night available
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bath

Great location. Free parking. One night availableGreat location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

From / night
Chicago chinatown great location（B） (中文房东）
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bath

Chicago chinatown great location（B） (中文房东）

From / night

Vacation rentals for every style

Get the amount of space that is right for you

  • Apartments
  • Houses
  • Guesthouses

Popular apartment amenities in Chicago

  • Wifi
  • Kitchen
  • Air conditioning
  • Free parking
  • Heating

Houses in Chicago

SUPERHOST
  1. Private room
  2. Chicago
The Red Room
SUPERHOST
  1. Private room
  2. Chicago
Self check in self checkout near downtown Chicago
SUPERHOST
  1. Private room
  2. Chicago
Historic campus U of C Prof. mansion, top location
SUPERHOST
  1. Private room
  2. Chicago
Little Farm in the City of Chicago, the Green Room
  1. Private room
  2. Chicago
Prime Brand New House Perfect for your stay R2
SUPERHOST
  1. Private room
  2. Chicago
Little Farm in the City Back Bedroom
SUPERHOST
  1. Private room
  2. Chicago
Room for solo traveler near midway airport suite B
  1. Private room
  2. Chicago
Your Fantastic Futon! 1st Floor TV room with locks
SUPERHOST
  1. Private room
  2. Chicago
Andersonville - Perfect location!
SUPERHOST
  1. Private room
  2. Chicago
9 min to downtown Chicago, 5min to Chinatown
  1. Private room
  2. Chicago
Great Affordable Room in Chicago Lincoln Square
  1. Private room
  2. Chicago
5min walk to UnivOfChgo. MODERN Luxe
Show all

Pet-friendly apartments

SUPERHOST
  1. Entire apartment
  2. Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
SUPERHOST
  1. Entire apartment
  2. Chicago
Large High-Class Apt Near Beach w/ Free Parking!
  1. Entire apartment
  2. Chicago
Shabbat Accommodations in Comfort
  1. Entire apartment
  2. Chicago
Sophisticated, 2-BR Luxury Condo in Old Town
PLUS
  1. Entire apartment
  2. Chicago
Vintage Apartment in Century Home with Parking
  1. Entire apartment
  2. Chicago
Cozy Studio Apartment
SUPERHOST
  1. Entire apartment
  2. Palos Hills
Aunt Linda's Apartment with a View in Palos
SUPERHOST
  1. Private room
  2. Chicago
Fantastic area, cozy bedroom in Andersonville
  1. Entire apartment
  2. Chicago
Top Floor Gem in Bucktown/Logan Square
SUPERHOST
  1. Private room
  2. Chicago
Casa de Sueño/Private Bathroom/Near Train/Loyola
SUPERHOST
  1. Entire apartment
  2. Chicago
Humboldt Hide Away
SUPERHOST
  1. Entire apartment
  2. Chicago
The Hobbit Hole
Show all

Apartments with WiFi

  1. Entire apartment
  2. Chicago
Wonderfully Spacious 2BR Lakefront apt w/ Lakeview
  1. Private room
  2. Chicago
Hattie’s House
SUPERHOST
  1. Entire apartment
  2. Chicago
Spacious, light-drenched studio-private entrance!
  1. Entire apartment
  2. Chicago
Deluxe Modern 2BR Apt 4min walk to UofC & Hospital
SUPERHOST
  1. Private room
  2. Chicago
Cozy guest room 1 block from U of C
  1. Private room
  2. Chicago
Nice PRIVATE ROOM, 1 Full bed. Shared bathroom.
SUPERHOST
  1. Entire apartment
  2. Oak Park
The Perfect 1 Bedroom Apartment!
SUPERHOST
  1. Entire apartment
  2. Oak Park
Cosmopolitan nest in Oak Parks North Side
SUPERHOST
  1. Entire apartment
  2. Chicago
Bridgeport Garden Apartment
  1. Entire apartment
  2. Chicago
Wicker Park: Newly-Furnished Nest Close To It All!
SUPERHOST
  1. Entire apartment
  2. Chicago
Charming Portage Park Roost Private 2 bed 1 bath
SUPERHOST
  1. Entire apartment
  2. Chicago
Vintage 3BR Apartment in Logan Square
Show all

Nearby destinations