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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.

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.

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)

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
R511 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Self check in self checkout near downtown Chicago
R485 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Historic campus U of C Prof. mansion, top location
R2,252 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Little Farm in the City of Chicago, the Green Room
R901 ZAR per night
  1. Private room
  2. Chicago
Prime Brand New House Perfect for your stay R2
R450 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Little Farm in the City Back Bedroom
R450 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Room for solo traveler near midway airport suite B
R360 ZAR per night
SUPERHOST
  1. Private room
  2. Willow Springs
Catmandu 2
R601 ZAR per night
  1. Private room
  2. Chicago
Your Fantastic Futon! 1st Floor TV room with locks
R345 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
9 min to downtown Chicago, 5min to Chinatown
R493 ZAR per night
  1. Shared room
  2. Maywood
The Maywood Manor: Shared Room 6, Bed 1 (Queen)
R405 ZAR per night
  1. Private room
  2. Chicago
5min walk to UnivOfChgo. MODERN Luxe
R435 ZAR per night

Pet-friendly apartments

SUPERHOST
  1. Entire apartment
  2. Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
R1,411 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Chicago
Large High-Class Apt Near Beach w/ Free Parking!
R2,132 ZAR per night
  1. Entire apartment
  2. Chicago
Shabbat Accommodations in Comfort
R804 ZAR per night
  1. Entire apartment
  2. Chicago
Ravenswood Manor, Sleeps 4! Close to El and Parks
R931 ZAR per night
  1. Entire apartment
  2. Chicago
Sophisticated, 2-BR Luxury Condo in Old Town
R1,563 ZAR per night
PLUS
  1. Entire apartment
  2. Chicago
Vintage Apartment in Century Home with Parking
R2,267 ZAR per night
  1. Entire apartment
  2. Chicago
Cozy Studio Apartment
R725 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Palos Hills
Aunt Linda's Apartment with a View in Palos
R1,336 ZAR per night
  1. Entire apartment
  2. Chicago
Top Floor Gem in Bucktown/Logan Square
R1,004 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Casa de Sueño/Private Bathroom/Near Train/Loyola
R547 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Chicago
Humboldt Hide Away
R1,276 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Chicago
The Hobbit Hole
R757 ZAR per night

Apartments with WiFi

  1. Private room
  2. Chicago
Hattie’s House
R526 ZAR per night
  1. Private room
  2. Chicago
First floor duplex w/private BR/BA, Ukrainian Vlg
R526 ZAR per night
SUPERHOST
  1. Private room
  2. Chicago
Cozy guest room 1 block from U of C
R300 ZAR per night
PLUS
  1. Entire apartment
  2. Chicago
Cozy and Stylish Studio with Free Parking in Irving Park
R837 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Oak Park
The Perfect 1 Bedroom Apartment!
R1,223 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Oak Park
Cosmopolitan nest in Oak Parks North Side
R781 ZAR per night
  1. Entire apartment
  2. Chicago
Entire Condo near Univ. of Chicago
R901 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Chicago
New REHAB - 2Bd/1Ba Lakeview/Boystown *CUBS*
R1,727 ZAR per night
  1. Entire apartment
  2. Chicago
Wicker Park: Newly-Furnished Nest Close To It All!
R1,276 ZAR per night
SUPERHOST
  1. Entire apartment
  2. Chicago
Charming Portage Park Roost Private 2 bed 1 bath
R481 ZAR per night
  1. Entire apartment
  2. Chicago
Large Studio l Located By Hollywood Beach
R905 ZAR per night
  1. Private room
  2. Chicago
Renting nice PRIVATE ROOM full size bed.
R450 ZAR per night

Nearby destinations