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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.

Quiet Shared Garden Unit in Humboldt Park
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bath

Quiet Shared Garden Unit in Humboldt ParkTechnically a garden unit 2 steps below grade with full windows and good lighting throughout. Spacious kitchen and living/dining room shared with host. In the Humboldt Park neighborhood of Chicago just one block from the park with easy access to multiple bus lines and a short bus ride away from the train. Quiet residential street just a short bus ride from the hopping Logan Square and Wicker Park neighborhoods. I am available on site and willing to interact as much or little as you would like.

Charming Portage Park Roost Private 2 bed 1 bath
SUPERHOST
Entire apartment · 4 guests · 2 beds · 1 bath

Charming Portage Park Roost Private 2 bed 1 bathAre you looking to explore Chicago but have a quiet place to retreat to after a day well spent? Our cozy roost in the Portage Park neighborhood is just that. This private in law suite is recently remodeled and full of whimsical decor and all of the creature comforts of a hotel or your home. Have a special request? Just ask! Whether you are looking to stay for awhile or just a day, this suite will be sure to put the cherry on top of your visit to Chicagoland. This is a no smoking property.

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

The Red Room
SUPERHOSTPrivate room
The Red Room
$34 / night
Self check in self checkout near downtown Chicago
SUPERHOSTPrivate room
Self check in self checkout near downtown Chicago
$32 / night
Spacious & serene in hip spot. Sleeps 4.
Private room
Spacious & serene in hip spot. Sleeps 4.
$30 / night
Historic campus U of C Prof. mansion, top location
SUPERHOSTPrivate room
Historic campus U of C Prof. mansion, top location
$150 / night
Little Farm in the City of Chicago, the Green Room
SUPERHOSTPrivate room
Little Farm in the City of Chicago, the Green Room
$60 / night
Little Farm in the City Back Bedroom
SUPERHOSTPrivate room
Little Farm in the City Back Bedroom
$30 / night
Room for solo traveler near midway airport suite B
SUPERHOSTPrivate room
Room for solo traveler near midway airport suite B
$24 / night
Catmandu 2
SUPERHOSTPrivate room
Catmandu 2
$40 / night
Your Fantastic Futon! 1st Floor TV room with locks
Private room
Your Fantastic Futon! 1st Floor TV room with locks
$23 / night
9 min to downtown Chicago, 5min to Chinatown
SUPERHOSTPrivate room
9 min to downtown Chicago, 5min to Chinatown
$34 / night
5min walk to UnivOfChgo. MODERN Luxe
Private room
5min walk to UnivOfChgo. MODERN Luxe
$29 / night
Prime Brand New House Perfect for your stay R1
Private room
Prime Brand New House Perfect for your stay R1
$30 / night

Pet-friendly apartments

Bright family-friendly Lincoln Square 2-bed 1-bath
SUPERHOSTEntire apartment
Bright family-friendly Lincoln Square 2-bed 1-bath
$94 / night
MODERN LOFT Downtown by McCormick w/KING BED WiFi
SUPERHOSTEntire apartment
MODERN LOFT Downtown by McCormick w/KING BED WiFi
$20 / night
Shabbat Accommodations in Comfort
Entire apartment
Shabbat Accommodations in Comfort
$54 / night
Ravenswood Manor, Sleeps 4! Close to El and Parks
Entire apartment
Ravenswood Manor, Sleeps 4! Close to El and Parks
$62 / night
Sophisticated, 2-BR Luxury Condo in Old Town
Entire apartment
Sophisticated, 2-BR Luxury Condo in Old Town
$104 / night
Cozy Studio Apartment
Entire apartment
Cozy Studio Apartment
$49 / night
Elegant 3BR/1BA Apartment Suite
Entire apartment
Elegant 3BR/1BA Apartment Suite
$66 / night
Top Floor Gem in Bucktown/Logan Square
Entire apartment
Top Floor Gem in Bucktown/Logan Square
$69 / night
Casa de Sueño/Private Bathroom/Near Train/Loyola
SUPERHOSTPrivate room
Casa de Sueño/Private Bathroom/Near Train/Loyola
$37 / night
Humboldt Hide Away
SUPERHOSTEntire apartment
Humboldt Hide Away
$85 / night
Andersonville Living
SUPERHOSTEntire apartment
Andersonville Living
$120 / night
Great location. Free parking.  One night available
SUPERHOSTEntire apartment
Great location. Free parking. One night available
$85 / night

Apartments with WiFi

Hattie’s House
Private room
Hattie’s House
$35 / night
First floor duplex w/private BR/BA, Ukrainian Vlg
Private room
First floor duplex w/private BR/BA, Ukrainian Vlg
$35 / night
Stylish, Shared Apartment for the Perfect Get Away
Private room
Stylish, Shared Apartment for the Perfect Get Away
$22 / night
Cozy guest room 1 block from U of C
SUPERHOSTPrivate room
Cozy guest room 1 block from U of C
$20 / night
Cozy and Stylish Studio with Free Parking in Irving Park
PLUSEntire apartment
Cozy and Stylish Studio with Free Parking in Irving Park
$56 / night
Aunt Linda's Apartment with a View in Palos
SUPERHOSTEntire apartment
Aunt Linda's Apartment with a View in Palos
$89 / night
The Perfect 1 Bedroom Apartment!
SUPERHOSTEntire apartment
The Perfect 1 Bedroom Apartment!
$86 / night
Stunning downtown High Rise apartment amazing view
Private room
Stunning downtown High Rise apartment amazing view
$54 / night
Spectacular Downtown High Rise Extraordinary view
Private room
Spectacular Downtown High Rise Extraordinary view
$54 / night
Cosmopolitan nest in Oak Parks North Side
SUPERHOSTEntire apartment
Cosmopolitan nest in Oak Parks North Side
$52 / night
Luxury City Center Loft on a Traffic-free Street
Private room
Luxury City Center Loft on a Traffic-free Street
$24 / night
Wicker Park: Newly-Furnished Nest Close To It All!
Entire apartment
Wicker Park: Newly-Furnished Nest Close To It All!
$78 / night

Nearby destinations