Short-term rentals in Chicago: apartment and room for rent

Book Chicago vacation rentals from top accommodation sites.

1226 accommodations in Chicago

From
$80/ night
Apartment with pool, 2 guests
Booking.com
- 22 guests
4.9 / 5-
Ad
From
$35/ night
Live there. Book unique homes.
Airbnb
- Search on Airbnb - Chicago
From
$84/ night
Apartment with air conditioning, 2 bedrooms
Booking.com
- 66 guests
- 2Bedrooms : 2
- 1Bathrooms : 1
4.75 / 5-
From
$84/ night
Finest Flat in UIC/Medical District w Parking
HomeAway
- 111 m²
- 55 guests
- 2Bedrooms : 2
- 2Bathrooms : 2
5 / 518 Reviews
From
$113/ night
Apartment with pool, 2 bedrooms
Booking.com
- 66 guests
- 2Bedrooms : 2
- 2Bathrooms : 2
4.7 / 5-
From
$75/ night
Beautiful 4 bedroom home in Logan Square neighborhood-garage parking included!
HomeAway
- 232 m²
- 1212 guests
- 4Bedrooms : 4
- 2Bathrooms : 2
5 / 513 Reviews
From
$105/ night
Apartment with air conditioning, 3 bedrooms
Booking.com
- 66 guests
- 3Bedrooms : 3
4.55 / 5-
From
$56/ night
Vintage 3BR in Lake View by Sonder
TripAdvisor
- 88 guests
- 4Bedrooms : 4
- 2Bathrooms : 2
? / 5
Ad
From
$35/ night
Live there. Book unique homes.
Airbnb
- Search on Airbnb - Chicago
From
$65/ night
Chicago Greystone With Modern Style
HomeAway
- 130 m²
- 66 guests
- 3Bedrooms : 3
- 1Bathrooms : 1
4.94 / 517 Reviews
From
$56/ night
Handsome 3BR in Lake View by Sonder
TripAdvisor
- 88 guests
- 3Bedrooms : 3
- 2Bathrooms : 2
5 / 51 Reviews
From
$89/ night
Apartment with jacuzzi, 1 bedroom
Booking.com
- 22 guests
- 1Bedrooms : 1
4.6 / 5-
From
$79/ night
Apartment with air conditioning, 2 bedrooms
Booking.com
- 44 guests
- 2Bedrooms : 2
4.6 / 5-
From
$120/ night
Apartment with jacuzzi, 1 bedroom
Booking.com
- 44 guests
- 1Bedrooms : 1
- 1Bathrooms : 1
4.55 / 5-
From
$108/ night
New Listing! Bright And Cozy 1-BR Getaway In Lincoln Square - Great Intro Rates
HomeAway
- 74 m²
- 44 guests
- 1Bedrooms : 1
- 1Bathrooms : 1
4.83 / 542 Reviews
From
$92/ night
Apartment with gym, 1 bedroom
Booking.com
- 22 guests
- 1Bedrooms : 1
- 1Bathrooms : 1
4.5 / 5-
From
$115/ night
Grand 3BR in Roscoe Village by Sonder
TripAdvisor
- 77 guests
- 3Bedrooms : 3
- 3Bathrooms : 3
? / 5
From
$101/ night
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
HomeAway
- 111 m²
- 66 guests
- 2Bedrooms : 2
- 1Bathrooms : 1
4.97 / 562 Reviews
From
$92/ night
Hotel with air conditioning, 2 bedrooms
Booking.com
- 44 guests
- 2Bedrooms : 2
4.65 / 5-
From
$95/ night
Apartment with air conditioning, 1 bedroom
Booking.com
- 44 guests
- 1Bedrooms : 1
4.35 / 5-
From
$140/ night
Oak Park Beauty Sleeps 1 to 8 Guests
TripAdvisor
- 66 guests
- 3Bedrooms : 3
- 1Bathrooms : 1
5 / 51 Reviews
From
$81/ night
Deluxe Private Guest Home - Lakeview / Wrigleyville / Boystown
HomeAway
- 130 m²
- 88 guests
- 3Bedrooms : 3
- 2Bathrooms : 2
5 / 520 Reviews
From
$107/ night
Apartment with pool, 1 bedroom
Booking.com
- 44 guests
- 1Bedrooms : 1
- 1Bathrooms : 1
4.4 / 5-
From
$108/ night
Apartment with gym, 1 bedroom
Booking.com
- 22 guests
- 1Bedrooms : 1
- 1Bathrooms : 1
4.45 / 5-

Best vacation accommodations in Chicago

Condos and holiday apartment rentals in Chicago

From
70€/ night

Apartment with pool, 2 guests

Booking.com

22 guests

4.9 / 5-

From
99€/ night

Apartment with pool, 2 bedrooms

Booking.com

66 guests
2Bedrooms : 2
2Bathrooms : 2

4.7 / 5-

From
57€/ night

Chicago Greystone With Modern Style

HomeAway

130 m²
66 guests
3Bedrooms : 3
1Bathrooms : 1

4.94 / 517 Reviews

From
74€/ night

Apartment with air conditioning, 2 bedrooms

Booking.com

66 guests
2Bedrooms : 2
1Bathrooms : 1

4.75 / 5-

More results

Book your Chicago accommodation: house, apartment, private room short-term rentals

Compare all short-term rentals in Chicago from the best vacation rental websites. Thanks to Likibu, you can easily book your apartment rental, house rental or villa with pool in Chicago. Just select the lodging you would like to stay at during your vacation in in Illinois. You can find last minute bookings for a week-end to enjoy the luxury of a a home away from home in in the United States.

Compare 1226 accommodations and book your holiday rental or vacation rental in Chicago now. You'll never stay at a hotel again! Find the best deals on a guesthouse or private room in in Illinois. Benefit from a full apartment in Chicago and enjoy as much as you can your trip in in the United States!

Book your Chicago vacation rentals from 1226 short-term rentals listings. Compare top rentals sites such as HomeAway, Booking.com, TripAdvisor and more on Likibu, the world’s largest rentals Meta search.