Short-term rentals Chicago: Cabins, Airbnb & Condos

Find your holiday rentals in Chicago: house, apartment, villa and any accommodation for rent

1,254 accommodations in Chicago

Book your Chicago vacation rentals from 1,254 short-term rentals listings. Compare top rentals sites such as Vrbo, Booking.com, Homestay and more on Likibu, the world’s largest rentals Meta search.

Hotel 1 bedroom, with jacuzzi
Chicago, Illinois

52m²
2 2 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.6 170 Reviews
From
$153
/ night
Booking.com
Details >
View offer
Apartment 2 bedrooms, with air conditioning
Chicago, Illinois

69m²
5 5 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.5 58 Reviews
From
$125
/ night
Booking.com
Details >
View offer
House 3 bedrooms, with garden
Chicago, Illinois

167m²
10 10 guests
3 Bedrooms : 3
1 Bathrooms : 1

4.7 56 Reviews
From
$53
/ night
Booking.com
Details >
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Free cancellation
Bed and breakfast 3 bedrooms, with garden
Chicago, Illinois

204m²
8 8 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 114 Reviews
From
$163
/ night
Vrbo
Details >
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Hotel 1 bedroom, with gym
Chicago, Illinois

73m²
4 4 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.3 11 Reviews
From
$110
/ night
Booking.com
Details >
View offer
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Chicago, United States
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Bed and breakfast 5 bedrooms, with garden
Chicago, Illinois

186m²
9 9 guests
5 Bedrooms : 5
2 Bathrooms : 2

5.0 126 Reviews
From
$161
/ night
Vrbo
Details >
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Room 7 guests, with wifi
Chicago, Illinois

7 7 guests
4 Bedrooms : 4
1 Bathrooms : 1

5.0 50 Reviews
From
$34
/ night
Homestay
Details >
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Hostel 1 bedroom, with air conditioning
Chicago, Illinois

27m²
1 1 guest
1 Bedrooms : 1

4.1 602 Reviews
From
$22
/ night
Booking.com
Details >
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Hotel 1 bedroom, with air conditioning
Chicago, Illinois

55m²
2 2 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.0 4 Reviews
From
$95
/ night
Booking.com
Details >
View offer
Free cancellation
Bed and breakfast 6 guests, with garden
Chicago, Illinois

6 6 guests
2 Bathrooms : 2

5.0 72 Reviews
From
$161
/ night
Vrbo
Details >
View offer
Room 12 guests, with garden
Chicago, Illinois

12 12 guests
5 Bedrooms : 5
1 Bathrooms : 1

5.0 13 Reviews
From
$43
/ night
Homestay
Details >
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More results in Chicago

Top tips to check out before booking a vacation rental in Chicago

Accommodation
1,254
Vacation rentals
Price per night
$361
On average
High season
September - $455
+26%
Price in October
$357
On average
Type of accommodation
Apartment
2 Bedrooms, 88m²
Price per week
$2,526
On average
Low season
December : $233
-35%
Available accommodation
13%
In October

Vacation rental prices and availability in Chicago

Average price per night in Chicago

$237Jan
$273Feb
$385Mar
$357Apr
$364May
$424Jun
$436Jul
$436Aug
$455Sep
$357Oct
$239Nov
$233Dec

Vacation rentals that are available in Chicago (%)

65%Jan
64%Feb
53%Mar
51%Apr
51%May
45%Jun
45%Jul
38%Aug
33%Sep
13%Oct
46%Nov
60%Dec

Frequently Asked Questions about Chicago vacation rentals

Can we go on vacation in Chicago this summer despite the Covid-19 epidemic?

A vacation rental in Chicago is an excellent way of following the rules of social distancing throughout the coronavirus epidemic this summer. This is because a vacation rental is a private space, unlike a hotel or campsite. If, for example, you pick a rental with a private swimming pool, you will be able to maintain a safe distance from other people. It is recommended, however, that you follow the latest government information to follow the authorizations and guidelines of your country by visiting: https://www.usa.gov/coronavirus

On average, how much will I pay for one night in a vacation rental in Chicago?

The average price of a night in a vacation rental in in Chicago is $361.

How much will I pay for one week in a vacation rental in Chicago?

If you want to spend a week in a vacation rental in Chicago, you have to pay on average $2,526 for 7 days. The price varies according to the season between $1,632 and $3,182 for one week.

When is the most affordable time to choose a vacation rental in Chicago?

The price of a vacation rental in Chicago are less expensive in December: $233 per night on average. This represents a decrease of 35% compared to the average price recorded for the rest of the year. Conversely, the price increases by 26% ($455 per night) in 09, which is the most expensive month to live in Chicago.

How many people can stay in my vacation rental in Chicago?

On average, rentals in Chicago can accommodate 5 people (apartments and houses combined) and have a surface area of 88 m².

How much will a vacation rental in Chicago cost this summer?

The price of a vacation rental in Chicago is $436 per night this summer. A week's rental in July or August will cost you on average $3,051.

How much should I save for a weekend in a vacation rental in Chicago?

A vacation rental for a weekend in Chicago costs on average $1,060, for Friday and Saturday nights.

Is it still possible to book a vacation rental in Chicago for October?

13% of the accommodation is still available for a stay in October. It will be necessary to pay on average $357 per night.

Book a vacation rental in Chicago from top accommodation sites, such as Airbnb, Booking.com, VRBO, Expedia and Tripadvisor.

Best vacation accommodations in Chicago

Airbnb, apartments and houses with terrace or balcony in Chicago

Apartment 2 bedrooms, with garden

Chicago, Illinois

130m²
5 5 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.3 19 Reviews

From

$139

/ night

Booking.com
Details >

View offer

Apartment 3 bedrooms, with garden

Chicago, Illinois

111m²
6 6 guests
3 Bedrooms : 3
1 Bathrooms : 1

4.7 33 Reviews

From

$130

/ night

Booking.com
Details >

View offer

Apartment 1 bedroom, with pool

Chicago, Illinois

3 3 guests
1 Bedrooms : 1
1 Bathrooms : 1

From

$125

/ night

TUI Villas
Details >

View offer

Apartment 5 bedrooms, with air conditioning

Chicago, Illinois

60m²
10 10 guests
5 Bedrooms : 5

4.2 23 Reviews

From

$95

/ night

Booking.com
Details >

View offer

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Apartments and vacation homes with fireplace in Chicago

Apartment 3 bedrooms, with pool

Chicago, Illinois

167m²
8 8 guests
3 Bedrooms : 3
3 Bathrooms : 3

5.0 3 Reviews

From

$186

/ night

Booking.com
Details >

View offer

Apartment 3 bedrooms, with pool

Chicago, Illinois

167m²
8 8 guests
3 Bedrooms : 3
3 Bathrooms : 3

4.7 3 Reviews

From

$192

/ night

Booking.com
Details >

View offer

Free cancellation

Apartment 1 bedroom, with garden

Chicago, Illinois

5 5 guests
1 Bedrooms : 1
1 Bathrooms : 1

5.0 31 Reviews

From

$284

/ night

Vrbo
Details >

View offer

Apartment 2 bedrooms, with air conditioning

Chicago, Illinois

7 7 guests
2 Bedrooms : 2
1 Bathrooms : 1

5.0 1 Reviews

From

$98

/ night

Booking.com
Details >

View offer

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Houses, apartments and airbnb with wifi in Chicago to stay connected

Bed and breakfast 1 bedroom, with garden

Chicago, Illinois

20m²
2 2 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.3 16 Reviews

From

$136

/ night

Booking.com
Details >

View offer

Apartment 3 bedrooms, with gym

Chicago, Illinois

220m²
8 8 guests
3 Bedrooms : 3
2 Bathrooms : 2

4.5 7 Reviews

From

$348

/ night

Booking.com
Details >

View offer

Apartment 1 bedroom, with pool

Chicago, Illinois

98m²
4 4 guests
1 Bedrooms : 1
1 Bathrooms : 1

5.0 146 Reviews

From

$81

/ night

Vrbo
Details >

View offer

Room 2 guests, with wifi

Chicago, Illinois

2 2 guests
1 Bedrooms : 1
1 Bathrooms : 1

5.0 5 Reviews

From

$45

/ night

Homestay
Details >

View offer

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Condos and holiday apartment rentals in Chicago

Apartment 3 bedrooms, with air conditioning

Chicago, Illinois

50m²
5 5 guests
3 Bedrooms : 3
1 Bathrooms : 1

3.8 15 Reviews

From

$84

/ night

Booking.com
Details >

View offer

Free cancellation

Apartment 2 bedrooms, with jacuzzi

Chicago, Illinois

111m²
6 6 guests
2 Bedrooms : 2
2 Bathrooms : 2

4.7 104 Reviews

From

$248

/ night

Vrbo
Details >

View offer

Apartment 1 bedroom, with wifi

Chicago, Illinois

50m²
5 5 guests
1 Bedrooms : 1

4.4 10 Reviews

From

$64

/ night

Booking.com
Details >

View offer

Apartment 2 bedrooms, with wifi

Chicago, Illinois

30m²
9 9 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.7 3 Reviews

From

$67

/ night

Booking.com
Details >

View offer

More results

Vacation rentals in the United States

New York

San Francisco

Los Angeles

Miami

Florida

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, airbnb, 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 1,254 accommodations and book your holiday home, vacation rental or airbnb 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!

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