Short-term rentals Chicago: Cabins, Airbnb & Condos

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

1,348 accommodations in Chicago

Book your Chicago vacation rentals from 1,348 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

4.6 143 Reviews
From
$158
/ night
Booking.com
Details >
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Apartment 2 bedrooms, with air conditioning
Chicago, Illinois

74m²
5 5 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.3 30 Reviews
From
$99
/ night
Booking.com
Details >
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House 3 bedrooms, with garden
Chicago, Illinois

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

4.7 37 Reviews
From
$53
/ night
Booking.com
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Bed and breakfast 5 bedrooms, with garden
Chicago, Illinois

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

5.0 119 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

4.5 9 Reviews
From
$111
/ night
Booking.com
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Bed and breakfast 3 bedrooms, with garden
Chicago, Illinois

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

5.0 111 Reviews
From
$166
/ 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
$35
/ night
Homestay
Details >
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Hostel 1 bedroom, with air conditioning
Chicago, Illinois

27m²
1 1 guest
1 Bedrooms : 1

4.1 648 Reviews
From
$23
/ night
Booking.com
Details >
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Apartment 1 bedroom, with garden
Chicago, Illinois

139m²
6 6 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.9 6 Reviews
From
$84
/ night
Booking.com
Details >
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Bed and breakfast 3 bedrooms, with garden
Chicago, Illinois

112m²
6 6 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 68 Reviews
From
$163
/ night
Vrbo
Details >
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Room 13 guests, with garden
Chicago, Illinois

13 13 guests
5 Bedrooms : 5
1 Bathrooms : 1

5.0 13 Reviews
From
$50
/ night
Homestay
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More results in Chicago

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

Accommodation
1,348
Vacation rentals
Price per night
$303
On average
High season
October - $408
+35%
Price in May
$239
On average
Type of accommodation
Apartment
2 Bedrooms, 83m²
Price per week
$2,124
On average
Low season
April : $224
-26%
Available accommodation
60%
In May

Vacation rental prices and availability in Chicago

Average price per night in Chicago

$262Jan
$264Feb
$294Mar
$224Apr
$239May
$313Jun
$333Jul
$339Aug
$401Sep
$408Oct
$326Nov
$286Dec

Vacation rentals that are available in Chicago (%)

41%Jan
41%Feb
40%Mar
39%Apr
60%May
64%Jun
63%Jul
66%Aug
52%Sep
50%Oct
58%Nov
59%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 $303.

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 $2,124 for 7 days. The price varies according to the season between $1,566 and $2,857 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 April: $224 per night on average. This represents a decrease of 26% compared to the average price recorded for the rest of the year. Conversely, the price increases by 35% ($408 per night) in 10, 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 82 m².

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

The price of a vacation rental in Chicago is $337 per night this summer. A week's rental in July or August will cost you on average $2,353.

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 $898, for Friday and Saturday nights.

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

60% of the accommodation is still available for a stay in May. It will be necessary to pay on average $239 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 3 bedrooms, with garden

Chicago, Illinois

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

4.6 26 Reviews

From

$132

/ night

Booking.com
Details >

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Apartment 1 bedroom, with pool

Chicago, Illinois

3 3 guests
1 Bedrooms : 1
1 Bathrooms : 1

From

$130

/ night

TUI Villas
Details >

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Hostel 1 bedroom, with garden

Chicago, Illinois

55m²
1 1 guest
1 Bedrooms : 1

3.9 2863 Reviews

From

$32

/ night

Booking.com
Details >

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Apartment 3 bedrooms, with garden

Chicago, Illinois

139m²
9 9 guests
3 Bedrooms : 3
2 Bathrooms : 2

From

$119

/ night

Booking.com
Details >

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Apartments and vacation homes with fireplace in Chicago

House 5 bedrooms, with garden

Chicago, Illinois

278m²
24 24 guests
5 Bedrooms : 5
4 Bathrooms : 4

5.0 1 Reviews

From

$374

/ night

Booking.com
Details >

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Apartment 3 bedrooms, with pool

Chicago, Illinois

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

5.0 3 Reviews

From

$189

/ night

Booking.com
Details >

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Apartment 3 bedrooms, with pool

Chicago, Illinois

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

5.0 2 Reviews

From

$196

/ night

Booking.com
Details >

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Apartment 3 bedrooms, with jacuzzi

Chicago, Illinois

118m²
6 6 guests
3 Bedrooms : 3
1 Bathrooms : 1

4.9 105 Reviews

From

$51

/ night

Vrbo
Details >

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

Hotel 1 bedroom, with air conditioning

Chicago, Illinois

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

5.0 3 Reviews

From

$96

/ night

Booking.com
Details >

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Bed and breakfast 1 bedroom, with garden

Chicago, Illinois

18m²
2 2 guests
1 Bedrooms : 1

4.4 202 Reviews

From

$29

/ night

Booking.com
Details >

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Apartment 3 bedrooms, with gym

Chicago, Illinois

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

4.2 4 Reviews

From

$352

/ night

Booking.com
Details >

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Apartment 2 bedrooms, with garden

Chicago, Illinois

84m²
4 4 guests
2 Bedrooms : 2
1 Bathrooms : 1

5.0 80 Reviews

From

$109

/ night

Vrbo
Details >

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Condos and holiday apartment rentals in Chicago

Apartment 2 bedrooms, with air conditioning

Chicago, Illinois

78m²
6 6 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.2 4 Reviews

From

$63

/ night

Booking.com
Details >

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Apartment 2 bedrooms, with garden

Chicago, Illinois

92m²
8 8 guests
2 Bedrooms : 2
2 Bathrooms : 2

5.0 2 Reviews

From

$197

/ night

Booking.com
Details >

View offer

Apartment 3 bedrooms, with garden

Chicago, Illinois

135m²
8 8 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 57 Reviews

From

$107

/ night

Vrbo
Details >

View offer

Apartment 2 bedrooms, with air conditioning

Chicago, Illinois

65m²
8 8 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.7 9 Reviews

From

$107

/ night

Booking.com
Details >

View offer

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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 1,348 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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