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

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

1,686 accommodations in Chicago

Book your Chicago vacation rentals from 1,686 short-term rentals listings. Compare top rentals sites such as HomeAway, Booking.com, Roomlala and more on Likibu, the world’s largest rentals Meta search.

Apartment with air conditioning, 2 bedrooms
Chicago, Illinois

7 7 guests
2 Bedrooms : 2
2 Bathrooms : 2

0 Reviews
From
$192
/ night
Booking.com
Details >
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Chicago, United States
Search on Airbnb - Chicago

From
$35
/ night

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Hotel with pool, 3 bedrooms
Chicago, Illinois

6 6 guests
3 Bedrooms : 3
2 Bathrooms : 2

0 Reviews
From
$174
/ night
Booking.com
Details >
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Hotel with gym, 2 bedrooms
Chicago, Illinois

6 6 guests
2 Bedrooms : 2
1 Bathrooms : 1

0 Reviews
From
$168
/ night
Booking.com
Details >
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Bed and breakfast with garden, 3 bedrooms
Chicago, Illinois

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

5.0 112 Reviews
From
$165
/ night
HomeAway
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Apartment with pool, 3 bedrooms
Chicago, Illinois

8 8 guests
3 Bedrooms : 3
3 Bathrooms : 3

0 Reviews
From
$263
/ night
Booking.com
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Bed and breakfast with garden, 3 bedrooms
Chicago, Illinois

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

5.0 68 Reviews
From
$162
/ night
HomeAway
Details >
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Apartment with garden, 3 bedrooms
Chicago, Illinois

139m²
6 6 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 82 Reviews
From
$201
/ night
HomeAway
Details >
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Apartment with pool, 4 bedrooms
Chicago, Illinois

6 6 guests
4 Bedrooms : 4
2 Bathrooms : 2

0 Reviews
From
$198
/ night
Booking.com
Details >
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Apartment with pool, 3 bedrooms
Chicago, Illinois

7 7 guests
3 Bedrooms : 3
1 Bathrooms : 1

0 Reviews
From
$222
/ night
Booking.com
Details >
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Apartment with gym, 1 bedroom
Chicago, Illinois

8 8 guests
1 Bedrooms : 1
1 Bathrooms : 1

0 Reviews
From
$178
/ night
Booking.com
Details >
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Apartment with pool, 2 bedrooms
Chicago, Illinois

5 5 guests
2 Bedrooms : 2
2 Bathrooms : 2

0 Reviews
From
$174
/ night
Booking.com
Details >
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More results in Chicago

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

Accommodation
1,686
Vacation rentals
Price per night
$257
On average
High season
July : $359
+39%
Price in August
$312
On average
Type of accommodation
Apartment
2 Bedrooms, 116m²
Price per week
$1,802
On average
Low season
December : $174
-33%
Available accommodation
36%
In August

Vacation rental prices and availability in Chicago

Average price per night in Chicago

$179Jan
$196Feb
$237Mar
$240Apr
$276May
$347Jun
$359Jul
$312Aug
$264Sep
$306Oct
$197Nov
$174Dec

Vacation rentals that are available in Chicago (%)

48%Jan
46%Feb
48%Mar
46%Apr
35%May
34%Jun
36%Jul
36%Aug
21%Sep
18%Oct
24%Nov
48%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 $257.

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 $1,802 for 7 days. The price varies according to the season between $1,215 and $2,512 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: $174 per night on average. This represents a decrease of 33% compared to the average price recorded for the rest of the year. Conversely, the price increases by 39% ($359 per night) in 07, 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 6 people (apartments and houses combined) and have a surface area of 162 m².

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

The price of a vacation rental in Chicago is $335 per night this summer. A week's rental in July or August will cost you on average $2,347.

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 $287, for Friday and Saturday nights.

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

21% of the accommodation is still available for a stay in September. It will be necessary to pay on average $264 per night.

Book Chicago vacation rentals from top accommodation sites.

Best vacation accommodations in Chicago

Apartments and Houses with terrace or balcony in Chicago

Bed and breakfast with jacuzzi, 1 bedroom

Chicago, Illinois

2 2 guests
1 Bedrooms : 1
1 Bathrooms : 1

0 Reviews

From

$184

/ night

Booking.com
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Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

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

4.9 30 Reviews

From

$172

/ night

HomeAway
Details >

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House with garden, 4 bedrooms

Chicago, Illinois

390m²
24 24 guests
4 Bedrooms : 4
3 Bathrooms : 3

5.0 111 Reviews

From

$207

/ night

HomeAway
Details >

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Apartment with pool, 3 bedrooms

Chicago, Illinois

7 7 guests
3 Bedrooms : 3
3 Bathrooms : 3

0 Reviews

From

$263

/ night

Booking.com
Details >

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Apartments and vacation homes with fireplace in Chicago

Apartment with air conditioning, 3 bedrooms

Chicago, Illinois

167m²
6 6 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 46 Reviews

From

$226

/ night

HomeAway
Details >

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House with air conditioning, 3 bedrooms

Chicago, Illinois

297m²
10 10 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 36 Reviews

From

$242

/ night

HomeAway
Details >

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Apartment with pool, 2 bedrooms

Chicago, Illinois

115m²
6 6 guests
2 Bedrooms : 2
2 Bathrooms : 2

5.0 165 Reviews

From

$136

/ night

HomeAway
Details >

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Apartment with pool, 2 bedrooms

Chicago, Illinois

179m²
7 7 guests
2 Bedrooms : 2
2 Bathrooms : 2

4.9 108 Reviews

From

$162

/ night

HomeAway
Details >

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Houses and apartments with wifi in Chicago to stay connected

Hotel with air conditioning, 2 bedrooms

Chicago, Illinois

4 4 guests
2 Bedrooms : 2
2 Bathrooms : 2

0 Reviews

From

$152

/ night

Booking.com
Details >

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Apartment with pool, 1 bedroom

Chicago, Illinois

6 6 guests
1 Bedrooms : 1
2 Bathrooms : 2

0 Reviews

From

$187

/ night

Booking.com
Details >

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Hotel with air conditioning, 5 bedrooms

Chicago, Illinois

10 10 guests
5 Bedrooms : 5
4 Bathrooms : 4

0 Reviews

From

$189

/ night

Booking.com
Details >

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Apartment with gym, 2 bedrooms

Chicago, Illinois

4 4 guests
2 Bedrooms : 2
2 Bathrooms : 2

0 Reviews

From

$259

/ night

Booking.com
Details >

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Condos and holiday apartment rentals in Chicago

Apartment with garden, 2 bedrooms

Chicago, Illinois

6 6 guests
2 Bedrooms : 2
1 Bathrooms : 1

0 Reviews

From

$145

/ night

Booking.com
Details >

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Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

5 5 guests
2 Bedrooms : 2
2 Bathrooms : 2

0 Reviews

From

$223

/ night

Booking.com
Details >

View offer

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

6 6 guests
2 Bedrooms : 2
2 Bathrooms : 2

0 Reviews

From

$255

/ night

Booking.com
Details >

View offer

Apartment with pool, 3 bedrooms

Chicago, Illinois

144m²
6 6 guests
3 Bedrooms : 3
2 Bathrooms : 2

5.0 50 Reviews

From

$135

/ night

HomeAway
Details >

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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, 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 1,686 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!