Short-term rentals Chicago: Cabins, Airbnb & Condos

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

1,386 accommodations in Chicago

Book your Chicago vacation rentals from 1,386 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 with air conditioning, 1 bedroom
Chicago, Illinois

67m²
4 4 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.3 78 Reviews
From
$80
/ night
Booking.com
Details >
View offer
Hotel with sea view, 1 bedroom
Chicago, Illinois

97m²
4 4 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.7 42 Reviews
From
$122
/ night
Booking.com
Details >
View offer
House with garden, 3 bedrooms
Chicago, Illinois

167m²
8 8 guests
3 Bedrooms : 3
1 Bathrooms : 1

4.7 31 Reviews
From
$38
/ night
Booking.com
Details >
View offer
Apartment with pool, 3 bedrooms
Chicago, Illinois

148m²
7 7 guests
3 Bedrooms : 3
3 Bathrooms : 3

5.0 3 Reviews
From
$341
/ night
Booking.com
Details >
View offer
Apartment with garden, 2 bedrooms
Chicago, Illinois

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

5.0 80 Reviews
From
$113
/ night
Vrbo
Details >
View offer
Room with wifi, 7 guests
Chicago, Illinois

7 7 guests
4 Bedrooms : 4
1 Bathrooms : 1

5.0 50 Reviews
From
$35
/ night
Homestay
Details >
View offer
Hotel with gym, 1 bedroom
Chicago, Illinois

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

4.5 9 Reviews
From
$109
/ night
Booking.com
Details >
View offer
Apartment with jacuzzi, 3 bedrooms
Chicago, Illinois

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

4.9 105 Reviews
From
$53
/ night
Vrbo
Details >
View offer
Apartment with jacuzzi, 2 bedrooms
Chicago, Illinois

116m²
5 5 guests
2 Bedrooms : 2
2 Bathrooms : 2

4.2 4 Reviews
From
$162
/ night
Booking.com
Details >
View offer
Apartment 2 bedrooms
Chicago, Illinois

8 8 guests
2 Bedrooms : 2
2 Bathrooms : 2
From
$116
/ night
TUI Villas
Details >
View offer
Apartment with air conditioning, 2 bedrooms
Oak Park, Illinois

111m²
5 5 guests
2 Bedrooms : 2
1 Bathrooms : 1

5.0 60 Reviews
From
$57
/ night
Vrbo
Details >
View offer
Room with garden, 13 guests
Chicago, Illinois

13 13 guests
5 Bedrooms : 5
1 Bathrooms : 1

5.0 13 Reviews
From
$57
/ night
Homestay
Details >
View offer

More results in Chicago

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

Accommodation

1,386

Vacation rentals
Price per night

$207

On average
High season

September : $205

+2%
Price in January

$193

On average
Type of accommodation

Apartment

2 Bedrooms, 83m²
Price per week

$1,450

On average
Low season

March : $206

-3%
Available accommodation

53%

In January

Vacation rental prices and availability in Chicago

Average price per night in Chicago

$183Jan
$190Feb
$222Mar
$230Apr
$256May
$296Jun
$289Jul
$280Aug
$220Sep
$200Oct
$208Nov
$194Dec

Vacation rentals that are available in Chicago (%)

45%Jan
54%Feb
61%Mar
57%Apr
51%May
50%Jun
46%Jul
46%Aug
36%Sep
47%Oct
40%Nov
51%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 $207.

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 $1,450 for 7 days. The price varies according to the season between $1,443 and $1,434 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 March: $206 per night on average. This represents a decrease of 3% compared to the average price recorded for the rest of the year. Conversely, the price increases by 2% ($205 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 83 m².

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

The price of a vacation rental in Chicago is $334 per night this summer. A week's rental in July or August will cost you on average $2,335.

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 $317, for Friday and Saturday nights.

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

62% of the accommodation is still available for a stay in February. It will be necessary to pay on average $195 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 with garden, 3 bedrooms

Chicago, Illinois

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

5.0 57 Reviews

From

$110

/ night

Vrbo
Details >

View offer

Hostel with air conditioning, 1 bedroom

Chicago, Illinois

27m²
1 1 guest
1 Bedrooms : 1

4.1 642 Reviews

From

$23

/ night

Booking.com
Details >

View offer

Apartment with garden, 2 bedrooms

Chicago, Illinois

111m²
6 6 guests
2 Bedrooms : 2
1 Bathrooms : 1

5.0 53 Reviews

From

$359

/ night

Vrbo
Details >

View offer

Apartment with garden, 3 bedrooms

Chicago, Illinois

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

4.6 26 Reviews

From

$131

/ night

Booking.com
Details >

View offer

More results

Apartments and vacation homes with fireplace in Chicago

Apartment with garden, 3 bedrooms

Chicago, Illinois

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

From

$121

/ night

Booking.com
Details >

View offer

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

92m²
6 6 guests
2 Bedrooms : 2
1 Bathrooms : 1

From

$169

/ night

Booking.com
Details >

View offer

House with garden, 5 bedrooms

Chicago, Illinois

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

From

$374

/ night

Booking.com
Details >

View offer

House with garden, 5 bedrooms

Chicago, Illinois

250m²
18 18 guests
5 Bedrooms : 5
4 Bathrooms : 4

5.0 1 Reviews

From

$1,076

/ night

Booking.com
Details >

View offer

More results

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

Apartment with pool, 1 bedroom

Chicago, Illinois

3 3 guests
1 Bedrooms : 1
1 Bathrooms : 1

From

$130

/ night

TUI Villas
Details >

View offer

Bed and breakfast with garden, 1 bedroom

Chicago, Illinois

18m²
2 2 guests
1 Bedrooms : 1

4.5 199 Reviews

From

$29

/ night

Booking.com
Details >

View offer

Bed and breakfast with gym, 1 bedroom

Chicago, Illinois

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

4.4 19 Reviews

From

$138

/ night

Booking.com
Details >

View offer

Apartment with air conditioning, 3 bedrooms

Chicago, Illinois

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

3.8 2 Reviews

From

$352

/ night

Booking.com
Details >

View offer

More results

Condos and holiday apartment rentals in Chicago

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

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

4.2 4 Reviews

From

$65

/ night

Booking.com
Details >

View offer

Apartment with wifi, 2 bedrooms

Chicago, Illinois

75m²
4 4 guests
2 Bedrooms : 2

2.9 3 Reviews

From

$74

/ night

Booking.com
Details >

View offer

Apartment with air conditioning, 1 bedroom

Chicago, Illinois

51m²
4 4 guests
1 Bedrooms : 1
1 Bathrooms : 1

4.8 8 Reviews

From

$138

/ night

Booking.com
Details >

View offer

Apartment with air conditioning, 2 bedrooms

Chicago, Illinois

65m²
5 5 guests
2 Bedrooms : 2
1 Bathrooms : 1

4.7 9 Reviews

From

$107

/ 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 1,386 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!

My favorites