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

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

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1686 accommodations in Chicago

Book your Chicago vacation rentals from 1686 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.

From
$102/ night
Apartment with gym, 2 bedrooms
Booking.com
- 5 5 guests
- 2 Bedrooms : 2
- 2 Bathrooms : 2
? / 5
From
$143/ night
Apartment with garden, 3 bedrooms
Booking.com
- 6 6 guests
- 3 Bedrooms : 3
- 1 Bathrooms : 1
? / 5
From
$102/ night
Apartment with gym, 2 bedrooms
Booking.com
- 4 4 guests
- 2 Bedrooms : 2
- 2 Bathrooms : 2
? / 5
From
$151/ night
Nowhere Will You Feel More at Home! | Chicago Guest House | Wrigleyville
HomeAway
- 112 m²
- 6 6 guests
- 3 Bedrooms : 3
- 2 Bathrooms : 2
4.97 / 568 Reviews
From
$161/ night
FAMILY FRIENDLY, CONVENIENT NORTHCENTER NEIGHBORHOOD, BEAUTIFUL 2 BDRM. FRE
HomeAway
- 74 m²
- 5 5 guests
- 2 Bedrooms : 2
- 1 Bathrooms : 1
4.93 / 530 Reviews
Ad
From
$35/ night
Live there. Book unique homes.
Airbnb
- Search on Airbnb - Chicago
From
$79/ night
Domio | Edgewater | 2BR Panoramic Apt w/ Lake Michigan Views + Fitness Center
TripAdvisor
- 6 6 guests
- 2 Bedrooms : 2
- 2 Bathrooms : 2
? / 5
From
$143/ night
Apartment with air conditioning, 3 bedrooms
Booking.com
- 10 10 guests
- 3 Bedrooms : 3
- 2 Bathrooms : 2
? / 5
From
$168/ night
Bed and breakfast with jacuzzi, 1 bedroom
Booking.com
- 2 2 guests
- 1 Bedrooms : 1
- 1 Bathrooms : 1
? / 5
From
$157/ night
Walk to the Mag Mile from this Chic Retreat! Located in the Heart of River North
HomeAway
- 102 m²
- 4 4 guests
- 2 Bedrooms : 2
- 2 Bathrooms : 2
5 / 528 Reviews
From
$138/ night
Oak Park Beauty Sleeps 1 to 8 Guests
TripAdvisor
- 6 6 guests
- 3 Bedrooms : 3
- 1 Bathrooms : 1
5 / 51 Reviews
From
$115/ night
Hotel with air conditioning, 5 bedrooms
Booking.com
- 10 10 guests
- 5 Bedrooms : 5
- 4 Bathrooms : 4
? / 5

More results in Chicago

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

Accommodation1,686Vacation rentals
Price per night$240On average
High seasonJuly : $335+39%
Price in March$221On average
Type of accommodationApartment 2 Bedrooms, 116m²
Price per week$1,681On average
Low seasonDecember : $162-33%
Available accommodation48%In March

Vacation rental prices and availability in Chicago

Average price per night in Chicago

Jan	Feb	Mar	Apr	May	Jun	Jul	Aug	Sep	Oct	Nov	Dec
$167	$183	$221	$224	$258	$324	$335	$291	$247	$285	$184	$162

Vacation rentals that are available in Chicago (%)

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

Frequently Asked Questions about Chicago vacation rentals

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 $240.

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 $1,681 for 7 days. The price varies according to the season between $1,133 and $2,344 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: $162 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% ($335 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 $313 per night this summer. A week's rental in July or August will cost you on average $2,189.

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 $268, for Friday and Saturday nights.

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

35% of the accommodation is still available for a stay in May. It will be necessary to pay on average $258 per night.

Book Chicago vacation rentals from top accommodation sites.

Best vacation accommodations in Chicago

Apartments and Houses with terrace or balcony in Chicago

From
196 €/ night

House with garden, 4 bedrooms

Booking.com

21 21 guests
4 Bedrooms : 4
4 Bathrooms : 4

? / 5

From
152 €/ night

Bed and breakfast with air conditioning, 1 bedroom

Booking.com

3 3 guests
1 Bedrooms : 1
1 Bathrooms : 1

? / 5

From
160 €/ night

Apartment with garden, 1 bedroom

Booking.com

4 4 guests
1 Bedrooms : 1
1 Bathrooms : 1

? / 5

From
191 €/ night

Walking Distance to Wrigley Field w/Garage Parking-Sleeps 6

HomeAway

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

4.98 / 546 Reviews

More results

Apartments and vacation homes with fireplace in Chicago

From
175 €/ night

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

HomeAway

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

4.99 / 5110 Reviews

From
115 €/ night

Lovely 2-Flat in Lincoln Park, Near Downtown Chicago, Wrigley Field, Lake MI

HomeAway

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

4.9 / 5100 Reviews

From
99 €/ night

North Park Neighborhood Beautiful and Cozy Space

TripAdvisor

4 4 guests
2 Bedrooms : 2
1 Bathrooms : 1

? / 5

From
17 €/ night

Male One Bunk Bed And Breakfast Historic Pullman

TripAdvisor

1 1 guest
1 Bedrooms : 1
1 Bathrooms : 1

? / 5

More results

Houses and apartments with wifi in Chicago to stay connected

From
90 €/ night

Great Location!! Roscoe Village, Lakeview, Close to Wrigley

HomeAway

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

4.96 / 524 Reviews

From
137 €/ night

Chicago Guest House | Discover Vibrant Wrigleyville From This Captivating Home!

HomeAway

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

4.98 / 5117 Reviews

From
138 €/ night

Apartment with gym, 3 bedrooms

Booking.com

7 7 guests
3 Bedrooms : 3
2 Bathrooms : 2

? / 5

From
121 €/ night

House with gym, 3 bedrooms

TripAdvisor

6 6 guests
3 Bedrooms : 3
1 Bathrooms : 1

4.5 / 56 Reviews

More results

Condos and holiday apartment rentals in Chicago

From
92 €/ night

Apartment with gym, 2 bedrooms

Booking.com

5 5 guests
2 Bedrooms : 2
2 Bathrooms : 2

? / 5

From
92 €/ night

Apartment with gym, 2 bedrooms

Booking.com

4 4 guests
2 Bedrooms : 2
2 Bathrooms : 2

? / 5

From
92 €/ night

Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field

HomeAway

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

4.98 / 580 Reviews

From
92 €/ night

Apartment with gym, 2 bedrooms

Booking.com

4 4 guests
2 Bedrooms : 2
2 Bathrooms : 2

? / 5

More results

Vacation rentals in the United States

New York

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 1686 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!

Vacation rentals near Chicago

Oak Park 10 km