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

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

1686 accommodations in Chicago

Book your Chicago vacation rentals from 1686 short-term rentals listings. Compare top rentals sites such as Booking.com, HomeAway, TripAdvisor and more on Likibu, the world’s largest rentals Meta search.

  1. From
    $107/ night
    Apartment with wifi, 2 bedrooms
    Booking.com
    • 6 6 guests
    • 2 Bedrooms : 2
    • 2 Bathrooms : 2
    •  
    ? / 5 
  2. From
    $72/ night
    Apartment with wifi, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  3. Ad
    From
    $35/ night
    Live there. Book unique homes.
    Airbnb
    • Search on Airbnb - Chicago
  4. From
    $66/ night
    Chicago Greystone With Modern Style
    HomeAway
    • 130 m²
    • 6 6 guests
    • 3 Bedrooms : 3
    • 1 Bathrooms : 1
    •  
    4.95 / 521 Reviews
  5. From
    $117/ night
    Apartment with air conditioning, 2 bedrooms
    Booking.com
    • 8 8 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  6. From
    $100/ night
    Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
    HomeAway
    • 84 m²
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    4.97 / 576 Reviews
  7. From
    $49/ night
    Sonder | Wrigley Field | Stunning 3BR + Balcony
    TripAdvisor
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
  8. From
    $102/ night
    Apartment with pool, 3 bedrooms
    Booking.com
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    ? / 5 
  9. From
    $49/ night
    Sonder | Wrigley Field | Beautiful 3BR + Balcony
    TripAdvisor
    • 8 8 guests
    • 3 Bedrooms : 3
    • 2 Bathrooms : 2
    •  
    5 / 51 Reviews
  10. From
    $104/ night
    ★ Special Rates: Nov & Dec ★ Kids & Dog Friendly ★ FREE PARKING ★ Quiet Area
    HomeAway
    • 93 m²
    • 13 13 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    5 / 514 Reviews
  11. From
    $94/ night
    Apartment with garden, 2 bedrooms
    Booking.com
    • 5 5 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
  12. From
    $72/ night
    Apartment with wifi, 2 bedrooms
    Booking.com
    • 4 4 guests
    • 2 Bedrooms : 2
    • 1 Bathrooms : 1
    •  
    ? / 5 
More results in Chicago

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


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
$168 $184 $222 $224 $259 $325 $336 $292 $248 $286 $185 $163

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 in 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 $241.

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 $1,687 for 7 days. The price varies according to the season between $1,138 and $2,353 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: $163 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% ($336 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 $314 per night this summer. A week's rental in July or August will cost you on average $2,198.

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 $269, for Friday and Saturday nights.

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

48% of the accommodation is still available for a stay in January. It will be necessary to pay on average $168 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
152 €/ night
Apartment with garden, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
91 €/ night
Apartment with gym, 1 bedroom
Booking.com
  • 3 3 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
118 €/ night
Apartment with gym, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
144 €/ 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

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Apartments and vacation homes with fireplace in Chicago

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
90 €/ night
SUMMER PRICING SPECIAL! Visit me June-September!!
HomeAway
  • 102 m²
  • 4 4 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
4.91 / 522 Reviews
From
114 €/ 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
82 €/ night
☞ Restored Wrigley duplex near the bars and field ★ 5 queen beds ★ Washer/Dryer
HomeAway
  • 167 m²
  • 10 10 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
4.94 / 517 Reviews

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Houses and apartments with wifi in Chicago to stay connected

From
89 €/ night
Apartment with pool, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
104 €/ night
Apartment with wifi, 2 bedrooms
Booking.com
  • 6 6 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  •  
? / 5 
From
107 €/ night
Apartment with gym, 3 bedrooms
Booking.com
  • 8 8 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
? / 5 
From
118 €/ night
Apartment with gym, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 

More results

Condos and holiday apartment rentals in Chicago

From
71 €/ night
Apartment with air conditioning, 3 bedrooms
Booking.com
  • 6 6 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  •  
? / 5 
From
119 €/ night
Apartment with gym, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
99 €/ night
Apartment with pool, 1 bedroom
Booking.com
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  •  
? / 5 
From
76 €/ night
Finest Flat in UIC/Medical District w Parking
HomeAway
  • 111 m²
  • 5 5 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  •  
4.9 / 550 Reviews

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Vacation rentals in the United States


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