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Holiday apartment rentals in Chicago

1139 apartments in Chicago

Show : Recommended
From
$79 / night
Apartment 5 guests
Booking
  • 5 5 guests
  •  
4.5 / 5 -
From
$104 / night
Apartment with air conditioning, 4 rooms
Wimdu
  • 116 m²
  • 4 4 guests
  • 2 Bedrooms : 2
  • 2 Bathrooms : 2
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$183 / night
Apartment with air conditioning, 2 bedrooms
Travelmob
  • 84 m²
  • 5 5 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$60 / night
Apartment with air conditioning, 2 rooms
Wimdu
  • 74 m²
  • 2 2 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$115 / night
Apartment 5 guests
Booking
  • 5 5 guests
  •  
4.6 / 5 -
From
$129 / night
Affordable Luxury: Amazing 3BR w/Great Views, Location, Free Parking- Email Now!
Homelidays
  • 6 6 guests
  • 3 Bedrooms : 3
  • 2 Bathrooms : 2
  • Jacuzzi
  • Gym
  • Air conditioning
  • Fireplace
  • Internet / Wifi
  • Parking
  •  
5 / 5 1 Reviews
From
$176 / night
Amazing Chicago Old Town 2BDR Loft
9Flats
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  • Air conditioning
  • Fireplace
  • Internet / Wifi
  •  
? / 5  
From
$844 / night
Apartment with air conditioning, 6 bedrooms
Travelmob
  • 862 m²
  • 12 12 guests
  • 6 Bedrooms : 6
  • 6 Bathrooms : 6
  • Air conditioning
  • Fireplace
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$122 / night
Apartment with gym, 3 rooms
Wimdu
  • 58 m²
  • 3 3 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Gym
  • Air conditioning
  • Breakfast
  • Fireplace
  • Internet / Wifi
  •  
1 / 5 -
From
$105 / night
Full studio in downtown New York
TripAdvisor
  • 4 4 guests
  • 1 Bedrooms : 1
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  •  
? / 5  
From
$132 / night
Apartment with garden, 2 bedrooms
Only Apartments
  • 505 m²
  • 4 4 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$103 / night
Wrigleyville Home away from Home! 5 mins from downtown! steps from Lake!! Cozy!
Homelidays
  • 6 6 guests
  • 4 Bedrooms : 4
  • 2 Bathrooms : 2
  • Air conditioning
  • Fireplace
  • Internet / Wifi
  • Parking
  •  
4.79 / 5 109 Reviews
From
$99 / night
Apartment 5 guests
Booking
  • 5 5 guests
  •  
4.6 / 5 -
From
$154 / night
Art Filled Loft with WiFi
Wimdu
  • 121 m²
  • 3 3 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Gym
  • Air conditioning
  • Breakfast
  • Fireplace
  • Internet / Wifi
  •  
? / 5  
From
$53 / night
Apartment 5 guests
Booking
  • 5 5 guests
  •  
4.9 / 5 -
From
$154 / night
Apartment with air conditioning, 3 rooms
Wimdu
  • 70 m²
  • 3 3 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$131 / night
Apartment 5 guests
Booking
  • 5 5 guests
  •  
5 / 5 -
From
$167 / night
Apartment with air conditioning, 2 bedrooms
Travelmob
  • 84 m²
  • 5 5 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
From
$98 / night
QUICK & EASY ACCESS TO BROWN LINE 'L''...WALK TO CONVENIENCES...OR HOP ON THE TRAIN
Homelidays
  • 70 m²
  • 3 3 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
4.79 / 5 14 Reviews
From
$94 / night
Apartment 5 guests
Booking
  • 5 5 guests
  •  
5 / 5 -
From
$190 / night
Amazing, Artistic, Old Town 3 BDR.
9Flats
  • 6 6 guests
  • 3 Bedrooms : 3
  • 1 Bathrooms : 1
  • Air conditioning
  • Fireplace
  • Internet / Wifi
  •  
? / 5  
From
$127 / night
Pleasing and Comfy Unit Available (2Br,1Ba)
Wimdu
  • 70 m²
  • 5 5 guests
  • 2 Bedrooms : 2
  • 1 Bathrooms : 1
  • Air conditioning
  • Breakfast
  • Internet / Wifi
  • Parking
  •  
4.25 / 5 -
From
$101 / night
Hot Lakeview/Wrigleyville Duplex
Homelidays
  • 149 m²
  • 8 8 guests
  • 2 Bathrooms : 2
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
4.38 / 5 8 Reviews
From
$100 / night
Luxury apartment
TripAdvisor
  • 2 2 guests
  • 1 Bedrooms : 1
  • 2 Bathrooms : 2
  • Pool
  • Air conditioning
  • Internet / Wifi
  • Parking
  •  
? / 5  
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Book holiday apartments in Chicago

Find the apartment you are dreaming of in Chicago on Likibu the most pro-active website for comparing short term rentals. On Likibu you will find the widest choice for apartment rentals in Chicago. Choose among 1139 available flats and enjoy every minute of your holiday in Chicago. Your weekend or your holidays will be just great with a two bedrooms apartment in the historical center or with a furnished exclusive studio in Chicago, an apartment with terrace for a romantic break or a cosy flat fitted with wifi for your professional travel in Illinois.