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Holiday rentals in Chicago, IL

Search among 349 available holiday rentals in Chicago from 50+ providers

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The largest option:
4 adults
View on map1.9 km from City Centre800 m from Michigan Avenue
Located near Navy Pier, this pet-friendly hotel features an American breakfast.
6.8
Nice44 reviews
From   C$ 155 /nightSelect
Not available
The largest option:
2 adults
View on map2.4 km from City Centre400 m from Michigan Avenue
Since 1924 the apartment welcomes guests in a shopping area, just steps from Lake Michigan.
8.6
Great139 reviews
From   C$ 159 /nightSelect
Not available
8.4 km from City Centre800 m from
Within easy reach of Lincoln Square, this hotel comprises 6 rooms with private bathrooms.
9.0
Perfect17 reviews
From   C$ 661 /nightSelect
Not available
3 adults
1000 m from City Centre300 m from House of Blues Chicago
Set within 600 meters of Blue Chicago, this property provides a kitchen, a balcony and an indoor swimming pool.
Select
Not available
1.1 km from City Centre300 m from Union Station
There is a specialty restaurant available in the budget hotel set in Near North Side district.
9.0
Perfect6 reviews
From   C$ 188 /nightSelect
Not available
7.6 km from City Centre600 m from Wrigley Field
The hotel with an outdoor pool is located in the heart of Chicago close to Lincoln Park.
7.8
Very good14 reviews
From   C$ 216 /nightSelect
Not available
The largest option:
4 adults
1000 m from City Centre500 m from House of Blues Chicago
Only a 20-minute walk from LaSalle "L" (Blue Line) metro station, the apartment with a swimming pool can be a good choice for your stay in the downtown part of Chicago.
8.0
Great17 reviews
From   C$ 258 /nightSelect
Not available
The largest option:
8 adults
3 bedrooms
1 bed
200 m from City Centre700 m from Grant Park
Nestled in Chicago Loop district of the city, the venue is about 15 km from Midway airport.
8.2
Great5 reviews
From   C$ 555 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.5 km from City Centre500 m from House of Blues Chicago
Set 15 km from Midway Airport, this property features 2 bedrooms facing the garden and a sun terrace with a sitting area.
8.0
Great7 reviews
From   C$ 191 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
3 beds
3.2 km from City Centre100 m from Scales and Tales
Situated a 10-minute drive to McCormick Place, this villa features the balcony and a terrace.
8.4
Great10 reviews
From   C$ 154 /nightSelect
Not available
The largest option:
3 adults
1 bedroom
2 beds
2.9 km from City Centre100 m from
Nestled in West Town district of the city, the venue is about 15 km from Midway airport.
7.6
Very good4 reviews
From   C$ 79 /nightSelect
Not available
The largest option:
5 adults
2.2 km from City Centre1.3 km from House of Blues Chicago
Situated in Chicago, within a 15-minute walk from Water Tower Chicago, this apartment features a terrace with a shower and a seating area.
7.0
Very good3 reviews
From   C$ 458 /nightSelect
Not available
The largest option:
2 adults
1 bedroom
1 bed
6.6 km from City Centre300 m from
Offering a mini-kitchen complete with a microwave, a dishwasher and a refrigerator, this villa is located close to Restoration of the Primitive Christian Church the Light of the World.
7.4
Very good4 reviews
From   C$ 63 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.3 km from City Centre700 m from Field Museum of Natural History
Located in Chicago, and a short stroll from Field Museum of Natural History, this venue includes a kitchen with a microwave oven, a dishwasher and a toaster, as well as 2 bathrooms.
8.0
Great4 reviews
From   C$ 897 /nightSelect
Not available
The largest option:
5 adults
2 bedrooms
3 beds
5.2 km from City Centre700 m from
Offering a fully-fitted kitchen with a microwave oven, coffee/tea making equipment and a stove, the venue is located 20 minutes' walking distance from the center of Chicago.
From   C$ 164 /nightSelect
Not available
4 adults
1 bedroom
2 beds
4.3 km from City Centre400 m from
The apartment is located 1.4 km from Flat Iron Building and comes with a kitchen and a private bathroom.
From   C$ 175 /nightSelect
Not available
2 adults
1 bedroom
1 bed
7.2 km from City Centre1.2 km from Wrigley Field
Located in Chicago, and a short stroll from Lake View Presbyterian Church, this venue includes a fully equipped kitchen with a microwave oven, dishwasher and a toaster, as well as 1 bathrooms.
From   C$ 225 /nightSelect
Not available
8 adults
2 bedrooms
2 beds
7.4 km from City Centre
Nestled in Bronzeville district within 30 minutes' walk of Guaranteed Rate Field, the apartment offers 130 m² of space for up to 4 guests.
From   C$ 138 /nightSelect
Not available
7 adults
2 bedrooms
3 beds
12.5 km from City Centre400 m from
This property near St. Ita Roman Catholic church consists of 2 bedrooms, 1 bathrooms and a kitchen for up to 7 guests.
8.0
Great5 reviews
From   C$ 132 /nightSelect
Not available
2 adults
1 bedroom
1 bed
7.8 km from City Centre900 m from
Situated 750 metres from 47th tube station, the property is composed of a shared kitchen and 1 bathrooms.
From   C$ 60 /nightSelect
Not available

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349 hotels found
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