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Holiday rentals in Chicago, IL

Search among 445 available holiday rentals in Chicago from 50+ providers

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The largest option:
4 adults
View on map1000 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
Great18 reviews
From   C$ 256 /nightSelect
Not available
The largest option:
3 adults
1 bedroom
2 beds
View on map2.9 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:
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.
8.2
Great8 reviews
From   C$ 152 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
2.0 km from City Centre1000 m from Field Museum of Natural History
Featuring a free transfer service to DePaul University, this 7- room apartment offers accommodation with a kitchen and a terrace.
7.6
Very good4 reviews
From   C$ 271 /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$ 190 /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$ 455 /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.
7.6
Very good5 reviews
From   C$ 62 /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.
9.0
Perfect3 reviews
From   C$ 137 /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$ 131 /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.
8.0
Great1 review
From   C$ 174 /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.
8.2
Great4 reviews
From   C$ 60 /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$ 891 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
6.9 km from City Centre200 m from
The apartment is composed of 2 bedrooms, a private bathroom and a kitchen, within 20 minutes' walk away from Saint Augustine College.
7.4
Very good2 reviews
From   C$ 144 /nightSelect
Not available
The largest option:
6 adults
2 bedrooms
3 beds
3.0 km from City Centre
The accommodation consists of a fully-fitted kitchen, 2 bedrooms and is situated near Mexican Fine Arts Center Museum.
From   C$ 598 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
6.2 km from City Centre300 m from
Being located 1.2 km from North Lawndale College Prep, this apartment features 2 air-conditioned bedrooms and a fully equipped kitchen.
From   C$ 237 /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$ 162 /nightSelect
Not available
1.6 km from City Centre1.1 km from Union Station
Located approximately 20 minutes' walk from LaSalle "L" (Blue Line) underground station, this accommodation consists of 1 bedrooms, 1 bathrooms and a fully furnished kitchen.
From   C$ 112 /nightSelect
Not available
The largest option:
4 adults
700 m from City Centre600 m from Grant Park
This apartment is steps away from Buckingham Fountain and it also provides a microwave, kitchenware and a washing machine in a kitchen.
From   C$ 176 /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$ 224 /nightSelect
Not available
3 adults
1 bedroom
1 bed
6.4 km from City Centre200 m from
Nestled in Bronzeville district of the city, the venue is about 15 km from Midway airport.
From   C$ 67 /nightSelect
Not available

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