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Chicago, IL vacation rentals

Search among 442 available vacation rentals in Chicago from 50+ providers

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The largest option:
4 adults
1 bedroom
2 beds
View on map1600 yd from City Center1000 yd from Union Station
Featuring a kitchen, the venue is only 1.8 km from Millennium Park.
From   US$ 381 /nightSelect
Not available
7 adults
2 bedrooms
2 beds
View on map5.2 mi from City Center500 yd from Wrigley Field
Located approximately 10 minutes' walk from Sheridan metro station, this accommodation consists of 2 bedrooms, 1 bathrooms and a kitchen.
From   US$ 529 /nightSelect
Not available
4 adults
1 bedroom
1 bed
5.2 mi from City Center600 yd from Wrigley Field
Located in Chicago, and a short stroll from New Bethel Independent Christian Church, this venue includes a full kitchen with a microwave oven, a dishwasher and a toaster, as well as 1 bathrooms.
From   US$ 408 /nightSelect
Not available
2 adults
1 bedroom
1 bed
4.5 mi from City Center1400 yd from Wrigley Field
This 1-bedroom apartment can accommodate up to 2 people, within a 25-minute walk from El Mercado - Market - Butcher - Empanadas.
From   US$ 160 /nightSelect
Not available
6 adults
1 bedroom
4 beds
5.1 mi from City Center400 yd from Wrigley Field
Located approximately 10 minutes' walk from Addison subway station, this accommodation consists of 2 bedrooms, 1 bathrooms and a shared kitchen.
From   US$ 251 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
3.5 mi from City Center1000 yd from
Comprising 2 bedrooms, a fully-fitted kitchen, and a nice balcony, this 121 m² apartment is set in Bridgeport district.
9.0
Perfect1 review
From   US$ 167 /nightSelect
Not available
4 adults
1 bedroom
2 beds
2.6 mi from City Center400 yd from
Set 1.3 miles from DePaul University - Lincoln Park Campus, this apartment has a kitchen and 1 bathrooms.
8.0
Great1 review
From   US$ 139 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
700 yd from City Center1000 yd from Grant Park
Set 2.3 km from The Magnificent Mile, this well-equipped property features an aqua park and an indoor swimming pool.
From   US$ 614 /nightSelect
Not available
1.0 mi from City Center1200 yd from Union Station
Situated in West Loop district, the property comprises a fully furnished kitchen and 1 bedrooms.
From   US$ 90 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
6.6 mi from City Center300 yd from Aragon Ballroom
This 3-bedroom apartment can accommodate up to 6 people, within a 30-minute walk from Lincoln Square.
From   US$ 150 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
4.6 mi from City Center1000 yd from Wrigley Field
Placed 9 km from The Field Museum, the property consists of 2 bedrooms, 1 bathrooms and a fully-fitted kitchen.
From   US$ 538 /nightSelect
Not available
Apartment
The largest option:
6 adults
2 bedrooms
3 beds
1.9 mi from City Center1600 yd from United Center
Featuring a kitchen, the venue is only 2.6 km from Willis Tower.
From   US$ 340 /nightSelect
Not available
4 adults
1 bedroom
1 bed
7.4 mi from City Center1700 yd from Aragon Ballroom
Located in Chicago, and a short stroll from St. Ita Roman Catholic church, this venue includes a full kitchen with a microwave oven, a dishwasher and a stove, as well as 2 bathrooms.
From   US$ 113 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
3.4 mi from City Center1.1 mi from United Center
Set 6 km from Millennium Park, this apartment has a fully furnished kitchen and 1 bathrooms.
From   US$ 145 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
2.8 mi from City Center400 yd from
This property near Holy Innocents Church consists of 3 bedrooms, 2 bathrooms and a kitchen for up to 8 guests.
From   US$ 250 /nightSelect
Not available
The largest option:
6 adults
2 bedrooms
3 beds
1.9 mi from City Center200 yd from Scales and Tales
The accommodation consists of a kitchen, 2 bedrooms and is situated near Chicago Theater.
From   US$ 194 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
1400 yd from City Center900 yd from Field Museum of Natural History
Located within a 15-minute walk to The Art Institute of Chicago in Chicago, the accommodation features 2 bedrooms for up to 5 guests.
From   US$ 206 /nightSelect
Not available
The largest option:
3 adults
1 bedroom
2 beds
2.8 mi from City Center1500 yd from United Center
Offering a shared lounge, the Homestay is located within 2.9 miles of The Magnificent Mile.
From   US$ 49 /nightSelect
Not available
2 adults
1 bedroom
1 bed
4.6 mi from City Center1100 yd from Wrigley Field
This 74 m² property in Chicago is situated a short stroll from Wrigley Field and a 10-minute walk from Belmont metro station.
From   US$ 316 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
6.7 mi from City Center300 yd from
Located within a 15-minute walk to Lillstreet Art Center in Chicago, the accommodation features 2 bedrooms for up to 4 guests.
From   US$ 224 /nightSelect
Not available

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