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Holiday rentals in Chicago, IL

Search among 1138 available holiday rentals in Chicago from 50+ providers

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1-100 out of 1138
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  • Popularity: high to low
7.4
Very good4 reviews
The largest option:
5 adults
2 bedrooms
3 beds
Map
8.0 km from City Centre300 m from Wrigley Field
FromNZ$ 140 /nightSelect
7.2
Very good2 reviews
Map
2.8 km from City Centre600 m from McCormick Place
FromNZ$ 416 /nightSelect
7.0
Very good1 review
Map
2.2 km from City Centre1.3 km from United Center
FromNZ$ 467 /nightSelect
Chicago CharmApartment
7.0
Very good1 review
Map
13.6 km from City Centre400 m from Hoyne Avenue Fields
FromNZ$ 329 /nightSelect
7.0
Very good1 review
Map
6.1 km from City Centre
FromNZ$ 166 /nightSelect
Rustic MixApartment
7.0
Very good1 review
Map
5.0 km from City Centre
FromNZ$ 270 /nightSelect
8.0
Great1 review
Map
6.0 km from City Centre
FromNZ$ 464 /nightSelect
8.0
Great1 review
2 adults
1 bedroom
1 bed
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6.8 km from City Centre1.4 km from Wrigley Field
FromNZ$ 414 /nightSelect
5 adults
2 bedrooms
2 beds
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8.4 km from City Centre400 m from Wrigley Field
FromNZ$ 293 /nightSelect
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9.8 km from City Centre
FromNZ$ 308 /nightSelect
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2.9 km from City Centre1.3 km from United Center
FromNZ$ 582 /nightSelect
5430 Happy HomeHomestay
8.6
Great23 reviews
The largest option:
2 adults
1 bedroom
1 bed
Map
9.0 km from City Centre
FromNZ$ 50 /nightSelect
6.4
Nice1 review
Map
2.1 km from City Centre1.3 km from United Center
FromNZ$ 368 /nightSelect
8.4
Great3 reviews
8 adults
2 bedrooms
2 beds
Map
7.4 km from City Centre
FromNZ$ 193 /nightSelect
8.0
Great2 reviews
The largest option:
4 adults
1 bedroom
2 beds
Map
6.1 km from City Centre
FromNZ$ 183 /nightSelect
8 adults
3 bedrooms
5 beds
Map
7.9 km from City Centre500 m from Viaduct Center
FromNZ$ 416 /nightSelect
8.6
Great18 reviews
4 adults
1 bedroom
2 beds
Map
3.9 km from City Centre
FromNZ$ 144 /nightSelect
Lincoln Park GemApartment
7.4
Very good2 reviews
Map
6.1 km from City Centre
FromNZ$ 315 /nightSelect
8.4
Great2 reviews
Map
11.1 km from City Centre
FromNZ$ 94 /nightSelect
7.0
Very good1 review
4 adults
2 bedrooms
3 beds
Map
2.7 km from City Centre700 m from McCormick Place
FromNZ$ 661 /nightSelect
8.0
Great1 review
Map
8.3 km from City Centre1.1 km from Wrigley Field
FromNZ$ 289 /nightSelect
SuperiorApartment
7.0
Very good1 review
8 adults
3 bedrooms
4 beds
Map
3.0 km from City Centre1.7 km from United Center
FromNZ$ 489 /nightSelect
7.0
Very good1 review
Map
2.3 km from City Centre1.2 km from Michigan Avenue
FromNZ$ 67 /nightSelect
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2.5 km from City Centre600 m from Michigan Avenue
FromNZ$ 455 /nightSelect
6.0
Nice1 review
4 adults
2 bedrooms
2 beds
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2.8 km from City Centre1.5 km from United Center
FromNZ$ 467 /nightSelect
9.0
Perfect1 review
Map
3.5 km from City Centre1.6 km from United Center
FromNZ$ 484 /nightSelect
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6.2 km from City Centre
FromNZ$ 395 /nightSelect
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9.0 km from City Centre1.1 km from Roosevelt University Logan SQ
FromNZ$ 282 /nightSelect
7.4
Very good2 reviews
Map
5.9 km from City Centre
FromNZ$ 298 /nightSelect
9.0
Perfect1 review
Map
15.2 km from City Centre
FromNZ$ 260 /nightSelect
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3.1 km from City Centre800 m from Michigan Avenue
FromNZ$ 159 /nightSelect
Ethan Golden LlcApartment
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3.7 km from City Centre
FromNZ$ 269 /nightSelect
7.4
Very good2 reviews
Map
6.8 km from City Centre
FromNZ$ 411 /nightSelect
8.0
Great2 reviews
2 adults
1 bedroom
1 bed
Map
8.2 km from City Centre400 m from Sutherland Community Arts
FromNZ$ 149 /nightSelect
7.0
Very good1 review
Map
11.8 km from City Centre
FromNZ$ 325 /nightSelect
9.0
Perfect1 review
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12.3 km from City Centre400 m from Swedish Covenant Hospital
FromNZ$ 250 /nightSelect
Room 2Homestay
9.0
Perfect1 review
Map
3.7 km from City Centre
FromNZ$ 212 /nightSelect
8.8
Great18 reviews
10 adults
4 bedrooms
4 beds
Map
3.4 km from City Centre1.7 km from Michigan Avenue
FromNZ$ 2 172 /nightSelect
7.0
Very good1 review
4 adults
3 bedrooms
3 beds
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7.9 km from City Centre500 m from Wrigley Field
FromNZ$ 647 /nightSelect
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2.5 km from City Centre600 m from United Center
FromNZ$ 161 /nightSelect
6.2
Nice1 review
Map
2.8 km from City Centre800 m from McCormick Place
FromNZ$ 633 /nightSelect
8.0
Great1 review
Map
2.7 km from City Centre700 m from McCormick Place
FromNZ$ 633 /nightSelect
7.8
Very good2 reviews
2 adults
1 bedroom
1 bed
Map
9.1 km from City Centre1.4 km from Wrigley Field
FromNZ$ 132 /nightSelect
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10.0 km from City Centre600 m from Applied Research Technical
FromNZ$ 125 /nightSelect
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4.7 km from City Centre1.8 km from United Center
FromNZ$ 310 /nightSelect
6.2
Nice3 reviews
The largest option:
10 adults
1 bedroom
3 beds
Map
8.0 km from City Centre
FromNZ$ 459 /nightSelect
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6.4 km from City Centre
FromNZ$ 149 /nightSelect
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3.1 km from City Centre800 m from Michigan Avenue
FromNZ$ 517 /nightSelect
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12.4 km from City Centre500 m from Swedish Covenant Hospital
FromNZ$ 462 /nightSelect
8.0
Great1 review
Map
6.1 km from City Centre
FromNZ$ 183 /nightSelect
9.0
Perfect1 review
Map
17.1 km from City Centre
FromNZ$ 496 /nightSelect
8.6
Great19 reviews
5 adults
3 bedrooms
3 beds
Map
7.7 km from City Centre600 m from Wrigley Field
FromNZ$ 933 /nightSelect
8.0
Great1 review
Map
14.0 km from City Centre300 m from Indo-American Center
FromNZ$ 209 /nightSelect
8.0
Great1 review
Map
4.6 km from City Centre
FromNZ$ 866 /nightSelect
7.0
Very good1 review
Map
5.0 km from City Centre
FromNZ$ 204 /nightSelect
8.0
Great2 reviews
3 adults
1 bedroom
1 bed
Map
7.5 km from City Centre1000 m from Wrigley Field
FromNZ$ 231 /nightSelect
Ethan 3 RoomsApartment
9.0
Perfect1 review
Map
3.7 km from City Centre
Select
8.4
Great2 reviews
8 adults
3 bedrooms
4 beds
Map
2.7 km from City Centre700 m from McCormick Place
FromNZ$ 1 023 /nightSelect
Map
8.3 km from City Centre300 m from Wrigley Field
FromNZ$ 137 /nightSelect
7.0
Very good1 review
Map
7.5 km from City Centre1.5 km from Wrigley Field
FromNZ$ 371 /nightSelect
7.0
Very good1 review
6 adults
2 bedrooms
2 beds
Map
14.6 km from City Centre
FromNZ$ 555 /nightSelect
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3.5 km from City Centre700 m from United Center
FromNZ$ 577 /nightSelect
8.6
Great20 reviews
4 adults
2 bedrooms
3 beds
Map
7.7 km from City Centre600 m from Wrigley Field
FromNZ$ 291 /nightSelect
7.0
Very good1 review
Map
900 m from City Centre300 m from CIBC Theatre
FromNZ$ 443 /nightSelect
7.0
Very good1 review
6 adults
2 bedrooms
3 beds
Map
2.8 km from City Centre700 m from McCormick Place
FromNZ$ 407 /nightSelect
Map
12.3 km from City Centre1000 m from Midway Airport (MDW)
FromNZ$ 253 /nightSelect
9.0
Perfect1 review
Map
7.7 km from City Centre700 m from Sutherland Community Arts
FromNZ$ 411 /nightSelect
8.0
Great1 review
4 adults
2 bedrooms
2 beds
Map
7.7 km from City Centre700 m from Wrigley Field
FromNZ$ 133 /nightSelect
7.0
Very good1 review
3 adults
1 bedroom
1 bed
Map
8.0 km from City Centre1.3 km from Wrigley Field
FromNZ$ 329 /nightSelect
Uptown GemApartment
6.0
Nice2 reviews
4 adults
1 bedroom
1 bed
Map
10.4 km from City Centre
FromNZ$ 833 /nightSelect
5.0
Needs improvement1 review
Map
5.7 km from City Centre
FromNZ$ 433 /nightSelect
Map
3.0 km from City Centre
FromNZ$ 450 /nightSelect
9.0
Perfect1 review
6 adults
3 bedrooms
3 beds
Map
9.4 km from City Centre
FromNZ$ 751 /nightSelect
7.4
Very good2 reviews
The largest option:
8 adults
3 bedrooms
4 beds
Map
2.7 km from City Centre700 m from McCormick Place
FromNZ$ 1 511 /nightSelect
Map
2.9 km from City Centre
FromNZ$ 98 /nightSelect
Map
5.5 km from City Centre
FromNZ$ 269 /nightSelect
Map
3.1 km from City Centre
FromNZ$ 87 /nightSelect
Map
14.9 km from City Centre800 m from Jazz Unites Inc
FromNZ$ 300 /nightSelect
Map
10.8 km from City Centre
FromNZ$ 212 /nightSelect
Map
2.3 km from City Centre1.2 km from Michigan Avenue
FromNZ$ 472 /nightSelect
Map
6.4 km from City Centre1.8 km from Wrigley Field
FromNZ$ 854 /nightSelect
Map
8.1 km from City Centre400 m from Wrigley Field
FromNZ$ 1 292 /nightSelect
2 adults
1 bedroom
1 bed
Map
7.5 km from City Centre1.5 km from Wrigley Field
FromNZ$ 282 /nightSelect
9.0
Perfect1 review
4 adults
2 bedrooms
3 beds
Map
2.7 km from City Centre700 m from McCormick Place
FromNZ$ 661 /nightSelect
Map
5.6 km from City Centre
FromNZ$ 507 /nightSelect
Map
11.1 km from City Centre400 m from Chapin Hall Ctr For Children
FromNZ$ 151 /nightSelect
Map
6.0 km from City Centre
FromNZ$ 115 /nightSelect
Map
9.8 km from City Centre300 m from MC Cormick Seminary
FromNZ$ 248 /nightSelect
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2.5 km from City Centre300 m from Michigan Avenue
FromNZ$ 1 001 /nightSelect
Map
4.2 km from City Centre1.5 km from United Center
Select
Map
2.8 km from City Centre700 m from McCormick Place
FromNZ$ 282 /nightSelect
4 adults
2 bedrooms
3 beds
Map
11.1 km from City Centre2.1 km from Applied Research Technical
FromNZ$ 108 /nightSelect
2 adults
1 bedroom
1 bed
Map
10.8 km from City Centre
FromNZ$ 440 /nightSelect
Map
2.7 km from City Centre700 m from McCormick Place
FromNZ$ 798 /nightSelect
Map
12.8 km from City Centre1.1 km from Meyering Park
FromNZ$ 414 /nightSelect
Map
3.0 km from City Centre
FromNZ$ 205 /nightSelect
Map
5.2 km from City Centre
FromNZ$ 276 /nightSelect
The Lyons' LairApartment
Map
9.3 km from City Centre1.9 km from Wrigley Field
FromNZ$ 539 /nightSelect
Map
7.8 km from City Centre
FromNZ$ 510 /nightSelect

Holiday rentals in Chicago essential information

🏨 Holiday rentals in Chicago 1138
👛 Lowest price 14 NZD
✍️ Holiday rentals Reviews 415
Guest reviews of hotels in Chicago