Holiday rentals in Chicago

Search among 797 available holiday rentals in Chicago from 50+ providers

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Rooms and Guests2 Guests, 1 room
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1-20 out of 797
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  • Price: high to low
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  • Popularity: high to low
5430 Happy HomeHomestay
8.1
Great453 total reviews
our site & Booking.com
The largest option:
2 adults
1 bedroom
1 bed
Map
9.0 km from City Centre400 m from Garfield Station (Red Line)
FromINR 2 772 /nightSelect
9.4
Perfect223 total reviews
our site & Booking.com
Map
2.1 km from City Centre1.3 km from United Center
FromINR 20 549 /nightSelect
8.7
Great192 total reviews
our site & Booking.com
Map
2.8 km from City Centre600 m from McCormick Place
FromINR 22 747 /nightSelect
8.4
Great32 total reviews
our site & Booking.com
Map
2.3 km from City Centre1.2 km from Michigan Avenue
FromINR 3 727 /nightSelect
9.9
Perfect31 total reviews
our site & Booking.com
Map
1.4 km from City Centre600 m from Grant Park
FromINR 77 894 /nightSelect
8.4
Great44 total reviews
our site & Booking.com
Map
5.9 km from City Centre700 m from Diversey
FromINR 19 497 /nightSelect
8.7
Great8 total reviews
our site & Booking.com
Map
7.6 km from City Centre1000 m from Fuller Park
FromINR 4 588 /nightSelect
8.5
Great56 total reviews
our site & Booking.com
Map
1.1 km from City Centre300 m from Chicago Riverwalk
FromINR 39 950 /nightSelect
6.1
Nice463 total reviews
our site & Booking.com
Map
12.4 km from City Centre1.9 km from Loyola University Chicago
The Hollywood Rentals is located 25 km from Chicago O'Hare International airport and within 10 minutes' walk of Ashland & Hollywood bus stop.
FromINR 6 690 /nightSelect
8.2
Great169 total reviews
our site & Booking.com
The largest option:
4 adults
1 bedroom
2 beds
Map
6.1 km from City Centre200 m from Kedzie (Pink Line)
FromINR 10 227 /nightSelect
8.9
Great59 total reviews
our site & Booking.com
Map
2.5 km from City Centre600 m from Michigan Avenue
FromINR 25 423 /nightSelect
9.8
Perfect12 total reviews
our site & Booking.com
10 adults
5 bedrooms
5 beds
Map
3.0 km from City Centre700 m from Michigan Avenue
FromINR 140 686 /nightSelect
9.5
Perfect127 total reviews
our site & Booking.com
8 adults
3 bedrooms
3 beds
Map
7.9 km from City Centre500 m from Viaduct Center
FromINR 34 503 /nightSelect
8.6
Great107 total reviews
our site & Booking.com
8 adults
2 bedrooms
2 beds
Map
7.4 km from City Centre700 m from 47th Station (Green Line)
Located in the Bronzeville district, the 4-star Forrestville Chicago is a mere 5 minutes' walk from Ebenezer Missionary Baptist Church Building.
FromINR 13 858 /nightSelect
Chicago CharmApartment
9.7
Perfect73 total reviews
our site & Booking.com
Map
13.6 km from City Centre400 m from Hoyne Avenue Fields
FromINR 24 276 /nightSelect
8.2
Great39 total reviews
our site & Booking.com
2 adults
1 bedroom
1 bed
Map
6.8 km from City Centre1.4 km from Wrigley Field
FromINR 40 046 /nightSelect
SuperiorApartment
9.1
Perfect45 total reviews
our site & Booking.com
8 adults
3 bedrooms
4 beds
Map
3.0 km from City Centre1.7 km from United Center
FromINR 52 471 /nightSelect
8.2
Great34 total reviews
our site & Booking.com
Map
3.0 km from City Centre500 m from Chicago Station (Blue Line)
FromINR 36 987 /nightSelect
7.6
Very good32 total reviews
our site & Booking.com
Map
3.1 km from City Centre800 m from Michigan Avenue
FromINR 8 697 /nightSelect
8.8
Great28 total reviews
our site & Booking.com
5 adults
1 bedroom
1 bed
Map
6.6 km from City Centre1.8 km from Wrigley Field
FromINR 41 193 /nightSelect
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Holiday rentals in Chicago essential information

🏨 Holiday rentals in Chicago 797
👛 Lowest price 43964 INR
✍️ Holiday rentals Reviews 237
Guest reviews of hotels in Chicago