West Side Holiday Homes
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Featured Holiday Homes in West Side

Fabulous 3-bedroom townhome with AC in vibrant Chicago
Chicago IL
During your stay at this holiday home, you'll be within walking distance of Frank Lloyd Wright Historic District. Laundry facilities are available. The holiday home includes amenities such as a kitchen and 2.5 bathrooms.

Welcoming 3-bedroom house in vibrant Chicago
Chicago IL
During your stay at this holiday home, you'll be within walking distance of United Center. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.

Luxus-Zuhause fern von Zuhause
Chicago IL
During your stay at this holiday home, you'll be within walking distance of Garfield Park Conservatory. The holiday home offers free WiFi and a kitchen.

Cozy 1-bedroom house in charming Chicago Free Easy Parking , AC, Washer & Dryer
Chicago IL
During your stay at this holiday home, you're just a quick walk from Humboldt Park. Enjoy features like laundry facilities. A kitchen and a patio are available in the holiday home.

Spacious Single Family House with Parking
Chicago IL
During your stay at this holiday home, you'll be within walking distance of Anna and Frederick Douglass Park. You'll find features such as laundry facilities. The holiday home includes amenities such as a kitchen and 1.5 bathrooms.

Grand 5,500 sq ft Pilsen home, 5BR, sleeps 11, near downtown
Chicago IL
During your stay at this holiday home, you'll be within walking distance of Anna and Frederick Douglass Park. Laundry facilities are available. A kitchen and 3.5 bathrooms are available in the holiday home.

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Chicago IL
During your stay at this holiday home, you're just a quick walk from United Center. You'll find features such as laundry facilities and an arcade/games room. The holiday home includes amenities such as free WiFi and a kitchen.

King Comfort apartment, Quiet, Clean, AC & WiFi
Chicago IL
During your stay at this holiday home, you'll be close to United Center. The holiday home includes amenities such as a kitchen and a Smart TV.

Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging
Chicago IL
During your stay at this holiday home, you'll be within walking distance of Milwaukee Avenue. Laundry facilities are available. The holiday home includes amenities such as in-room jetted baths and 3.5 bathrooms.

Spacious 3-bedroom house in beautiful Chicago with AC
Chicago IL
During your stay at this holiday home, you'll be within walking distance of United Center. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.

4 Bedroom Penthouse Loft in Heart of Wicker Park
Chicago IL
During your stay at this holiday home, you're just a quick walk from Milwaukee Avenue. You'll find features such as laundry facilities. The holiday home offers 2 bathrooms and a washing machine.

The Banksy-King Bed-Firepit-Rooftop-United Center
Chicago IL
During your stay at this holiday home, you'll be within walking distance of United Center. Enjoy features like laundry facilities. The holiday home includes amenities such as a kitchen and 2 bathrooms.

Chicago West Town Row House
Chicago IL
During your stay at this holiday home, you'll be within walking distance of United Center. Features include laundry facilities. The holiday home includes amenities such as 1.5 bathrooms and a microwave.

Luxus Mit der UC + Bahn
Chicago IL
During your stay at this holiday home, you'll be within walking distance of United Center. Features include a gym and laundry facilities. The holiday home offers a kitchen and 3 bathrooms.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
West Side Holiday Homes essential information
Accommodation | 58 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Fabulous 3-bedroom townhome with AC in vibrant Chicago, Welcoming 3-bedroom house in vibrant Chicago, Luxus-Zuhause fern von Zuhause, Cozy 1-bedroom house in charming Chicago Free Easy Parking , AC, Washer & Dryer, Spacious Single Family House with Parking, Grand 5,500 sq ft Pilsen home, 5BR, sleeps 11, near downtown, HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony, King Comfort apartment, Quiet, Clean, AC & WiFi, Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging, Spacious 3-bedroom house in beautiful Chicago with AC, 4 Bedroom Penthouse Loft in Heart of Wicker Park, The Banksy-King Bed-Firepit-Rooftop-United Center, Chicago West Town Row House, Luxus Mit der UC + Bahn, Private Historic Coach House Wicker Park |

