Chicago Holiday Apartments

4.066 holiday rentals in Chicago. Book now before anyone else!

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Charming City Getaway with Patio

10.0 Exceptional

Charming City Getaway with Patio

Chicago

Flexhome Bucktown 2BR C2

9.6 Exceptional

Flexhome Bucktown 2BR C2

Chicago

Charming 3BD 2BTH Apartment

9.6 Exceptional

Charming 3BD 2BTH Apartment

Chicago

2F Chicago's Little Italy near West Loop & Downtown

9.5 Exceptional

2F Chicago's Little Italy near West Loop & Downtown

Chicago

9.2 Exceptional

Immaculate Brand New Condo Downtown

West Loop, Chicago

Cozy Luxury Apt~ near UChicago/HydePark/Lakeshore

9.0 Exceptional

Cozy Luxury Apt~ near UChicago/HydePark/Lakeshore

Chicago

Sonder The Opal

8.9 Very good

Sonder The Opal

River North, Chicago

Sentral Michigan Avenue

8.8 Very good

Sentral Michigan Avenue

Apartment in Chicago

Sonder Market Hall

8.5 Very good

Sonder Market Hall

Apartment in Chicago

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