House vacation rentals in Downtown Chicago
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Top-rated house rentals in Downtown Chicago
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Downtown Chicago house rentals
Weekly house rentals
Guest favourite
Home in Chicago
The Evergreen House
Guest favourite
Home in Berwyn
Retro Modern Bungalow | fire pit | pet friendly
Guest favourite
Home in Chicago
Private Condo in Chicago w/ Parking, Near Evanston
Guest favourite
Home in Chicago
Boho Chic Coach House 30Min to downtown W/ Parking
Guest favourite
Home in Chicago
Lakeview Condo
Guest favourite
Home in Chicago
Chicago getaway for two!
Guest favourite
Home in Chicago
Architect's Urban Oasis | 4bd/3ba I Luxe
Guest favourite
Home in Chicago
Cozy, Quiet, Riverwalk Sanctuary
Private house rentals
Guest favourite
Home in Chicago
Chicago Home by Midway near Downtown Attractions
Superhost
Home in Chicago
Brand New Spacious Duplex
Guest favourite
Home in Chicago
Live Like a Local + Roomy home by Mexican Museum
Guest favourite
Home in Chicago
2BD/1 BA with summer patio in quiet Roscoe Village
Guest favourite
Home in Chicago
Entire first floor in Lincoln Square!
Guest favourite
Home in Chicago
Charming 3-BED in Lincoln Park/ Old Town & Parking
Guest favourite
Home in Chicago
Spacius unit in historic gem
Guest favourite
Home in Chicago
Cozy Haven
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