House vacation rentals in Downtown Chicago
Find and book unique houses on Airbnb
Top-rated house rentals in Downtown Chicago
Guests agree: these houses are highly rated for location, cleanliness, and more.
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
Home in Chicago
4.93 out of 5 average rating, 351 reviewsAmazing Penthouse Skyline Views!
Home in Chicago
4.93 out of 5 average rating, 135 reviewsHouse 5BED/3BATH/1PARKING close to Downtown & Lake
Home in Chicago
4.85 out of 5 average rating, 307 reviewsLux Urban 3BR/3BA Duplex + Parking!
Home in Chicago
4.95 out of 5 average rating, 108 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in Oak Park
4.88 out of 5 average rating, 106 reviewsUrban Chic 3beds w/2bath + free parking & W/D
Home in Chicago
4.96 out of 5 average rating, 151 reviewsChicago River House with private patio!
Home in Bolingbrook
4.92 out of 5 average rating, 117 reviewsThe Sunshine Spot
Home in Chicago
4.91 out of 5 average rating, 139 reviewsSouthwestern Luxury El Motel Dos | Sleeps 12
Private house rentals
Home in Chicago
4.94 out of 5 average rating, 122 reviewsWrigley Retreat - Full Home w/ Chicago Charm
Home in Lombard
4.9 out of 5 average rating, 115 reviewsComfy Home w Access to Major Roads/Hwys, Huge Yard
Home in Chicago
4.9 out of 5 average rating, 48 reviews3BD/2BA Chicago Avondale/Logan Square House
Home in Chicago
4.95 out of 5 average rating, 39 reviewsGorgeous and Luxurious 3 BR Home
Home in Chicago Ridge
4.93 out of 5 average rating, 100 reviewsQuiet cul-de-sac with huge fenced in backyard
Home in Des Plaines
4.96 out of 5 average rating, 56 reviewsFreshly Remodeled Cozy 3 Bedroom Home
Home in Chicago
4.84 out of 5 average rating, 103 reviewsPeaceful Family Home near Downtown, MDW, Free Park
Home in Westmont
4.93 out of 5 average rating, 30 reviewsWestmont,Il 4/3 on the Lake
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