House vacation rentals in Chicago
Find and book unique houses on Airbnb
Top-rated house rentals in 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 Chicago house rentals
House rentals with free parking
Home in Lake View
4.95 out of 5 average rating, 302 reviewsThe Roscoe House near Wrigley Field
Home in Avondale
4.91 out of 5 average rating, 114 reviewsBoHo House - A Chic, 1903 Chicago Workers Cottage
Home in Chicago Ridge
4.93 out of 5 average rating, 100 reviewsQuiet cul-de-sac with huge fenced in backyard
Home in West Town
4.96 out of 5 average rating, 105 reviewsCozy/Spacious WFH Family Friendly w Permit Parking
Home in Justice
4.94 out of 5 average rating, 218 reviews3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin
Home in Gary
4.97 out of 5 average rating, 63 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
Home in Irving Park
4.94 out of 5 average rating, 63 reviewsNorthside Chicago Getaway
Home in West Rogers Park
4.9 out of 5 average rating, 51 reviewsPrivate Condo in Chicago w/ Parking, Near Evanston
House rentals with a hot tub
Home in Skokie
4.91 out of 5 average rating, 70 reviewsQuiet and welcoming house.
Home in West Town
4.85 out of 5 average rating, 307 reviewsLux Urban 3BR/3BA Duplex + Parking!
Home in Bridgeport
4.95 out of 5 average rating, 108 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in Logan Square
4.9 out of 5 average rating, 86 reviewsLOFT606: Gigantic Sunlit Former Factory Home
Home in Whiting
4.85 out of 5 average rating, 142 reviewsThe Spa of Downtown Whiting
Home in Palatine
4.85 out of 5 average rating, 46 reviewsPrivate Room w/ attached bath and personal kitchen
Home in Elmhurst
4.89 out of 5 average rating, 71 reviewsLuxe 3BR, 2BA + Hot Tub
Home in Andersonville
5 out of 5 average rating, 31 reviewsAndersonville Home for Groups! Hot Tub Yard Garage
House rentals with a pool
Home in The Loop
5 out of 5 average rating, 6 reviewsLuxury Condo Downtown Chicago
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
Home in Munster
5 out of 5 average rating, 8 reviewsMunster hide away
Home in Near South Side
4.86 out of 5 average rating, 29 reviews2Bed+2Bath PentHouse in South Loop
Home in Bloomingdale
4.94 out of 5 average rating, 35 reviewsWhole House with a Hot Tub!
Home in Schaumburg
4.82 out of 5 average rating, 11 reviewsSchaumburg Oasis with a Pool and Hidden Garden
Home in Glenwood
4.79 out of 5 average rating, 53 reviewsSpacious Family Glenwood Estates Home w/ Hot Tub!
Home in Carol Stream
4.86 out of 5 average rating, 7 reviewsSpacious 4 Bed/3.5 Bath Sleeps 8+
Quick stats about house rentals in Chicago
Total rentals
1.9K properties
Total number of reviews
78K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
500 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
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