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, 303 reviewsThe Roscoe House near Wrigley Field
Home in Bridgeport
4.86 out of 5 average rating, 100 reviewsFree parking, close to public transit, dining
Home in Humboldt Park
4.96 out of 5 average rating, 27 reviewsPrivate Logan Square Garden Apt
Home in Skokie
4.88 out of 5 average rating, 84 reviewsLuxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
Home in Lake View
4.88 out of 5 average rating, 164 reviewsLake View | Wrigley Designer House w/Patio
Home in Bolingbrook
4.92 out of 5 average rating, 119 reviewsThe Sunshine Spot
Home in Kenwood
4.84 out of 5 average rating, 31 reviewsModern, Cozy Stay in the Heart of Bronzeville
Home in Irving Park
4.94 out of 5 average rating, 64 reviewsNorthside Chicago Getaway
House rentals with a hot tub
Home in Skokie
4.92 out of 5 average rating, 71 reviewsQuiet and welcoming house.
Home in Westchester
4.78 out of 5 average rating, 41 reviewsModern 2Bdrm Westchester/Chicago Home.With Hot tub
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, 110 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in Lombard
4.97 out of 5 average rating, 34 reviews25 min from both airports and downtown
Home in Whiting
4.85 out of 5 average rating, 142 reviewsThe Spa of Downtown Whiting
Home in Elmhurst
4.89 out of 5 average rating, 72 reviewsLuxe 3BR, 2BA + Hot Tub
Home in Palatine
4.85 out of 5 average rating, 46 reviewsPrivate Room w/ attached bath and personal kitchen
House rentals with a pool
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 Lockport
New place to stayHidden GEM OASIS in Chicagoland
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 Bensenville
5 out of 5 average rating, 16 reviewsNew! Arcade+Sauna+Slots+Karaoke+more by O’Hare
Home in Glenwood
4.79 out of 5 average rating, 53 reviewsSpacious Family Glenwood Estates Home w/ Hot Tub!
Home in Forest Glen
New place to stayCity Close, Country Calm
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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