House vacation rentals in Chicago
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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 Elgin
4.89 out of 5 average rating, 105 reviewsCharming Elgin Home with a Great Location
Home in Aurora
4.83 out of 5 average rating, 258 reviewsAlbor Homes #1
Home in Des Plaines
4.78 out of 5 average rating, 308 reviewsUrban Farmhouse near O'Hare
Home in South Elgin
4.98 out of 5 average rating, 192 reviews"Blackhawk on the Fox", Fire Pit and Tire Swing!
Home in Lake Bluff
4.92 out of 5 average rating, 104 reviewsHome Sweet Home, minutes to Great Lakes Naval Base
Home in West Chicago
4.92 out of 5 average rating, 107 reviewsThe Train Conductor's Cottage
Home in Bolingbrook
4.92 out of 5 average rating, 99 reviewsThe Sunshine Spot
Home in Joliet
4.9 out of 5 average rating, 144 reviewsThe Garden House - Murals and more
House rentals with a hot tub
Home in Homewood
4.91 out of 5 average rating, 106 reviewsPeaceful & Private Hot Tub Vacation Home Getaway
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Home in Palatine
4.85 out of 5 average rating, 40 reviewsPrivate Room with attach bath and personal kitchen
Home in Chicago
4.93 out of 5 average rating, 71 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in Westchester
4.79 out of 5 average rating, 24 reviewsModern 2Bdrm Westchester/Chicago Home.With Hot tub
Home in Gary
4.94 out of 5 average rating, 86 reviewsSunset beach house
Home in Elmhurst
4.94 out of 5 average rating, 48 reviewsLuxe 3BR, 2BA + Hot Tub
Home in Chicago
5.0 out of 5 average rating, 16 reviewsWrigley Penthouse w/Private Roof Deck and Parking
House rentals with a pool
Home in Gary
4.93 out of 5 average rating, 126 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
Home in Crown Point
5.0 out of 5 average rating, 25 reviewsLittle Pink House Downtown
Home in Plainfield
4.95 out of 5 average rating, 63 reviewsLarge Spanish style Home (w/heated pool)
Home in McHenry
4.98 out of 5 average rating, 42 reviewsHighwood Haven
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Quick stats about house rentals in Chicago
Total rentals
1.8K properties
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
470 properties allow pets
Family-friendly rentals
950 properties are a good fit for families
Total number of reviews
69K reviews
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