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 Des Plaines
Urban Farmhouse near O'Hare
Home in Bolingbrook
The Sunshine Spot
Home in Joliet
The Garden House - Murals and more
Home in Lake View
Spacious Two Story Luxurious Home w/Outdoor Deck!
Home in Berwyn
Retro Modern Bungalow | fire pit | pet friendly
Home in Chicago
Boho Chic Coach House 30Min to downtown W/ Parking
Home in West Rogers Park
Private Condo in Chicago w/ Parking, Near Evanston
Home in Lake View
Lakeview Condo
House rentals with a hot tub
Home in Homewood
Peaceful & Private Hot Tub Vacation Home Getaway
Home in West Town
Lux Urban 3BR/3BA Duplex + Parking!
Home in West Town
1501HOME | West Town Single Family Home + Garage
Home in Bridgeport
Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Home in West Town
Hot Tub Logan Family Designer Home
Home in Westchester
Modern 2Bdrm Westchester/Chicago Home.With Hot tub
Home in Wrigleyville
Wrigley Penthouse w/Private Roof Deck and Parking
Home in Palatine
Private Room with attach bath and personal kitchen
House rentals with a pool
Home in Schaumburg
Schaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Lincoln Park
Luxury Cabin in Lakeview
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Home in New Lenox
Cheerful home. Heated pool, Hot tub!
Home in Chicago
2Bed+2Bath PentHouse in South Loop
Home in Olympia Fields
Luxurious South Suburban Villa
Home in Carol Stream
Amazing Summer Pool Awaits You!
Home in Glenwood
Spacious Family Glenwood Estates Home w/ Hot Tub!
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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