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300+ stays

Stays in Illinois

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SUPERHOST
Entire loft in Chicago
Industrial Style Chicago Loft with FREE parking
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchenFree parking
Rating 4.89 out of 5;419 reviews
PLUS
Entire apartment in Chicago
Modern Chicago Loft with a Complimentary Garage Spot
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchenFree parking
Rating 4.92 out of 5;381 reviews
PLUS
Entire apartment in Chicago
Cozy and Stylish Studio with Free Parking in Irving Park
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchenFree parking
Rating 4.92 out of 5;272 reviews
PLUS
Entire apartment in Chicago
Explore Chicago from an Urban Sanctuary with Free Parking
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchenFree parking
Rating 4.95 out of 5;244 reviews
SUPERHOST
Entire apartment in Chicago
Hip Chicago Apartment - FREE Parking Spot Included
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.91 out of 5;423 reviews
Entire townhouse in Chicago
Wicker Shops, Eats | Spacious + Roofdeck | Zencity
6 guests2 bedrooms2 beds3 baths
WifiAir conditioningKitchen
Rating 4.63 out of 5;204 reviews
PLUS
Entire apartment in Chicago
Enjoy Chicago’s Nightlife from Studio Apartment
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchen
Rating 4.85 out of 5;225 reviews
Entire apartment in Chicago
💗Charming Two Bedroom Apartment near Downtown 💗
5 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.72 out of 5;113 reviews
SUPERHOST
Entire loft in Chicago
Luxury Chicago Loft, 1 blk to train w/ 2 pkg spots
4 guests2 bedrooms2 beds2 baths
WifiAir conditioningKitchenFree parking
Rating 4.91 out of 5;484 reviews
SUPERHOST
Entire apartment in Chicago
LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 4.87 out of 5;261 reviews
SUPERHOST
Entire apartment in Chicago
Basement Studio w/Free St. Parking, Humboldt Park
2 guestsStudio2 beds1 bath
WifiAir conditioningKitchen
Rating 4.89 out of 5;539 reviews
SUPERHOST
Treehouse in Schaumburg
Enchanted Garden Treehouse (Amenity*)
3 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchenFree parking
Rating 4.93 out of 5;314 reviews
Entire apartment in Chicago
Sonder | Essex on the Park | Ideal 1BR + Pool
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
Rating 4.97 out of 5;81 reviews
SUPERHOST
Entire apartment in Chicago
The Roosevelt Suite - Garden Studio
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.86 out of 5;244 reviews
SUPERHOST
Entire chalet in Ingleside
"A" Frame Brandenburg Lake
6 guests2 bedrooms4 beds1.5 baths
Air conditioningKitchenFree parking
Rating 4.79 out of 5;216 reviews
PLUS
Entire apartment in Chicago
Walk to Lake Michigan From a Contemporary Uptown Haven
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.89 out of 5;232 reviews
SUPERHOST
Entire apartment in Chicago
Best in Chicago, private, amazing garden space
5 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchen
Rating 4.94 out of 5;494 reviews
SUPERHOST
Entire apartment in Chicago
Lofted 2nd Floor Apartment with Spiral Staircase
5 guests2 bedrooms4 beds1 bath
WifiAir conditioningKitchen
Rating 4.79 out of 5;294 reviews
SUPERHOST
Entire condominium in Chicago
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests3 bedrooms4 beds2.5 baths
WifiAir conditioningKitchenFree parking
Rating 4.83 out of 5;99 reviews
PLUS
Entire apartment in Chicago
Stunning Retro Apartment in Andersonville
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
Rating 4.93 out of 5;241 reviews
1 20 of 300+ places to stay
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