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300+ stays

Stays in Chicago

SUPERHOST
Entire loft in West Town/Noble Square
Huge West Loop loft!
6 guests2 bedrooms2 beds2 baths
Self check-inWifiAir conditioningWasher
Rating 4.92 out of 5;185 reviews
Price:$75 / night
Entire apartment in Logan Square
The Secret Stache
2 guestsStudio1 bed1 bath
Self check-inWifiAir conditioningKitchen
Rating 4.60 out of 5;185 reviews
Price:$54 / night
Entire condominium in Bucktown
Bucktown Private GEM - a 3BR Modern Oasis
11 guests3 bedrooms3 beds2.5 baths
Self check-inWifiIndoor fireplaceAir conditioning
Rating 4.77 out of 5;73 reviews
Price:$127 / night
SUPERHOST
Entire apartment in Uptown
Large High-Class Apt Near Beach w/ Free Parking!
8 guests3 bedrooms3 beds2 baths
WifiWaterfrontAir conditioningPets allowed
Rating 5.0 out of 5;141 reviews
Price:$200 / night
Entire apartment in Ukrainian Village
Steps to Shop, Eat, Train | Easy Access | Zencity
5 guests2 bedrooms2 beds1 bath
Self check-inWifiAir conditioningWasher
Rating 4.80 out of 5;15 reviews
Price:$60 / night
Entire apartment in South Loop/Printers Row
Kasa Chicago | Work Friendly 1BD/1BA + Den with Fast WiFi | South Loop
5 guests1 bedroom3 beds1 bath
Self check-inElevatorWifiAir conditioning
Rating 4.80 out of 5;25 reviews
Price:$128 / night
Entire apartment in Hyde Park
UChicago, Shops + Eats, Lake | Gym + W&D | Zencity
2 guestsStudio1 bed1 bath
Self check-inElevatorWifiAir conditioning
Rating 4.77 out of 5;117 reviews
Price:$59 / night
Entire apartment in Kenwood
UChicago, Lake, Sci Museum | Gym + W&D | Zencity
2 guestsStudio1 bed1 bath
Self check-inElevatorWifiAir conditioning
Rating 4.63 out of 5;78 reviews
Price:$58 / night
Room in boutique hotel in Near North Side
Kinzie Hotel, Deluxe, Two-Queens, Non-Smoking
4 guests1 bedroom2 beds1 private bath
Self check-inWifiBreakfastGym
Rating 4.59 out of 5;156 reviews
Price:$134 / night
SUPERHOST
Entire apartment in South Loop/Printers Row
Downtown PENTHOUSE #2❤️Family Friendly❤️CDC Clean
10 guests3 bedrooms8 beds1 bath
Self check-inElevatorWifiGym
Rating 4.72 out of 5;36 reviews
Price:$128 / night
Entire apartment in Pilsen
💗Charming Two Bedroom Apartment near Downtown 💗
5 guests2 bedrooms2 beds1 bath
Self check-inWifiAir conditioningFree parking
Rating 4.71 out of 5;128 reviews
Price:$103 / night
Entire house in Uptown
GOATHOTE | GORGEOUS 4/2.5 GREYSTONE HOME | WRIGLEY
16 guests4 bedrooms7 beds2.5 baths
Self check-inWifiIndoor fireplaceAir conditioning
Rating 4.60 out of 5;42 reviews
Price:$100 / night
SUPERHOST
Entire apartment in Near North Side
Clean & Renovated, Walking to distance to lake!
3 guests1 bedroom1 bed1 bath
Self check-inElevatorWifiGym
Rating 4.80 out of 5;74 reviews
Price:$98 / night
SUPERHOST
Entire house in Bridgeport
4 Story Modern Pet Friendly Centrally Located Home
16 guests5 bedrooms7 beds3.5 baths
Self check-inWifiIndoor fireplaceAir conditioning
Rating 4.79 out of 5;29 reviews
Price:$300 / night
SUPERHOST
Entire loft in Oak Park
Contemporary Oak Park Loft
4 guests1 bedroom2 beds1 bath
Self check-inWifiAir conditioningFree parking
Rating 4.98 out of 5;160 reviews
Price:$66 / night
Entire condominium in Lincoln Park
Beautifully Renovated 2BR in Historic Lincoln Park
5 guests2 bedrooms4 beds2 baths
Self check-inWifiAir conditioningWasher
Rating 4.98 out of 5;126 reviews
Price:$128 / night
PLUS
Entire apartment in River West
Unique, Handcrafted Art Gallery Condo in River West Chicago
8 guests3 bedrooms4 beds2 baths
ElevatorWifiAir conditioningWasher
Rating 4.93 out of 5;370 reviews
Price:$142 / night
Entire apartment in Englewood
Private, 2BR apt, 6 miles south of Downtwn Chgo
3 guests2 bedrooms2 beds1 bath
Self check-inWifiAir conditioningKitchen
Rating 4.71 out of 5;173 reviews
Price:$39 / night
Entire apartment in Pilsen
No crazy fees! Instant Book it! Great Location!
8 guests2 bedrooms5 beds1 bath
WifiBreakfastAir conditioningWasher
Rating 4.67 out of 5;234 reviews
Price:$65 / night
SUPERHOST
Entire apartment in Frank Lloyd Wright District
Sunny Jumbo Studio in the Heart of Oak Park
3 guests1 bedroom1 bed1 bath
Self check-inWifiWasherKitchen
Rating 4.88 out of 5;117 reviews
Price:$84 / night
281 300 of 300+ places to stay
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