300+ stays

Stays in Chicago

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Entire condominium in Lakeview
Hip Lakeview Loft
2 guestsStudio1 bed1 bath
WifiAir conditioningPets allowedWasher
$65 per night
Entire condominium in Lakeview
Large Studio Apartment in Lakeview East Chicago
2 guestsStudio1 bed1 bath
WifiIndoor fireplaceAir conditioningPets allowed
$56 per night
Entire condominium in Bucktown
Spacious Bucktown Condo
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningWasherDryer
$73 per night
SUPERHOST
Private room in Humboldt Park
Private Room/Bath Wicker Park, Free Street Parking
2 guests1 bedroom2 beds1 private bath
Self check-inWifiAir conditioningWasher
$40 per night
Entire condominium in Rogers Park
Luxury by the Lake
4 guests3 bedrooms3 beds2 baths
WifiWaterfrontBeachfrontBreakfast
$153 per night
Private room in Wicker Park
Perfect Room in Wicker Park 10 min to Downtown
2 guests1 bedroom1 bed1 shared bath
Self check-inWifiAir conditioningDishwasher
$37 per night
Entire condominium in Lincoln Park
Lincoln Park Getaway Chicago Subway Themed Unit 1
6 guests1 bedroom4 beds1 bath
Self check-inWifiIndoor fireplaceAir conditioning
$10 per night
Entire condominium in Frank Lloyd Wright District
Entire Condo in downtown Oak Park
2 guests1 bedroom1 bed1 bath
Self check-inWifiIndoor fireplaceAir conditioning
$57 per night
SUPERHOST
Entire condominium in Lakeview
Immaculate Lakeview Penthouse Condo
4 guests2 bedrooms2 beds2 baths
ElevatorWifiIndoor fireplaceAir conditioning
$139 per night
SUPERHOST
Private room in Wicker Park
Room with large private balcony
2 guests1 bedroom1 bed1 private bath
Self check-inWifiIndoor fireplaceAir conditioning
$42 per night
SUPERHOST
Private room in Ukrainian Village
Private Room in a Sunny Plant Filled Chicago Condo
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioningPets allowedWasher
$41 per night
Private room in Bronzeville
Arte Haus Gallery in SE Beach Area - Room B
2 guests1 bedroom1 bed1.5 shared baths
Self check-inWifiAir conditioningWasher
$60 per night
Private room in Chicago
Cozy WestTown Condo
2 guests1 bedroom1 bed1 private bath
WifiHot tubBreakfastAir conditioning
$81 per night
Entire condominium in Lakeview
Spacious, Clean Condo Steps From Wrigley Field!
5 guests2 bedrooms3 beds2 baths
Self check-inWifiIndoor fireplaceAir conditioning
$71 per night
Entire condominium in Bucktown
Spacious Condo in trendy Bucktown neighborhood
4 guests2 bedrooms2 beds1 bath
Self check-inWifiAir conditioningWasher
$77 per night
Private room in Kenwood
Arte Haus Gallery in SE Beach Area - Room C
2 guests1 bedroom1 bed1.5 shared baths
Self check-inWifiAir conditioningWasher
$60 per night
Private room in Humboldt Park
Piece of Mind
2 guestsStudio1 bed2 shared baths
WifiAir conditioningWasherDryer
$60 per night
SUPERHOST
Private room in Irving Park
SUITE HOME CHICAGO Your Own Private Floor!
2 guests1 bedroom1 bed1.5 baths
Self check-inWifiIndoor fireplaceAir conditioning
$63 per night
Entire condominium in Kenwood
LUXURY CONDO IN HYDE PARK
2 guestsStudio1 bed1 bath
Self check-inElevatorWifiPool
$112 per night
Entire condominium in Near North Side
30 E. Huron #2803 Private Residence
3 guests1 bedroom1 bed1 bath
Self check-inElevatorWifiPool
$70 per night
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1 – 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.