Vacation rentals in Chicago

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Top-rated holiday rentals in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Private room
  2. Near West Side
Room T5

Comfortable room furnished for short or long stays. Free, safe, and plenty parking 24/7. Located by the medical district next to little Italy, lots of restaurants and stores. Pink line five blocks away. Willis tower, Fulton market, and Greek town are all less than 9 minutes away by car. UIC is a 4 min drive. Guests can use all the common areas and appliances of the house.

$57 NZD per night
  1. Private room
  2. McKinley Park
Single Bedroom w/ Twin Bed & 5min to Metro

Recently renovated, enjoy the comfort of staying on a brand-new home. Brand new mattress, comforters, sheets, towels and everything else! Each room is equipped with Smart TV with Netflix included memory-foam mattresses with 4 layers sheets & comforters bed setup, air conditioning with air humidifier, high speed internet and so much more! Easy access to public transportation. Convenient location close to downtown Chicago, Chinatown, White Sox, Pilsen, South Loop & McCormick Convention Center.

$49 NZD per night
  1. Private room
  2. South Chicago
Room B2

Cozy private room with Ac. Common areas such as bathroom and kitchen Antea all brand new.

$41 NZD per night

Holiday rentals for every style

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Other great holiday rentals in Chicago

  1. Private room
  2. The Loop
Downtown/Lake/Soldier Field Paradise Haven
$179 NZD per night
  1. Private room
  2. Lake View
Contemporary, private suite w fireplace
$104 NZD per night
  1. Private room
  2. Woodlawn
Luxury BR w/private bath 4mins to Univ & Hospital
$86 NZD per night
  1. Private room
  2. Wicker Park
Simple and Convenient
$101 NZD per night
SUPERHOST
  1. Private room
  2. Austin
Little Farm in the City Back Bedroom
$49 NZD per night
  1. Entire rental unit
  2. East Rogers Park
Short-Term Sublet Near Lake Michigan
$68 NZD per night
SUPERHOST
  1. Private room
  2. Near West Side
Cozy room in newly finished ultra modern aptmnt.
$55 NZD per night
SUPERHOST
  1. Entire rental unit
  2. West Town
Great location. Free parking.
$157 NZD per night
  1. Private room
  2. Woodlawn
5min walk to UnivOfChgo. Modern LUXE
$88 NZD per night
  1. Private room
  2. Irving Park
Comfortable Room Five Min Walk to Blue Line/ RM 6
$76 NZD per night
  1. Private room
  2. South Chicago
Room B1
$39 NZD per night
  1. Private room
  2. Chicago
Private Bedroom near Downtown Chicago Chinatown
$57 NZD per night