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Holiday rentals in Downtown Chicago

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Top-rated holiday rentals in Downtown Chicago

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

SUPERHOST
  1. Entire rental unit
  2. Chicago
Millennium Park Paradise

Located in Chicago's Loop, this large 2 bedroom, 2 bathroom is in the heart of all things Chicago. Theatres, shopping, great restaurants, nightlife, parks and Lake Michigan are all nearby!

SUPERHOST
  1. Entire rental unit
  2. Chicago
Cozy Studio With Beautiful Lake View

Enjoy a stylish experience at this centrally-located place. Studio close to Adler Planetarium, Field Museum, Shedd Aquarium, and Soldier Field. Navy Pier just minutes away. Enjoy a nice walk down Michigan Ave to Grant State Park. Studio fully equipped with: WiFi Tv Netflix, Hulu Travel size shower amenities Toothbrush Feminine hygiene products Hair Dryer Hair Straightener Clothes steamer Keurig Sofa bed Parking available in public paid parking garage across the street

  1. Entire rental unit
  2. Chicago
DOWNTOWN STUDIO BY RUSH STREET -GOLD COAST CENTER

Gold Coast is Downtown Chicago’s best neighborhood to be! This is an “Entire Space” private studio (Hotel size) only for you and your company. The studio is right next to some of the most Legendary Clubs/Bars - Famous Restaurants as well all the designer shops on Rush and Division streets. You are 3 minutes walking from the Oak Street Beach & you are also in walking distance from all Downtown attractions & the "Magnificent Mile" - 2 bike stations a min from the property - WALK or BIKE everywhere

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Other great holiday rentals in Downtown Chicago

SUPERHOST
  1. Entire rental unit
  2. Chicago
Theater District Hideaway
  1. Private room
  2. Chicago
Private Room in Great Location to City
  1. Private room
  2. Chicago
Single Bedroom w/ Twin Bed & 5min to Metro
SUPERHOST
  1. Entire rental unit
  2. Chicago
Cabin #207 at 747 Lofts
  1. Entire rental unit
  2. Chicago
New Spot in West Town
SUPERHOST
  1. Entire rental unit
  2. Chicago
Entire Studio Apartment | View of Millennium Park
SUPERHOST
  1. Private room
  2. Chicago
Restoring Chicago Speakeasy of the 1920s Room 2A
  1. Private room
  2. Chicago
Stunning downtown High Rise apartment amazing view
SUPERHOST
  1. Entire rental unit
  2. Chicago
Great location. Free parking.
  1. Private room
  2. Chicago
Contemporary, private suite w fireplace
SUPERHOST
  1. Private room
  2. Chicago
Restoring Chicago Speakeasy from 1920's Room 1A
  1. Private room
  2. Chicago
PRIVATE ROOM 5 minutes to the City