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Vacation rentals in Downtown Chicago

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Top-rated vacation rentals in Downtown Chicago

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

  1. Private room
  2. Chicago
Downtown/Lake/Soldier Field Paradise Haven

Enjoy a beautiful and very neat condo with 2 private bedrooms, 2 private bathrooms, a large living room, and a patio that sees directly Soldier Field Stadium, a glimpse of Lake Michigan, and Downtown view

$110 per night
  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

$137 per night
SUPERHOST
  1. Private room
  2. Chicago
Restoring Chicago Speakeasy from the 1920s Room 1B

Note: check-in is at noon but you can come as early as you need to pick up the keys and drop off your things. This is a luxurious suite and spa shower room concept. Enter your spa through beautiful French doors. No expense has been spared on this luxurious spa bath that is your own private spa. The spa is supplied with the finest shampoo conditioners lotions Linens towels and bathrobes. Your room number is 1B and your keys will be marked 1B. We are restoring an authentic Chicago Speakeasy from the 1920s study the photographs you'll see we've made great progress. This room is numbered 1B and is up the grand staircase to the second floor accompanying our art gallery. A beautiful and quiet room completely private. Welcome There is an additional $50 per person fee for a third or fourth guest staying in the room.

$103 per night

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Other great vacation rentals in Downtown Chicago

SUPERHOST
  1. Entire rental unit
  2. Chicago
Great location. Free parking.
$96 per night
  1. Private room
  2. Chicago
Cozy room in newly finished ultra modern aptmnt.
$35 per night
  1. Private room
  2. Chicago
Rustic Private BR - 5 min to Chinatown & Downtown
$42 per night
SUPERHOST
  1. Entire rental unit
  2. Chicago
Cabin #207 at 747 Lofts
$72 per night
  1. Private room
  2. Chicago
City View near Downtown Chicago Sox & Chinatown
$49 per night
  1. Private room
  2. Chicago
Lovely private bedroom in Fantastic location
$72 per night
  1. Entire rental unit
  2. Chicago
1 Bedroom Apartment by McCormick Place & Chinatown
$64 per night
SUPERHOST
  1. Private room
  2. Chicago
Restoring Chicago speakeasy of the 1920s room 3A
$99 per night
SUPERHOST
  1. Private room
  2. Chicago
Hotel quality room near Downtown,CTA, McCormick
$49 per night
  1. Private room
  2. Chicago
Private Bedroom near Downtown Chicago Chinatown
$36 per night
SUPERHOST
  1. Entire rental unit
  2. Chicago
Cabin #201 at 747 Lofts
$85 per night
  1. Private room
  2. Chicago
Private Room A5 by Chinatown
$36 per night