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Vacation rentals in Downtown Chicago

Vacation rentals in Downtown Chicago

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Downtown Chicago

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

Great location.
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bath

Great location.Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Private Studio in Bridgeport, Chicago
SUPERHOST
Entire guesthouse · 3 guests · 1 bed · 1 bath

Private Studio in Bridgeport, ChicagoA bright studio guesthouse, perfect for business travelers, a couple’s getaway, personal retreat, or a solo adventurer. Has a kitchen sink, cabinet space for your non-perishable items, a microwave, mini-fridge, and Keurig. We provide plates, flatware, mugs, and glasses. The studio offers the privacy of your own bathroom and shower facilities. You'll rest well in a full-size Murphy bed, with sufficient storage for all your travel items. A couch is available for a third guest if needed.

Chicago chinatown great location(B) (中文房东)
SUPERHOST
Private room · 2 guests · 1 bed · 1 shared bath

Chicago chinatown great location(B) (中文房东)

Holiday rentals for every style

Get the amount of space that is right for you.

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  • Unique stays

Popular amenities for Downtown Chicago holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Downtown Chicago

Attic cozy guests suite near South Loop in Chicago
SUPERHOSTEntire guest suite
Attic cozy guests suite near South Loop in Chicago
Price:$119 NZD / night
Lincoln Park Getaway Chicago Subway Themed Unit 1
Entire condominium
Lincoln Park Getaway Chicago Subway Themed Unit 1
Price:$14 NZD / night
Shared Artist Loft Own Private Room
SUPERHOSTPrivate room
Shared Artist Loft Own Private Room
Price:$112 NZD / night
CUTE 2 BD, lake view, 1.5 miles to McCormick Pl!
Entire condominium
CUTE 2 BD, lake view, 1.5 miles to McCormick Pl!
Price:$153 NZD / night
Private Room in Luxury Old Town Home
SUPERHOSTPrivate room
Private Room in Luxury Old Town Home
Price:$105 NZD / night
Restoring Chicago Speakeasy from 1920's Room 1A
SUPERHOSTPrivate room
Restoring Chicago Speakeasy from 1920's Room 1A
Price:$112 NZD / night
The Hoxton, Chicago - Cosy Room
Boutique hotel
The Hoxton, Chicago - Cosy Room
Price:$0 NZD / night
Modern
SUPERHOSTEntire apartment
Modern
Price:$119 NZD / night
Updated Condo near Downtown with Porch
Private room
Updated Condo near Downtown with Porch
Price:$49 NZD / night
Stunning downtown High Rise apartment amazing view
Private room
Stunning downtown High Rise apartment amazing view
Price:$75 NZD / night
Fully Furnished Apartment Wicker Park Free Parking
SUPERHOSTEntire apartment
Fully Furnished Apartment Wicker Park Free Parking
Price:$133 NZD / night
Best 1 Bedroom with Sunset view over the city
Entire apartment
Best 1 Bedroom with Sunset view over the city
Price:$112 NZD / night

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