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Vacation rentals in Cook County

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Top-rated vacation rentals in Cook County

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

  1. Private room
  2. Chicago
Master Bedroom in Spacious and Comfy Chicago Condo

Welcoming and Cozy home for up to 2 guests. City Living! Located in the University of Chicago area. EASILY ACCESSIBLE to EVERYWHERE in the Chicago! 5-10 minutes from UC, 15 minutes from South Loop and downtown Chicago . Use the kitchen and its appliances, your own personal bathroom, TV, hi-speed Wifi, laundry & parking. Meaningful conversation (if you want it).

$29 per night
SUPERHOST
  1. Private room
  2. Chicago
Room H1

Comfortable room in a spacious impeccable house. Kitchen is equipped with all new appliances and utensils. Very quiet and family oriented area. Located next to the intersection of 85th St and commercial Ave. Metra station and bus stop just a couple of blocks away. Lake shore drive and Indiana border just minutes away. Downtown 25 min. Free, safe and abundant parking 24/7.

$24 per night
  1. Private room
  2. Chicago
✅West Beverly Private bedroom & Bathroom🔥🔥🔥

Remodeled home in Chicago’s West Beverly neighborhood. Kick back and relax in this calm, stylish space . Private room & technically private bath (as guest will be the only one(s) occupying it). Accessible refrigerator. The block, is quiet & walking distance from park and fine eateries. The perfect stay for a getaway, business venture, or exploring Chicago.

$50 per night

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Other great vacation rentals in Cook County

SUPERHOST
  1. Private room
  2. Woodridge
Private floor with living room and office space
$39 per night
SUPERHOST
  1. Entire guesthouse
  2. Chicago
Private Studio in Bridgeport, Chicago
$63 per night
  1. Private room
  2. Skokie
Cozy Private Room
$27 per night
SUPERHOST
  1. Private room
  2. Chicago
Little Farm in the City Back Bedroom
$30 per night
SUPERHOST
  1. Private room
  2. Chicago
PEACEFUL PLACE
$46 per night
  1. Entire rental unit
  2. Chicago
Short-Term Sublet Near Lake Michigan
$42 per night
SUPERHOST
  1. Private room
  2. Chicago
Quiet Room #3
$35 per night
SUPERHOST
  1. Private room
  2. Chicago
Downtown Chicago 8 minutes away SELF CHECK IN
$35 per night
SUPERHOST
  1. Private room
  2. Chicago
Quiet room #4
$35 per night
  1. Private room
  2. Chicago
Rustic Private BR - 5 min to Chinatown & Downtown
$40 per night
  1. Private room
  2. Chicago
Luxury BR w/private bath 4mins to Univ & Hospital
$52 per night
SUPERHOST
  1. Entire rental unit
  2. Chicago
Private, 2BR apt, 6 miles south of Downtwn Chgo
$52 per night