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Holiday rentals in Cook County

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Top-rated holiday rentals in Cook County

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

SUPERHOST
  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.

SUPERHOST
  1. Private room
  2. Dixmoor
Laid back home, Spacious rooms. Off street parking

Tucked away in the suburbs, close to the city. Maybe 20-30 min to downtown. I have spacious rooms w sleep, work n lounging areas, designed for simple living. Separate entrances n secure rooms. Shared kitchen n bathroom. Assigned drive way and free street parking. Competitively priced which is perfect for long stays. Month to month is encouraged, but I’m open to all inquiries. This is bedroom 2 two

SUPERHOST
  1. Entire rental unit
  2. Chicago
1bed/1bath !Location! Steps to South Loop Apt

Please make sure to review "Getting Around" details within the "Neighborhood" section. Nearest building intersection is 28th Place & Canal St to map transit options Newly remodeled 1br with modern finishes, smart tech & security, in a hip, central neighborhood minutes from downtown Chicago & steps from all that trendy Bridgeport has to offer. Managed by a seasoned team specializing in monthly furnished rentals Per the City of Chicago ordinances, 31 night minimum on all stays

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Other great holiday rentals in Cook County

SUPERHOST
  1. Entire rental unit
  2. Chicago
Bridgeport LR Renovated Loft Studio MONTHLY
SUPERHOST
  1. Entire rental unit
  2. Chicago
Pilsen HofC Deluxe 2bed/1bath Apt MONTHLY
SUPERHOST
  1. Private room
  2. Dixmoor
Laid Back home, Private rooms for rent.
SUPERHOST
  1. Private room
  2. Chicago
Little Farm in the City Back Bedroom
SUPERHOST
  1. Private room
  2. Chicago
BRONZEVILLE OASIS I - Mins to UChicago & The Loop
  1. Private room
  2. Lyons
Feel at home in this bright welcoming private room
  1. Private room
  2. Chicago
Homey, Energy Efficient 3 & Separate Laundry Room.
SUPERHOST
  1. Entire guest suite
  2. Chicago
MedDistrict Chic Newly Remodeled 1 bedroom MONTHLY
  1. Private room
  2. Chicago
5min walk to UnivOfChgo. MODERN Luxe
  1. Private room
  2. Chicago
Room B6
SUPERHOST
  1. Private room
  2. Skokie
Beautiful Private Room in Skokie
  1. Private room
  2. Lyons
Sensational in this Bright Relaxing Private Room
  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County