
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.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

4 miles to Airport, King bed. Near expressways.
Room near O'Hare airport (4 miles), 7 min walk to the bus or 6 minute car ride to the Metra train to Chicago. 13 min to Allstate Arena, 11 min to Donald E. Stephens Convention Center or Rosemont Theatre . 10 min to Fashion Outlets mall or Entertainment District (bars and restaurants and concerts and comedy club/ casino. Room:1-2 adults, Near expressways 294 / 88 / 90 Towels provided Luggage drop off prior to check in Please send me a picture if profile does not have one prior to arriving.

Ideal Evanston downtown apartment with porch, view
Charming, homey, SHARED (with me and other guests) apartment with porch, hardwood floors ideal for artists, professionals, healers, parents, students. Right in the heart of Evanston near library, Whole Foods, beach, coffee, parks, restaurants, public transit, and more. One can walk practically anywhere from here. Quiet, private bedroom with TV, desk, full bed and lovely view. Room CANNOT be locked from the outside because it is against fire regulations but yes from inside. Very safe. Welcome!

Jacuzzi Cul De Sac home | Near Chicago
Enjoy a quiet property located just outside of Chicago at the end of a cul de sac! ✨ P R O P E R T Y ✨ • 1,800 sq ft • 3 bedroom, 4 beds • Full kitchen with cookware and silverware • Coffee and tea bar • Jacuzzi in the bathroom • Washer and dryer • Gas grill • Fire pit • 2 fireplaces & more! ✨ Y O U R S T A Y ✨ • Frequent discounts for longer stays • Up to 45 days allowed • Pets allowed • Basic needs supplied for short stays • Near multiple stores / malls • Near attractions

NEW! Apartment Near Downtown
Welcome to your BoHo inspired getaway this cozy one bedroom apartment offers, comfort style, and everything you need for a relaxing stay the space features a beautiful decorated bedroom with warm, earthy tones and natural textures plus a spacious living area with a pull up couch perfect for extra guest. Enjoy full bathroom stocked with essentials and open layout filled with natural light and thoroughly curated Boho details and make the space feel calm and inviting.

Modern Haven in Little Village
Step into The Artistic Brick Loft, featuring modern amenities and artistic flair. The bedroom includes ample storage and unique décor. The living area boasts an exposed brick wall, chic furniture, and captivating artwork. The kitchen offers modern appliances and a dining area. The bathroom features a sleek design with a walk-in shower. In-unit laundry and easy street parking compared to other city locations ensure a hassle-free stay. Enjoy comfort and style.

Home in Forest Park Upstairs.
In this cozy apartment you will have a functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. The property is located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit.

Private Spacious Room in a shared house.
House located in Calumet City, not far from Franciscan Hammond hospital, 10 minutes away to Ford Plant, 19 minutes away to Horseshoe Casino, 18 minutes away to the BP Plant and Purdue University. Dining area and family room with television and WiFi. These areas are shared with other guests. Private room has a full bed, tv, closet and office desk and mini fridge.

S3 Private cozy room. NO parking. 15min to O'Hare
NO car. There is nowhere to park your car. Cozy room in the house. great place to relax before/after a long flight. 5 minutes from the house there are shops, cafes and restaurants, public transport. And the airport can be reached by taxi in 15 minutes or by bus in 1 hour The room has air conditioning, so you can always set a comfortable temperature for yourself.

Great location. Free parking.
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.

Cloudgate Room, minutes to O'Hare in Safest Area
My other listing can be found through my profile. This room is just next to the washroom. My place is only 1 mile/1.6km to USMLE Center; 10 minutes driving to O'Hare, 0.6 miles to CTA Blue Line station. Early check in is available for an additional fee. Prices are subject to change.
Popular amenities for Cook County holiday rentals
Other great holiday rentals in Cook County

Private, Cozy Bedroom Near O’Hare

A comfortable home in Windy City

Bees Knees - Room 3

i1- Right in front United Center&Next to Downtown

Private, dog-friendly room near downtown Chicago

Private living room with a Divider and sofa bed.

Jeffery Manor - Private Room

K1-Private bdroom 6min walk to Wrigley Field
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
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