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.

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Top guest favorite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Apartment in Chicago
5 out of 5 average rating, 64 reviews

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.

Guest favorite
Private room in Chicago
4.84 out of 5 average rating, 125 reviews

Priv. BR/BA in French Bungalow - Near Lincoln Sq.

This 102-year-old French bungalow home is located in Lincoln Square West within walking distance to the popular Lincoln Square Chicago neighborhood. The CTA Brown Line to downtown Chicago is also within walking distance. Divvy bikes are available nearby for a bike ride down to Lake Michigan as weather permits. Guests of all backgrounds are welcome to stay in a newly furnished private bedroom with a private bathroom. The kitchen, living room, and a sunroom porch are all accessible to guests.

Guest favorite
Private room in Woodridge
4.9 out of 5 average rating, 442 reviews

Private floor w/ living rm&office-Private bath rm

We are close to all major highways, easy access to go anywhere. Public transportation w/in minutes. Designated parking spot in driveway, also street parking is available. We are next to walking/running trail & parks. Shopping, movies & restaurants are w/in walking distance. Quiet & very safe neighborhood. Shared full kitchen w/ all cook ware available. Private full size fridge/freezer, coffeemaker, toaster oven & microwave. Wifi, streaming, & cable TV. Free on-site laundry & toiletries.

Guest favorite
A vintage-style sign featuring bold red and white lettering, stating 'Bohemian Lodge no 17' against a dark brown background. Decorative elements include images of beer glasses and whimsical knot designs, creating a nostalgic atmosphere.
Apartment in Chicago
4.85 out of 5 average rating, 311 reviews

Teeny Tiny Bohemian Lodge - Clean & Affordable

Explore the wonderful neighborhood of Pilsen from this unique little space. Private entrance to your bedroom with an attached bathroom with shower. The entire space is for your private use- nothing is shared. NOTE the bedroom & bathroom ARE the entire space. Designed for one person as a sleeping room. We can not host 2 people. Twin size American bed is 38 x 75 inches. Please CLICK "show more " below BEFORE YOU BOOK/INQUIRE I need you to read and respond to our house rules.

Top guest favorite
A cozy sleeping area features a full bed dressed in soft bedding, complemented by vivid red and white accents. Natural light enters through two windows, illuminating a chair and side table in the adjacent sitting area, while plush towels are neatly arranged on a striped blanket.
Private room in Evanston
4.99 out of 5 average rating, 181 reviews

Comfy suite-natural light. Shared bath

Our home is nestled in a residential neighborhood in north Evanston, 1.5 miles west of NU. The Metra station is 2 blocks away and a quick walk to Central Street’s many fine boutiques and coffeehouses. The comfy suite is a room in our home, and shares a bathroom(s) with no more than two other guests from the peaceful suite. There is free permit parking in front of our house. Sorry, but the kitchen, first floor and laundry are not available, no ADA access.

Top guest favorite
Private room in Alsip
4.9 out of 5 average rating, 260 reviews

Safe clean charming close transportation Viva!

Hello world, The room is called la Dolce room, Inspired by my trip to Italy Rome The rug is like a fancy cake top , dark brown for tiramisu dessert, the walls is the color of cappuccino coffee ice cream, & some art Decour made to put you in sweet dream mode in a queen size bed. A beautiful Clean bathroom with clean linen to refresh your self. Have a second room for office space, to use a desk. Safe parking for your rental, close to the highway

Guest favorite
A private room features a spacious bed with crisp white bedding. A wall-mounted television is situated opposite, with a small table and chair nearby. A fan is positioned to the side, and a compact refrigerator is visible next to the table. Natural light filters through sheer curtains.
Private room in Chicago
4.92 out of 5 average rating, 286 reviews

HydePark002, UC, NavyPier, Chinatown, freeparking

Feel free to check us other listings: https://www.airbnb.com/h/hydepark001 https://www.airbnb.com/h/zengarden333 https://www.airbnb.com/h/zengarden332 https://www.airbnb.com/h/zengarden001 Hyde Park luxury private room with a keypad lock on each room door. Shared full bathroom only for 2 rooms. Step to UChicago, Chicago loop, McCormick, Chinatown(hundreds of delicious food). Perfect for everyone in Chicago! Free street parking.

Top guest favorite
Private room in Oak Forest
4.96 out of 5 average rating, 285 reviews

Cozy Cove on Chestnut

You will enjoy a private space with a private entrance on the lower level of our home located in a family oriented neighborhood. We are conveniently located near two Metra stations for easy travel into the city. We are less than 10 minutes away from the Hollywood Casino Amphitheatre, among other entertainment venues. We are lucky to have many neighborhood fests nearby such Gaelic Fest, Carribean Block party, RidgeFest, and many more.

Superhost
Private room in Des Plaines
4.87 out of 5 average rating, 411 reviews

R3 Comfy private room overlooking the forestland.

A cozy room located in peaceful neighborhood, a perfect place to stop after traveling from O'Hare airport! We have a beautiful wild river, lake, and forest right in the backyard and surrounding our area, with wild life creating a cozy atmosphere, amazing to take walks. We are a 10 minute ride from the O'Hare International Airport, a 5 minute ride from a Metra Station, and surrounded by all kinds of parks and interesting restaurants.

Guest favorite
Private room in Calumet City
4.97 out of 5 average rating, 135 reviews

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.

Top guest favorite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Condo in Chicago
4.97 out of 5 average rating, 844 reviews

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.

Top guest favorite
A welcoming living room features a large wooden table surrounded by plants and comfortable seating. Natural light floods the space through expansive windows, enhancing the earthy tones of the decor. A cozy sofa and a vintage armchair create an inviting atmosphere for relaxation.
Private room in Chicago
4.96 out of 5 average rating, 520 reviews

Private room w/bath in urban canopy

Private bedroom w/attached private bath in a gorgeous 3-bedroom/2-bath apt on the only curvy street in Hyde Park. Common entrance and living spaces, shared with an artist who uses two bedrooms - one as studio. Enjoy the lush light-infused top floor of a turn-of-the-century urban tree house.

Popular amenities for Cook County vacation rentals

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