Holiday rentals in Cook County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cook County

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Private room in Evanston

4.95 out of 5 average rating, 193 reviews

Welcoming Evanston Home

We have a newly renovated suite awaiting your stay, perfect for one guest. This dedicated entry, private room + bathroom, and tree-lined street are in our quiet neighborhood in beautiful Evanston, just north of Chicago. As international travelers ourselves, we love hosting others from near or far! Enjoy a short walk to cafes, stores, mall shopping, parks, and restaurants. Easy free parking, convenient Uber / Lift rides, and public transportation are also here to make your stay enjoyable.

Guest favourite

Private room in North Riverside

4.93 out of 5 average rating, 216 reviews

The Albany Park Room at the Cape Cod in Riverside

The Cape Cod in Riverside is 10 miles from downtown Chicago, accessible via METRA and CTA Blue Line. It's a block from a trail entrance, a mile from Brookfield Zoo, and close to Riverside's historic downtown and Loyola University Medical Center. O'Hare Airport is 18 miles away, and Midway is 9 miles. The Albany Park Room, one of two Airbnb listings, is on the second floor and accommodates two guests. The property supports sustainability with partial solar energy for heat and hot water.

Guest favourite

Private room in Woodridge

4.86 out of 5 average rating, 502 reviews

Private floor with Bedroom, bathroom, living 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.

Top guest favourite

Guest suite in Orland Park

4.98 out of 5 average rating, 100 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Guest favourite

Flat in Berwyn

5 out of 5 average rating, 6 reviews

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. This serene one-bedroom, one-bath suite offers a peaceful retreat, inspired by the calming essence of jade. The space features a sleek, airy design with thoughtful touches to make you feel right at home. Fully equipped kitchen, cozy living area, the bedroom invites restful nights, while the spa-like bathroom offers a moment of quiet indulgence. Perfect for a restful getaway or a productive stay.

Guest favourite

Flat in Chicago

4.87 out of 5 average rating, 270 reviews

Spectacular Pilsen Studio for 2!

This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Guest favourite

Private room in Des Plaines

4.88 out of 5 average rating, 339 reviews

R1 Delightful room in quiet neighborhood

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.

Top guest favourite

Private room in Oak Forest

4.96 out of 5 average rating, 269 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. 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, OakFest, Carribean Block party, RidgeFest, and many more.

Guest favourite

Shared room in Chicago

4.79 out of 5 average rating, 173 reviews

03a. Queen sized in coed room

This is for a single queen bed in a SHARED bedroom. You will have a queen bed that is in a bedroom with another twin bed. The other bed is a separate listing, and is NOT included with this booking. Breakfast is included in your stay. We keep the pantry stocked with eggs, bacon, milk, orange juice, jam, bread, fruit, pancake mix, coffee and tea. Any of these items can be used to make yourself breakfast in the morning.

Superhost

Hotel room in Rosemont

4.9 out of 5 average rating, 307 reviews

Relaxing Standard Room l Free Airport Shuttle

Explore the charming neighborhood of Rosemont just outside our doors. Attractions await you: ✔ Offers a 24-hour front desk, airport transfers, an ATM and free WiFi throughout the property. ✔ Enjoy indoor pool or use the business centre that offers printing, copying and fax services. ✔ Breakfast included. Monday to Friday from 6:30AM to 9:30AM, and on Saturday and Sunday from 7:30AM to 10:30AM.

Guest favourite

Private room in Richton Park

4.85 out of 5 average rating, 247 reviews

Urbal retreat

On the cusp of urban and rural, urbal. To the north, the sprawling and windy city of Chicago. To the south, farmland and more open spaces. Small bedroom in a nice house on a quiet street. Living space shared with me, my boyfriend, Dillon and my 10 year old son and dog Chase. Walking distance from the train to downtown Chicago. 5 min drive to highway and area with shopping and restaurants.

Guest favourite

Private room in Willow Springs

4.93 out of 5 average rating, 279 reviews

Private bedroom A Quiet Chicago suburb. No parking

Private room on a quiet non-smoking home in a safe suburb. NO PARKING. No OVERNIGHT parking on the streets. 25 minutes to downtown. Bedroom with Queen-size bed for 2 people max. This is 1 of 3 bedrooms available. Natural light bathroom with a sky window is shared with another Airbnb room. Good for tourist, solo, or couples (gay or straight) travelers. NO discrimination allowed.