Condo vacation rentals in Cook County
Find and book unique condos on Airbnb
Top-rated condo rentals in Cook County
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cook County condo rentals
Weekly condo rentals
Condo in Chicago
4.84 out of 5 average rating, 332 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.85 out of 5 average rating, 107 reviews816 PLZN Luxury | Rooftop | Garage Parking-Pilsen
Condo in Chicago
4.91 out of 5 average rating, 212 reviewsA Stones Throw from U Chicago South Campus!
Condo in Chicago
4.94 out of 5 average rating, 83 reviewsLovely top floor 2BR/2BA, steps from everything!
Condo in Chicago
4.98 out of 5 average rating, 312 reviewsSunny Apartment Just 2 Blocks from Wrigley and Boystown
Condo in Chicago
4.92 out of 5 average rating, 123 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Chicago
4.91 out of 5 average rating, 321 reviewsSusie's Space. 2BR easy parking & pet friendly
Condo in Chicago
4.98 out of 5 average rating, 234 reviewsNear Lake Michigan & Wrigley Field
Pet-friendly condo rentals
Condo in Chicago
4.79 out of 5 average rating, 106 reviewsDowntown MICH AVE #20, Grant Park, Museums 2bd/2ba
Condo in Westmont
4.67 out of 5 average rating, 18 reviewshome away from homecondo comfort
Condo in Chicago
4.95 out of 5 average rating, 113 reviewsEntire 3Bed/2Bath Condo Near McCormick & Metro
Condo in Chicago
4.81 out of 5 average rating, 118 reviewsSpacious Home, Incredible Lakeview Location
Condo in Chicago
4.98 out of 5 average rating, 100 reviews💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
Condo in Chicago
4.8 out of 5 average rating, 196 reviewsCan't Beat This 2min Walk to Wrigley!
Condo in Chicago
4.88 out of 5 average rating, 256 reviewsSpacious & Stylish Home at the ♥ of Wicker Park
Condo in Chicago
4.79 out of 5 average rating, 207 reviewsModern Luxury In Old Town - Sleeps 4
Condo rentals with a pool
Condo in Oak Lawn
5 out of 5 average rating, 3 reviews2 Big 2flr 3bedrms 2bath w Garage Parking
Condo in Evanston
4.95 out of 5 average rating, 82 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Condo in Oak Lawn
5 out of 5 average rating, 5 reviewsBig 1Flr 3Bedrooms/2 Bath with Garage Parking
Condo in Lombard
4.82 out of 5 average rating, 51 reviewsSmoke & Pet Free, Washer Dryer, Fireplace, Balcony
Condo in Elk Grove Village
4.94 out of 5 average rating, 68 reviewsJust remodeled apartment close to airport and mall
Condo in Chicago
4.73 out of 5 average rating, 26 reviewsLovely condo studio
Condo in Evanston
4.91 out of 5 average rating, 116 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Private room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Destinations to explore
- Condo rentals Chicago
- Condo rentals Downtown Chicago
- Condo rentals Milwaukee
- Condo rentals Illinois
- Rentals with a fire pit Cook County
- Loft rentals Cook County
- Rentals with an EV charger Cook County
- Waterfront rentals Cook County
- Smoking-friendly rentals Cook County
- Rentals with a sauna Cook County
- Private suite rentals Cook County
- Pet-friendly rentals Cook County
- Apartment rentals Cook County
- Rentals with a washer and dryer Cook County
- Rentals with a fireplace Cook County
- Townhouse rentals Cook County
- Family-friendly rentals Cook County
- Hotel rentals Cook County
- Rentals with beach access Cook County
- Rentals with a balcony Cook County
- Bed and breakfasts Cook County
- Rentals with an accessible height toilet Cook County
- Rentals with an accessible height bed Cook County
- Beachfront rentals Cook County
- Rentals with outdoor seating Cook County
- House rentals Cook County
- Rentals with breakfast Cook County
- Rentals with pools Cook County
- Rentals with a kayak Cook County
- Rentals with lake access Cook County
- Rentals with a home theater Cook County
- Fitness-friendly rentals Cook County
- Guesthouse rentals Cook County
- Kid-friendly rentals Cook County
- Monthly Rentals Cook County
- Rentals with a hot tub Cook County
- Rentals with a patio Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Wellness United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Illinois
- Art and culture Illinois
- Entertainment Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Nature and outdoors Illinois
- Things to do Cook County
- Entertainment Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Nature and outdoors Cook County
- Art and culture Cook County