
Apartment holiday rentals in Cook County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Cook County
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cook County apartment rentals
Weekly apartment rentals

Studio flat in the heart of Chicago's Gold Coast
everything was extremely nice, unfortunately the knob to change from shower to faucet was detached so we could not utilize the very large beautiful bathtub. The front porch light also needs to be replaced, we opted to leave the front door open to be able to see outside after dark. Other than that everything was extremely nice. Still worthy of a five-star review.

Luxury Studio Apt Near McCormick & Soldier Field
Milan’s listing was great! My friend and I enjoyed our stay. It’s within the Divvy limits, so getting around was easy. Also, pretty close to the ‘L’. Thanks for being a great host!

1st Floor Condo Apartment Close to Midway Airport
We enjoyed our stay here. We felt safe and the home was very clean. The kitchen had everything you need if you desire to cook at home. Our host was very accommodating us and allowing us to check in earlier which was extremely helpful! We will definitely come back again!

University of Chicago Condo-Upgraded and Spacious
13/10 stars ✨. Run do not WALK on this property for booking. I don’t even know where to start! i’ll try to keep it short! This property and Host has been the best i’ve ever experienced, Everrr!. Let’s start at the bathroom the tub is huge and deep- the perfect relaxation at your finger tips.. Spacious Home and beautifully decorated.. and Clean.. When you enter the home the fresh clean smells takes you over.. from the personalized birthday note to snacks to checking in to making sure everything was to my liking .. Chef’s kiss ❣️ Diane’s place is a piece of Heaven snuggled in the city of Chi-Town! Ladiessss if you need the perfect home to feel like a princess on every level book nowww.. This property has the best combo for a man or woman ! i can go on and on but just make sure when y’all book - you leave some dates open because i’m coming back here EVERY time❣️😘

Quick Drive to Downtown Chicago & Early Check-In
Thomas is an amazing host! He was very proactive in communicating right from the start of the trip ,was very welcoming and warm. This Airbnb house is spic and span. It is very clean , beautifully decorated and has everything you need to be comfortable in a home. The Kitchen is stocked with all vessels , has basic pantry supplies and has a gas for cooking warm meals. Thomas and his wife were also very thoughtful and considerate and left us a basket full of snacks and coffee pods - that was a really sweet gesture from their end.The coat closet has umbrellas , incase you need one , which I thought was very considerate as well. Thomas also regularly checked in on us to ensure we had a smooth stay - his check in and checkout instructions were uber clear and made it possible to check in and check out without any hassles. There is a starbucks and a bunch of small restaurants on a 10 - 13 min walk from the house.Overall , I would highly recommend his house to other guests.

Luxury Waterfront 2 Bedroom Condo by Lake Michigan
This condo was super-clean. We loved the balcony, where we could relax after climbing dunes with our grandkids! Good mattresses (our daughter & husband took the upstairs bedroom) and we appreciated the king-sized beds. There is quite a tall stairway to climb to get to the 2nd floor. Otherwise, easy access (we used the August app) from the parking lot.

Apartment in Clarendon Hills.
Thank you Jon & Lucy!! So grateful for your comfortable residence! Your amenities were just like home and more! Beautiful appliances, artistically decorated bedrooms. BEAUTIFUL. My home away from home. You thought of everything! Having a fresh water tank was wonderful. Great apartment neighbors too!! Meticulously clean! Thank you. Maureen

Quintessential vibes 2Br/2Bath
Very nice, friendly, quick to reply! Would recommend to anyone that is looking to stay in an Airbnb! We enjoyed our stay and are gladly to work with Alexandra again!!!
Pet-friendly apartment rentals

RockStar Pad W3A BoysTown/Wrigley Field/Parking
Rockstar 3A was everything we hoped it would be and MORE. Amazing location to start with. The unit itself was immaculate. Very nice layout and never felt cramped with 4 adults staying for 2 nights. It has great TV's if you end up staying in, and a kick ass air conditioner for the hot days (it was HOT for our couple of days) There is nothing our group could find that was wrong with the place. It was PERFECT.

NEW luxury Old Town 1-Bedroom condo
We would stay here again in a heartbeat. Excellent location, very walkable, unit was bright and clean, quiet. Katherine and Dimi were very responsive … even had an iron delivered as the previous iron had gone missing. Truly can’t say enough about our stay! Thank you!

The Urban Oasis | Outdoor Lounge • Sleeps 10+
The unit was as described, clean, affordable, easy to get to and home base from, and the neighborhood felt safe. There’s a coffee shop right on the corner we walked to in the mornings. We had a big group for a bachelorette and there was plenty of spaces to sleep downstairs (3 bedrooms with beds and one shared space with four beds), get ready (2 full bathrooms including two baths for kiddos), and lounge all together (large couch, big kitchen table, island seating, and outdoor covered area). Big thing for me is ceiling fans the bedrooms so that was super satisfying. Highly recommend this unit and we’d go back!

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Marina Condo near Lake Michigan
Met our needs very well. There was a little restaurant on the premesis.

Steps from the Lake, Lovely 3-Bedroom Condo
We love the place which is spacious, quiet and surrounded by the friendly neighborhood. Aldi, Target, Whole Foods are walkable distance. The layout of the house is easy for the guests from different families. Kitchen, living room, family room are popular for the gatherings. Kate is very responsible and helpful with any questions.

Modern Luxury In Old Town - Sleeps 4
We had a great stay. We love this area of Chicago so we were so pleased with the location. Robert is very responsive and was a great host!

Lincoln Park Hideaway - 5 Min Walk to the Park!
My family and I loved our stay; the apartment was adorable and had everything we needed. But the location is truly the highlight! Walking distance to North Ave beach, Lincoln Park Zoo, all the fun restaurants and shops in Old Town, and the famous Second City Comedy Club.
Apartment rentals with a pool

Upscale, Washer Dryer, Smoke Free, Pet Free,
I really loved the place—it was cozy, soundproof, and felt just like home. It had a warm, inviting atmosphere and a great sense of comfort. Plus, the neighborhood felt very safe, which made our stay even better.

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Great Stay - Nice unit and facility. Michelle was very responsive and helpful during my stay. Would stay in one of her properties again when I’m back in town.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
We loved our stay especially the appreciating the air conditioner, the large bedrooms, coffee maker, having separate bathrooms, and the outdoor pool was great. Very friendly building. Great location -- thank you so much!!

voco: Balcony & City View
gorgeous views and very nice condominium. great balcony and very safe. The elevators were super fast. Even though the actual location is different than the one mentioned in listing, it still wasn't disappointing. There is enough space for a small family or a couple.

30 E. Huron #2603 Private Residence
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

Just remodeled apartment close to airport and mall
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba
You can walk to Northwestern University, and the surrounding environment is clean, comfortable, and pleasant.The house is fully equipped, and I love cooking in the kitchen.Our whole family had a wonderful week here.Would stay again.

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
Mihyun was super responsive and our stay went without a hitch. The amenities of the building are numerous and the place was perfect for our family of four.
Destinations to explore
- Smoking-friendly rentals Cook County
- Ski-in/ski-out rentals Cook County
- Beachfront rentals Cook County
- Rentals with outdoor seating Cook County
- Rentals with an accessible-height bed Cook County
- Rentals with a sauna Cook County
- Rentals with pools Cook County
- Pet-friendly rentals Cook County
- Flat rentals Cook County
- Loft rentals Cook County
- Rentals with a washing machine and dryer Cook County
- Bed and breakfasts Cook County
- Rentals with a fireplace Cook County
- House rentals Cook County
- Hotel rentals Cook County
- Family-friendly rentals Cook County
- Villa rentals Cook County
- Rentals with an EV charger Cook County
- Waterfront rentals Cook County
- Rentals with lake access Cook County
- Rentals with a kayak Cook County
- Rentals with an accessible-height toilet Cook County
- Townhouse rentals Cook County
- Guest house rentals Cook County
- Rentals with a firepit Cook County
- Rentals with beach access Cook County
- Rentals with a balcony Cook County
- Rentals with a hot tub Cook County
- Rentals with a cinema Cook County
- Rentals with a patio Cook County
- Private suite rentals Cook County
- Fitness-friendly rentals Cook County
- Rentals with breakfast Cook County
- Family-friendly rentals Cook County
- Apartment rentals Illinois
- 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
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Six Flags Great America
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Brookfield Zoo
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Moraine Hills State Park
- Things to do Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Tours Cook County
- Things to do Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Tours Illinois
- Food and drink Illinois
- Things to do United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Tours United States
- Nature and outdoors United States