
Apartment holiday rentals in Cook County
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Top-rated apartment rentals in Cook County
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A Stones Throw from U Chicago South Campus!
This was my second stay at Luke’s and just like last time, I had a clean, quiet, comfortable place to stay. Checking in was easy and flexible, and Luke graciously offered early check in. He also invited us to join him to learn about bees in the backyard that afternoon, which one of us was able to take him up on! Luke was responsive and proactive about communicating, and provided clear instructions on everything to do with our stay. I hope to stay there again in the future!

Loft-Like Wicker Park Condo Steps from the Cta!
Great place! Very well kept and clean. Tom is very responsive from the time you book. Just be mindful that as stated there is NO where to park if you drive. All in all such a great neighborhood.

Spacious condo with open floor plan and fireplace
This place was spacious and perfect for our family (two kids and a baby), with plenty of room for everyone to spread out. The hosts were fantastic! They encountered an issue with the fridge not working just before our arrival but handled it professionally, providing excellent support until it was fixed. We really appreciated their responsiveness and care. We highly recommend this space for families and large groups. One small suggestion: if you’re a light sleeper or have kids, consider bringing a noise machine, as some sound from the upstairs neighbors can be heard. However, this wasn’t a problem for us and is to be expected when staying in a condo.

Dream Condo steps from Wrigley Field!
Josh was an excellent host! Provided great instructions for entry, exit, parking, and even some details related to working different things in the home. Beautiful location for Wrigley & restaurants. Also an easy walk to a grocery store.

Modern/Spacious 2BR/2BA West Town
Our stay at Charissa's condo was perfect for our short but full stay in Chicago. We enjoyed the walk to the L Train and the neighborhood around it, and the space itself was accommodating and even luxurious when it came to the bathrooms. The instructions were not complicated for accessing the condo, the space was well kept, and we had no trouble seeing it as a main staple of our amazing weekend.

Logan Square Beauty with 2 Bedrooms W/parking
We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.

Ultra clean/cozy condo, 10 mins south of Downtown!
Eugene is an amazing host that is very communicative and flexible. This property looked just like the pictures, clean, safe and bigger than expected. The property is in walking distance of two amazing restaurants Taqueria Varitas and a breakfast place called peaches. 10/10 highly recommend!

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach
Wonderful host,wonderful stay. We will be back!
Pet-friendly apartment rentals

816 PLZN Luxury Apt | Rooftop | Garage Parking
Great place to stay I didn’t want to go home. Love it here nice clean place felt like I was home would stay again.

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Wonderful, everything was clean and lots of fun stuff nearby I recommend anyone book here it’s a great stay

Downtown Mich Ave #7| Park View Penthouse +gym
Beautiful spot, cannot be be beat, was a block away from our favorite pizza spot and a few blocks from our dumpling place. The rooftop view is stunning, panoramic view of the city. As for the apt — it was very well laid out, maximizing all of the space and the softest couch we’ve had in any Airbnb to date. Hosts were in constant communication and we were only there for a long weekend university visit. Very happy with the place, would use again this summer or for any future visits to the city.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
I always have the best time in Chicago, but Kaye’s place made this trip even better! I loved staying here so much, I actually extended my stay by a few days. Kaye has thought of everything, and to quote Tina Turner, she is “simply the best!” This is my favorite Airbnb I have ever stayed in and Kaye is the best host! I would recommend her place to all my friends and family. Can’t wait to visit again!

Susie's Space. 2BR easy parking & pet friendly
Susan's place was a great affordable option for a cozy place that isn't too far from downtown! the local places around the unit were also super nice! The space was fairly cleaned and well organized. There's plenty of amenities that made the stay more comfortable.

Spacious & Stylish Home at the ♥ of Wicker Park
Convenient location with lots of space

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Such a nice place! We really enjoyed the location and the hominess. It was comfortable and had great towels, lots of dishes, and comfortable beds. So much natural light, too! Danny was incredibly responsive and helpful during our stay. We were there for a graduation ceremony and had other family members in town and were able to have them over for dinner, thanks to Danny. Appreciated the parking passes as my mom is elderly and we didn't want to take public transportation with her. Definitely recommend Danny's place.

Updated Designer Duplex In Fulton Market W/parking
Seth’s place worked out PERFECT for our group. Some of the city’s best restaurants are right there. The place itself is just gorgeous, the beds are comfy, parking is super easy and Seth was super responsive. Would definitely stay here again!
Apartment rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
This condo is well appointed and stocked with coffee, creamer and seasonings. The building has a nice common area with fancy coffees and a decent work out room. We love the location near downtown Evanston and the public transportation to Chicago. We’ve stayed here many times and plan to stay here for all our Chicago visits.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!

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
We had a great stay at Michelle’s “Heart of Evanston.” I loved the indoor garage parking option with easy in and out. If you have a large vehicle /SUV, maneuvering in and out of the spot may be challenging depending if the spot over is occupied. We have a mid-size SUV and had no issues. The room was easily accessed from the garage and we had no issues getting in. The place was clean and well organized. I loved that it smelled clean and also had a faint hint of bleach in the bathroom. It was a little warm in the bedrooms at night but we used the air conditioning to bring the temperature down. Town is very walkable and we enjoyed the local restaurants (Taco Diablo, Bat 17, Bennison’s bakery). We found the town to be very quiet - almost too quiet for what we expected but after our visit to Northwestern found out it was spring break for the students. Michelle was available for any questions and always replied promptly. We had a great stay and would stay again!

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
Clean apartment with everything we needed for a family of 4. Space was nice and quiet (no noise from roads or neighbors). Parking was convenient and Michelle was immediately responsive when we needed an alternate parking space when our minivan was too big for the assigned space. Check in was a breeze. Would stay here again

Upscale, Smoke and Pet Free, Washer Dryer, Balcony
I have stayed at one of Briana’s places numerous times. They never disappoint. She is a great host and always responsive if I ever need anything. This condo is very clean quiet, and cozy. I highly recommend.

Pond View, Washer Dryer, Non Smoking, Pet Free
Our stay was lovely. The unit was clean, and it had everything we needed. Instructions on how to get in were clear, and if I had any questions Briana promptly responded. If/when we visit Lombard again, we'll keep this airbnb in mind.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Flossmoor Golf Club
- Museum of Science and Industry
- Wicker Park
- Willis Tower
- Lincoln Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo
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