
Holiday rentals with a patio in Cook County
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Top-rated rentals with patio in Cook County
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Popular amenities for rentals with patio in Cook County
Flat rentals with a patio

Lovely 2-bedroom apartment in Pilsen
Conveniently located, ease of access to public transport, clean and comfortable.

Spacious! 3 bedroom apartment in Edgewater!
Awesome apartment in the Loyola Chicago neighborhood. Easy access to the loop with the red line. Host is super responsive. The place was spotless and well stocked when we arrived.

Lovely 2bedroom 1bath Apt and outdoor seating.
A very nice and welcoming place to stay!

River North | Rooftop With In & Out Parking | 3
Awesome place to stay. It was very clean and in a perfect place to explore the city. Great restaurants right nearby but also close to train stops for easy access to other areas. TAIMS was always super responsive.

2 Room Apartment in Vintage Bldg
We loved the apartment. It is ideally situated and was perfect for our little dog. The area is really nice an peaceful. It was also easy to get downtown via the red line. Karen was a fantastic host. We appreciated all the little gestures and the fact that she had saved a parking spot for us upon our arrival. We would come back anytime.

1 Bedroom Apartment/free parking
We stayed at Karolinas apartment for 7 months and she was a wonderful host. She quickly addressed any problems. For example, we locked our keys in the apartment. I texted her and a new set of keys were promptly delivered. The apartment itself is super comfortable. Great furniture and appliances and we enjoyed the outdoor balcony. I would highly recommend renting from Karolina and this apartment specifically. We have no complaints and our stay was wonderful. Thank you Karolina!

Tree-Lined Street Near the Lake!
This place has the best location. It was easy for me to take the Brown line and get around town. Cute coffee shop bakery on the corner. Mark and Carmen where friendly when we meet in the garden. Nice stay!

Garden Apartment- RickStan Manor
Amazing location, with a lot of eateries close by, a CVS and Walgreens a quick walk away and quiet neighborhood! The place was extremely clean and super cozy. Stan was super accommodating and very helpful!
House rentals with a patio

Family Friendly Duplex/9 min from MDW/Free Parking
This was a great place to stay for our weekend in Chicago. We liked the layout of the apartment and appreciated the fully-stocked kitchen. Johanna was very responsive and helpful.

Casa PLZN Location | Entire Home | Garage Parking
Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.

Gorgeous and Luxurious 3 BR Home
rob and sue were great hosts. easy, timely communication. the house has everything you’ll need and is spacious and quiet, despite being close to some busy streets. walkable to diners, restaurants, and some shopping. . will definitely book again.

Home away from home
The house was amazing—clean, spacious, and perfect for both rooming and hosting a baby shower. The kitchen was beautiful, and the huge backyard was a big plus! Delbert was very responsive and made sure everything went smoothly. The location was also great—close to local stores and the expressway, which made getting back and forth super easy. I’ll definitely book again!

The Sunshine Spot
We stayed for a week. The house was spacious and clean, and the neighborhood felt very safe. It was close to the mall and any store you'd ever need. Richard was very responsive and helpful! Washer & dryer were great to have for a longer stay. Wifi and smart tv were great. Also was glad there was even a lead in the backyard for our dog!

Quiet cul-de-sac with huge fenced in backyard
The place was lovely—clean, comfortable, and just as described. Tom was very communicative and easy to reach, which made everything smooth and stress-free. One thing to note: there were several air fresheners throughout the house, which created a strong scent. We're a bit more sensitive to smells, so it was something we definitely noticed and found a bit challenging. If you're sensitive to artificial fragrances, it's just something to keep in mind before booking. Otherwise, it was a great stay!

Indiana Dunes Portage Duplex waterview
my mum and dad needed somewhere to stay for six weeks while the visited for my wedding. we found this place and thought perfect with the lake as my dad's been a fisherman for over 40years. didn't realize quite how beautiful and close the lake was. the neighbors next to us were also very friendly and always spoke to us when they saw us. The property was absolutely perfect as we was able to visit with them as one big family. everything was just as described. the hosts were very responsive and when I did message them I always had a reply within an hour or two. everything you need is within a 10 minute drive into portage. you can also get food delivered to the Airbnb. there is a hospital within 10 minutes also in case you need it. if you would like to go to a bigger shopping area Merrillville is only a 20 minute drive. the beach is also very close there is two one is in a nature reserve and one that's a little further with a car park only feet from the beach. we will definitely be staying

Spanish décor w/ modern twist & fenced yard
This rental perfectly served our needs for a one month stay visiting family in Downers Grove. Everything was as described. Here are a few things future renters will appreciate knowing: • This location will work best if you have a car. • To be able to watch TV, we needed to use an on-line service for which we have our own paid subscription. If there was a way to access local Chicago stations without a paid service, we could not figure it out. • You will likely need to read the directions in the owner’s guide to figure out how to set the thermostat to your preferred temperature. • The unit would work best for four or fewer people, as the dining table is in the kitchen and only has room to easily seat four people. However, the living room is large and could potentially be used as an overflow seating area if there were more diners. • If you plan to spend time in downtown Chicago, it is probably best to take the train from the Belmont Metra station. Day parking is $3.
Apartment rentals with a patio

Lovely top floor 2BR/2BA, steps from everything!
Julia was friendly, responsive and accomodating. Her place was beautiful, clean and peaceful. The only gripe is parking but has nothing to do with her. This place is worth it!

Convenient & Spacious 3BR Condo w/Free Parking
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

Luxuriously bright 3-bedroom condo: The Treehouse
This was a great place to stay while in town with friends for a weekend! Walkable to great restaurants and shops, and the place was extremely clean and filled with natural light. Comfy beds and good shower pressure. Would stay again!

Urban Oasis | Great for Families w/ Kids
Our group had a wonderful stay at Alex's place! He was so accommodating setting us up for our stay, allowing an early check in, getting parking passes and a crib set up prior. We appreciated his quick response times and thoughtful communication - it is apparent he wants his guests to have a relaxing and enjoyable stay. We recommend this place to anyone! 10/10.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
Although I did have the address and some information about the entrance way, the lock box for the keys was a tad difficult to figure out. A call to him and his prompt response helped me out. Talking with him on the phone helped me understand where the free parking spaces were (in a gated area) and how to access them. The smart lock box on the door of the "apartment" was confusing to me but I'm of a different generation. Another call to him, again with a prompt response, helped me out. The only complaints would be that the jet tub in my bathroom wasn't able to be used due to the nozzle not working to fill the tub and there was only one box of facial tissues on the fireplace mantle. For people with allergies, a box in each bathroom would have been a plus. My brother and I enjoyed our stay even though it was a tad noisy due to street noise but ... that's a downtown stay, I suppose.

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
Under the category of actions speak louder than words, I have stayed at Allan's place about five times, and it remains my first choice when visiting Chicago.

Tri-Taylor/Medical Dist. near West Loop
Fantastic visit and great space! It is about 3 miles from downtown, put easily accessible via rideshare. The downstairs space is great for groups and for relaxing, and the kitchen is great!

Spacious 4 Bedroom Condo
Adrian’s condo was perfect! We had the most incredible stay! Gorgeous design, comfortable beds, great bathrooms, felt very safe, amazing communication, etc! So impressed! We will definitely be back and will recommend to family and friends!
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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
- Willis Tower
- Museum of Science and Industry
- Wicker Park
- Lincoln Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Brookfield Zoo
- Promontory Point
- Washington Park Zoo
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