
Vacation rentals with a patio in South Loop, Chicago
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Top-rated patio rentals in South Loop, Chicago
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Popular amenities for South Loop, Chicago patio rentals
Apartment rentals with a patio

Lovely 2-bedroom apartment in Pilsen
Clean and nice. Great location.

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.

Spacious 1BR Garden Apt & Parking
Mikael's place was amazing. Unlike most places listed around Hydde Park in Chicago, Mikael's place had from great reviews and they were totally right. The place is very well kept, spacious, practical, with very calm surroundings. I had great sleep and having breakfast while looking at the garden was a big plus for me too. I had no issues regarding privacy or noise which is something commonly brought up in listings in this sector, especially in old buildings. Mikael was also very responsive and kind. If I ever go back to Chicago I would definitely consider staying here again.

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

River North | Rooftop With In & Out Parking | 3
Great location, clean, modern, cozy, and very helpful hosts. Highly recommend for a stay in Chicago.

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!
House rentals with a patio

Family Friendly Duplex/9 min from MDW/Free Parking
Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗

CasaNova Modern City Living
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!

Animal House near Sox stadium
Thanks so much for everything! I have a reactive dog that has never been left in a doggy daycare, and Miranda helped me experiment to find the right fit for him. I was able to attend my conference and I am very grateful. Great place and great host!! <3

Casa PLZN Location | Entire Home | Garage Parking
Great place! I’ll definitely be coming back! The beds are amazing!

3 x Queen Beds + Pull Out Sofa Bed - No Stairs !
Amazing house and location. Great host. Highly recommend.

Gorgeous and Luxurious 3 BR Home
This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.

Quiet cul-de-sac with huge fenced in backyard
Tom and his dog Bear... were great!! Beautiful home and great area. A lot of places that we wanted to go to were close by will definitely come again. Thank for having such a welcoming home.

Suburban Feel with a City Vibe
I am very happy to have rented for the holidays it is really beautiful Very clean quiet area
Condo rentals with a patio

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.

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
Great place to stay! Quiet neighborhood and walkable distance from a few shops and food places. We enjoyed our stay very much!!

Urban Oasis | Great for Families w/ Kids
We had a very good stay for a friends wedding a few blocks away in Chicago. As it is very modern, cozy, and clean. Alex's response time is very quick to whatever may arise. We would highly recommend staying there. Thanks for the stay!

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.

Renovated 2 Bed Condo Lincoln Park w/ Free Parking
It was exactly as it was pictured except the front door is adjacent to a beauty salon and a bit hidden at first. The place was immaculate - very clean and the kitchen in particular was excellently appointed. It is on the third floor in an older building so there are stairs. The building was quiet. With gated and lit parking provided nearby our vehicle was safe.

💥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
We had a great time in your space. We had everything we needed!
Quick stats about vacation rentals with a patio in South Loop, Chicago
Total rentals
190 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
40 properties have a pool
Destinations to explore
- Condo rentals South Loop
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- Lincoln Park Zoo
- Museum of Science and Industry
- The Field Museum
- Wicker Park
- Chicago History Museum
- Willis Tower
- Flossmoor Golf Club
- Brookfield Zoo
- Lincoln Park
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
- Promontory Point
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