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Holiday rentals with a patio in Pilsen, Chicago

Find and book unique rentals with patio on Airbnb

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Popular amenities for rentals with patio in Pilsen, Chicago

Flat rentals with a patio

Guest favourite
Flat in Bridgeport
4.87 out of 5 average rating, 78 reviews

Bridgeport Place -free parking, McCormick-Sox Park

AminaRating, 5 stars1 month ago
Rosa was a stellar host; welcoming, responsive, and thoughtful throughout our stay. Her home is absolutely beautiful, more of a cozy apartment space that's perfect for two people. The décor is tasteful, and everything was spotless and well-maintained. The bed is a queen, which can be a bit snug for someone 6'3", but we still managed to get some good rest. Overall, it was a wonderful stay and I wouldn’t hesitate to book with Rosa again in the future. Thank you!
Guest favourite
Flat in Ukrainian Village
4.96 out of 5 average rating, 26 reviews

Spacious loft w/ vintage details

CaiRating, 5 stars2 weeks ago
Fantastic stay, perfect for the events we had lined up. Would definitely stay again.
Guest favourite
Flat in Maywood
4.92 out of 5 average rating, 101 reviews

Cozy guest studio, great for couples!

BrittanyRating, 5 stars1 week ago
Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!
Top guest favourite
Flat in Andersonville
4.99 out of 5 average rating, 155 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

DianeRating, 5 stars2 weeks ago
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.
Guest favourite
Flat in Berwyn
4.9 out of 5 average rating, 302 reviews

The Green Bungalow: Charming 1-BR apt. with patio

MoniqueRating, 5 stars1 week ago
Only got to stay one night but it was a great hidden gem right outside the city! Needed a break from all the hustle and bustle. Had everything I needed, and the bed was so cozy! Christine and Dan always responded to me very quickly. Would stay again!
Guest favourite
Flat in Irving Park
4.91 out of 5 average rating, 53 reviews

Montrose Gardens

JoyceRating, 5 stars4 days ago
This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!
Guest favourite
Flat in Logan Square
4.86 out of 5 average rating, 112 reviews

Logan’s Cozy Inn.

DustinRating, 5 stars6 days ago
Exactly as described, just what I was looking for. Convenience of proximity to the Blue Line made it very easy for me to check off all the things I wanted to do during my stay. Thanks so much.
Guest favourite
Flat in Avondale
4.96 out of 5 average rating, 26 reviews

Lovely Garden Studio Apartment.

JessicaRating, 5 stars6 months ago
Kasey and her husband were awesome host!!They were kind & responsive! My friend and I come during a time in winter and Kasey was very quick to keep us warm! Although they do have a child it was very rare when we were disruptive by noise! Love the vibes of the Airbnb and the fact that I felt like home says something! I definitely recommend staying here. Such a co beautiful and peaceful area as well.

House rentals with a patio

Guest favourite
Home in Wicker Park
4.97 out of 5 average rating, 246 reviews

Division St Designer Home In Heart of Wicker Park

MatthewRating, 5 stars2 weeks ago
I traveled to Chicago for work and had a nice three-day stay here. The Airbnb is in a great location, clean, and well-equipped with thoughtful amenities. I particularly enjoyed the small library!
Top guest favourite
Home in Wilmette
4.97 out of 5 average rating, 153 reviews

Unique porcelain-enamel paneled "Lustron" home

AnnaRating, 5 stars1 week ago
Such a great place to stay
Guest favourite
Home in Avondale
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks ago
Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!
Top guest favourite
Home in Lincoln Square
4.98 out of 5 average rating, 115 reviews

Entire first floor in Lincoln Square!

Mary BethRating, 5 stars1 week ago
This is our second stay at this location and we hope to return again in the future. It is a very well-maintained place in a safe location. Also, we love how clean it is!
Guest favourite
Home in East Rogers Park
4.98 out of 5 average rating, 99 reviews

Victorian House in Heart of Rogers Park

LukeRating, 5 stars3 days ago
We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.
Guest favourite
Home in Chicago
4.86 out of 5 average rating, 139 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

ShaniaRating, 5 stars2 weeks ago
I enjoyed my stay. It was clean and pleasant. Marilyn was very friendly and quick to respond to any questions I had. I would recommend staying at this Airbnb! Great time!
Guest favourite
Home in Oak Park
4.97 out of 5 average rating, 116 reviews

Garden Unit, King & Queen, Kitchenette & Parking

Anil BabuRating, 5 stars1 week ago
Stayed at Lisa's Airbnb for a.3 day weekend with my family including a 2 year old. We had a great time, great neighborhood, good restaurants- 15 min drive to downtown Chicago and train access as well. The place matched description and my 2 year old played with the hens and chickens in their backyard. Very comfortable beds, clean bathrooms and very responsive host.
Superhost
Home in Chicago
5 out of 5 average rating, 4 reviews

Luxury-Near Downtown & United Center-Sleeps 14

AlexisRating, 5 stars1 week ago
Dan is a gracious host! He takes great pride in his property and making sure guests are comfortable and satisfied with their stay. I recommend this property to anyone who truly wants a home away from home stay! My family and I will book again next year!

Apartment rentals with a patio

Guest favourite
Apartment in Avondale
4.96 out of 5 average rating, 116 reviews

Lovely top floor 2BR/2BA, steps from everything!

EdwardRating, 5 stars1 week ago
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.
Superhost
Apartment in Chicago
4.83 out of 5 average rating, 170 reviews

Modern, Spacious 3br Apt Minutes to Downtown!

AnthonyRating, 5 stars3 weeks ago
A great host who responded promptly and was welcoming !
Top guest favourite
Apartment in West Town
4.97 out of 5 average rating, 145 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

AnthonyRating, 5 stars1 week ago
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.
Guest favourite
Apartment in Lincoln Park
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars1 week ago
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.
Superhost
Apartment in Near West Side
4.86 out of 5 average rating, 154 reviews

Tri-Taylor/Medical Dist. near West Loop

SusanRating, 5 stars2 weeks ago
The place was what we expected based on photos, and was accommodating for a family of 5 adults. The hosts were very responsive to a minor maintenance issue while being respectful of our privacy. The neighborhood was pleasant and accessible for the activities we were interested in.
Guest favourite
Apartment in Ukrainian Village
4.93 out of 5 average rating, 139 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars1 week ago
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!
Guest favourite
Apartment in West Town
4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

ScottRating, 5 stars1 month ago
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.
Guest favourite
Apartment in Logan Square
4.93 out of 5 average rating, 105 reviews

Wicker Park/Bucktown condo with large balcony

ErinRating, 5 stars1 month ago
We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!

Quick stats about holiday rentals with a patio in Pilsen, Chicago

  • Total rentals

    20 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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