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Vacation rentals with a patio in Pilsen, Chicago

Find and book unique patio rentals on Airbnb

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Popular amenities for Pilsen, Chicago patio rentals

Apartment rentals with a patio

Guest favorite
Apartment in Humboldt Park
4.83 out of 5 average rating, 47 reviews

Sunny garden apartment in West Logan Square

ErinRating, 5 stars2 days ago
Good location with easy street parking. Plenty of space inside--felt bigger than the photos show. The ceilings are a bit low but my 6'1" partner was able to stand everywhere, and they're a bit higher in the main living space. Host was friendly and the space was private.
Guest favorite
Apartment 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 favorite
Apartment in Maywood
4.92 out of 5 average rating, 101 reviews

Cozy guest studio, great for couples!

BrittanyRating, 5 stars6 days 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 favorite
Apartment 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.
Superhost
Apartment in South Loop
4.77 out of 5 average rating, 102 reviews

McCormick 2B/2Ba for up to 6 guests/private Patio

LouRating, 5 stars1 month ago
Good place to stay, I would definitely stay here again. This place has a security guard downstairs so it feels safe. The unit was clean and easy to get around the city.
Guest favorite
Apartment 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 favorite
Apartment in Albany Park
4.91 out of 5 average rating, 53 reviews

Montrose Gardens

JoyceRating, 5 stars3 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 favorite
Apartment in Logan Square
4.86 out of 5 average rating, 112 reviews

Logan’s Cozy Inn.

DustinRating, 5 stars4 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.

House rentals with a patio

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

Division St Designer Home In Heart of Wicker Park

MatthewRating, 5 stars1 week 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 favorite
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 favorite
Home in Little Village
4.93 out of 5 average rating, 43 reviews

Floresitas Oasis, your home in Chicago

KelvinRating, 5 stars1 week ago
Lizbeth’s place was a great stay! It was cozy, clean, and had more than enough space for me and my three friends. While it was a little farther from the city center than I initially expected, the neighborhood made up for it with tons of great restaurants nearby—there was always something good to eat just around the corner. Lizbeth was also a fantastic host—very friendly and super responsive whenever we had questions. Would definitely recommend her place to anyone visiting the area!
Guest favorite
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 favorite
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.
Guest favorite
Home in Humboldt Park
4.97 out of 5 average rating, 129 reviews

Cozy/Spacious WFH Family Friendly w Permit Parking

JamieRating, 5 stars6 days ago
The Airbnb was perfect for my family and I. We have two small kids and this Airbnb was very child friendly! They had tons of kids items we were able to use which saved us packing and toting them through the airport. The hosts were super friendly, very responsive, and went out of their way to make us feel comfortable.
Guest favorite
Home in Jefferson Park
4.91 out of 5 average rating, 141 reviews

Chicago getaway for two!

KadilynnRating, 5 stars1 week ago
My boyfriend and I had a fantastic weekend at Gladys’ place. She was super responsive, and check-in was easy with clear instructions. The apartment was cozy and modern, but still felt homey—like our own space for the weekend. It was clean, well-kept, and had thoughtful touches like a Brita pitcher, fresh towels, sheets, and a stocked kitchen. The layout was cute and the decor was simple but perfect—more personality than a hotel room without being cluttered. One of the highlights was the bus stop literally 10 feet from the door, which made getting into southern Chicago (via bus to the Blue Line) super convenient. We also loved walking to Dunkin’ each morning once we realized how close it was. The location felt peaceful but still had a few cute restaurants nearby. We never ran into the hosts, but it felt private even with the shared entry. This stay is in our top 5 Airbnbs—perfect for a couples getaway! Thank you, Gladys, for being such a thoughtful host!
Guest favorite
Home in Logan Square
4.91 out of 5 average rating, 111 reviews

Kid friendly 2 bedroom w/ private office

AnjaliRating, 5 stars2 weeks ago
Samantha’s home was clean, well kept, and had a lot of thoughtful touches, like snacks and drinks, that were really helpful when we were on the go. I also loved the dimming options for the lights in the rooms, and the bathroom had so much space and was so convenient even with more than one person using it. Samantha was also a great host who responded promptly to questions and concerns. My friend and I had a very peaceful stay here. The only down side to this location is that it’s a little far from the Loop and River North, but we knew that when we booked and were prepared. Would definitely stay here again!

Condo rentals with a patio

Guest favorite
Condo in Avondale
4.96 out of 5 average rating, 116 reviews

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

EdwardRating, 5 stars6 days 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
Condo in Logan Square
4.78 out of 5 average rating, 257 reviews

Logan Square Beauty with 2 Bedrooms W/parking

JamesRating, 5 stars2 weeks ago
Matt is a great host. Open, responsive and informative…everything you want really when on vacation
Top guest favorite
Condo 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 favorite
Condo in North Side
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars6 days 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
Condo in West Town
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 favorite
Condo in Ukrainian Village
4.93 out of 5 average rating, 138 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 favorite
Condo in West Town
4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

ScottRating, 5 stars4 weeks 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 favorite
Condo in West Loop
4.96 out of 5 average rating, 231 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars3 weeks ago
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    R891 ZAR 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

Destinations to explore

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  5. Chicago
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  7. Rentals with a patio