Pet-friendly holiday rentals in Pilsen, Chicago

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Pilsen, Chicago pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Lincoln Park
4.94 out of 5 average rating, 125 reviews

Spacious Full Home Near the Heart of Wrigleyville

JessicaRating, 5 stars1 month ago
We had an amazing stay at Dustin’s place! We had a group of 9 ladies who fit perfectly with plenty of cozy beds and linens. The location was very walkable and we felt safe. We walked over to Barcocina Lakeview on Friday, and then jumped on the train to River North on Saturday to celebrate St. Patrick’s Day. We had a couple of questions during our visit, and Dustin was speedy on the replies! Everyone in the group said the experience was 10 out of 10. We hope to visit again.
Guest favourite
Home in North Park
4.96 out of 5 average rating, 169 reviews

Chicago River House -BBQ Oasis now open!

LuaRating, 5 stars1 week ago
We had our mini wedding at this home and it was perfect for us! Everything was great and the host was very communicative and understanding.
Superhost
Home in Illinois Medical District
4.86 out of 5 average rating, 101 reviews

Casa PLZN Location | Entire Home | Garage Parking

AuraRating, 5 stars2 weeks ago
Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.
Superhost
Home in Blue Island
4.82 out of 5 average rating, 195 reviews

Warm and comfortable inviting Suburban home !

CasieRating, 5 stars5 days ago
Nice spot - place was very clean, comfy beds, lots of seating areas that were also comfy. We got used the the sounds of the trains after the first night. Bumped into Rich one day while he was mowing the grass; he was very kind. The place is a little older, but that’s in the description. We couldn’t figure out how to get the stove to turn on so we heated food in the microwave and on the gas grill outside. Neighborhood was very quiet and peaceful, and we liked having the fenced yard for our dog.
Superhost
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Superhost
Home in Bolingbrook
4.92 out of 5 average rating, 130 reviews

The Sunshine Spot

SavahannahRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Riverdale
4.93 out of 5 average rating, 60 reviews

Beautiful , fully renovated

TaylorRating, 5 stars1 month ago
Elena was a great host. Quick to respond and helped tremendously whenever there was a problem. The house itself was clean and comfy!
Top guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 126 reviews

Quiet cul-de-sac with huge fenced in backyard

CandaceRating, 5 stars1 week ago
Tom’s place felt right at home! Spacious backyard, quiet neighborhood, and he’s very friendly. Responded right away with any questions or comments we had! 10/10 recommend anyone to stay here if available!

Pet-friendly home rentals with a pool

Superhost
Flat in River North
4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

GregRating, 5 stars2 months ago
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.
Guest favourite
Flat in West Loop
4.85 out of 5 average rating, 89 reviews

Quiet but in the Heart of City walk Everywhere

ChrisRating, 5 stars4 weeks ago
This place was incredible. My kids and I loved staying here. My young daughter had asked to stay in a "fancy hotel" on our trip, and this blew her mind with the views over the city, how nice the space was, and the pool and hot tub that we pretty much had to ourselves every evening. The kitchen had the things we needed to make our own meals. And we were within easy reach of every place we wanted to go. The included parking spot really took things over the top to make this a great deal and an amazing stay for our family.
Flat in The Loop
4.76 out of 5 average rating, 216 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

LauraRating, 5 stars1 week ago
Fantastic location, felt incredibly safe, and was exactly as described. Great space and made for the perfect spot for our family during our stay in Chicago. Would absolutely return.
Flat in Logan Square
4.7 out of 5 average rating, 118 reviews

Play in the Windy City and rest by the “606”

RichardRating, 5 stars3 months ago
This airbnb would be good for 2 couplesnorna family of 4. The kitchen is verynfuntional, and the living space is open and quite large. Check in/out instructions are clear. Beau was very responsive.
Place to stay in River Forest
5 out of 5 average rating, 12 reviews

Long term rental-Delightful one bdrm pool house

JenniferRating, 5 stars31 months ago
Definitely a great stay! October 1st and we were swimming! Decor is amazing! Tv was easy to figure out and had lots of options. We had a busy day before and after our stay so we used Michael’s pool house as a relaxing stay in between and it was perfect
Guest favourite
Flat in The Loop
4.9 out of 5 average rating, 70 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

CarmillaRating, 5 stars1 month ago
This is a nice place to stay. We enjoyed the location and amenities.
Superhost
Flat in Logan Square
4.8 out of 5 average rating, 65 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

JosephRating, 5 stars1 month ago
This place is a great location for almost anything one would like to do in Chicago. Close to train lines, plenty of surrounding restaurants and grocery stores, and parking was a breeze. Also Kevin was a wonderful host and this apartment was exactly what I needed for the stay.
Guest favourite
Flat in Bridgeport
4.83 out of 5 average rating, 24 reviews

Modern unit in Bridgeport-Chicago

AlexRating, 5 stars2 days ago
Wonderful spot in Bridgeport. My family was right at home while visiting the neighborhood. Walking distance to all Morgan and Halsted have to offer and the space was spotless as well as situated well for a longer stay if needed. It is also comfortable for tall people which can be rare in Bridgeport.

Private, pet-friendly home rentals

Guest favourite
Guest suite in Portage Park
4.93 out of 5 average rating, 413 reviews

Peaceful Portage Park Apartment

JenniferRating, 5 stars1 week ago
Beautiful place to stay. Beautiful decor. Host very friendly and responsive. We had a baby with us and she had lots of baby items for us. We had street parking in front of home. 🏡
Top guest favourite
Flat in Westchester
4.96 out of 5 average rating, 28 reviews

Short Drive to Hospitals/Airports/Downtown Chicago

LonRating, 5 stars4 months ago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.
Guest favourite
Apartment in East Rogers Park
4.92 out of 5 average rating, 232 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

VeronicaRating, 5 stars1 week ago
Perfect location for everything we wanted to do! Very cozy and felt right at home! Kaye was very friendly and super responsive! Would definitely stay here again!! :)
Top guest favourite
Flat in Logan Square
4.98 out of 5 average rating, 131 reviews

Newly-renovated historic home in Logan Square

NatalieRating, 5 stars5 days ago
Such a beautiful home walkable to some of the best restaurants and bars in Chicago, highly highly recommend staying here! We brought our 1 year old and it was the perfect home for us to feel at home.
Guest favourite
Flat in Wicker Park
4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BeckieRating, 5 stars1 month ago
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.
Top guest favourite
Townhouse in Wicker Park
4.99 out of 5 average rating, 76 reviews

𓃥Wicker Cozy Corner w/Parking on site

StephanieRating, 5 starstoday
This was one of the best AirBnb’s I’ve ever stayed in! It was absolutely spotless, really immaculate. It was a great location, 7 minute walk to the train station and lots of restaurants nearby. While being close to so much, it still felt very tucked away in a little neighborhood on a dead end street. Having off street parking was great. All the amenities you could possibly need were included, including plenty of toilet paper for the week, all the kitchen utensils you could need and lots of towels. We never heard a peep out of any neighbors! I would stay here again in a heartbeat and will be recommending it to any friends heading to Chicago. Hien was very responsive and checked in via messages to make sure we had everything we needed.
Superhost
Flat in West Rogers Park
4.83 out of 5 average rating, 106 reviews

Personal Parking, In-Unit Laundry & King Bed

NufileRating, 5 stars1 month ago
What you pay is what you get. We didn’t come to Chicago to cook, so kitchen wasn’t an essential part of our amenities. Aside from that, it’s the best bang for our buck. The hosts are lovely people and I would come back to this place again! Loved it
Guest favourite
Flat in Logan Square
4.89 out of 5 average rating, 175 reviews

Private 2 Bedroom Retreat

MichaelRating, 5 stars2 weeks ago
Wendi’splace was perfect for an extended style stay. Very convenient location with plenty of available free street parking. The quick and easy access into the unit was a plus. Would stood up for me is how cozy but how plentiful all of the amenities were all supplied. She has gone above and beyond to stock everything that you would need to feel like you can actually live there. From a cozy couch to a kitchen table to the coffee maker, the laundry, the full size kitchen, everything else in between it was very accommodating. Wendi is an extremely responsive and pleasant host anytime I needed something. She responded right away and took care of things. Some minor things to consider is that this is the garden unit and at certain times you might hear a little bit of upstairs walking around. If you happen to have AT&T cellular service, it’s not the best received, but I was able to find some workarounds. Overall, it was a fine experience and would return!

Quick stats about holiday rentals that are pet-friendly in Pilsen, Chicago

  • Total rentals

    10 properties

  • Nightly prices starting at

    £23 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

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  5. Chicago
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