
Pet-friendly holiday rentals in Pilsen, Chicago
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Top-rated pet-friendly home rentals in Pilsen, Chicago
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Popular amenities for Pilsen, Chicago pet-friendly home rentals
Pet-friendly house rentals

Spacious Full Home Near the Heart of Wrigleyville
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.

Chicago River House -BBQ Oasis now open!
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.

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.

Warm and comfortable inviting Suburban home !
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.

The Country Life! Entire House.
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.

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!

Beautiful , fully renovated
Elena was a great host. Quick to respond and helped tremendously whenever there was a problem. The house itself was clean and comfy!

Quiet cul-de-sac with huge fenced in backyard
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

Level ◆ Brand New Luxe One Bedroom
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.

Quiet but in the Heart of City walk Everywhere
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.

Stylish Corner 2 Bedroom in the Heart of Chicago |
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.

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

Long term rental-Delightful one bdrm pool house
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

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
This is a nice place to stay. We enjoyed the location and amenities.

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

Modern unit in Bridgeport-Chicago
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

Peaceful Portage Park Apartment
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. 🏡

Short Drive to Hospitals/Airports/Downtown Chicago
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.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
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!! :)

Newly-renovated historic home in Logan Square
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.

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

𓃥Wicker Cozy Corner w/Parking on site
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.

Personal Parking, In-Unit Laundry & King Bed
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

Private 2 Bedroom Retreat
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
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- Indiana Dunes National Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Lincoln Park Zoo
- Lincoln Park
- Wicker Park
- Museum of Science and Industry
- Chicago History Museum
- Willis Tower
- Brookfield Zoo
- Flossmoor Golf Club
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory