Pet-friendly holiday rentals in Chicago

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.

A hidden gem! We booked this for our getting ready space for our wedding. There was plenty of room for my husband and two boys to get ready in without feeling crowded. We are definitely keeping this on our list of places to stay when we are in town again.

Happy that this place was available! It was comfortable, clean, and roomy, right in Pilsen. Excellent communication and overall great spot.

We couldn’t have asked for a better home for our Spring Break. We last minute booked this home, and checked in 45 later but you would have never known by how welcoming Vytauta made it. Beds were very comfortable, backyard was great, we felt right at 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.

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.

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!

Tom provides an excellent place to stay when coming to the Chicago Ridge – Oak Lawn – Evergreen Park area. On a quiet cul-de-sac in a residential neighborhood. Easy access and everything works great.

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.

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.

Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

This is a nice place to stay. We enjoyed the location and amenities.

The location was perfect for us and our kids with the park right across the street, a grocery store, coffee and restaurants all within very close walking distance! The house was very clean, everything we needed and Kevin was very quick to respond and helpful when we thought one of the kids locked us out of the house! Would definitely recommend Kevin as a host and this was a great stay!

My girlfriend and I had a weekend getaway trip to Chicago. We were looking for place to stay and found Paola’s place. We fell in love with her place. It was charming and laid-back place, in a quiet neighborhood. Close enough to walk to restaurants and explore a different part of Chicago. We loved every single minute of our trip, the house felt like home once you walked in. So grateful that Paola was able to help me and surprise my girlfriend for her birthday, with balloons, cake and a bottle of champagne. Couldn’t ask for a better host! Would definitely recommend and we will have to be back sometime soon!

The staff was extremely friendly and helpful. They allowed us to leave bags for late flight. The hot tub was awesome. Easy walk from El from Midway. Museums, millennium park, river walk within a mile If you plan on cooking no condiments.

Great location and amazing views. Just wish the blinds had blackout blinds as it gets very bright in the mornings. Otherwise space was great and parking not too far.

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. 🏡

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.

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.

Very cute tiny home. Had a lot of amenities including full bathroom, refrigerator/freezer, washer/dryer, and oven/stove which I haven’t seen in other tiny homes. Would recommend.

This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.

The house was very clean and comfortable. Great location and safe neighborhood. We loved having a garage! The hosts were very attentive and we will be back.

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.

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.