Pet-friendly holiday rentals in West Side

Dustin was a great host! Super quick response to a few questions we had while we were there. The space was outstanding! Plenty of room for all 7 of us and everything was there that we needed-and then some!! We thoroughly enjoyed our stay.

Kim was incredibly prompt with her response time. Everything was as promised and the stay did not disappoint one bit. 5 out of 5 stars Kim. Thank you for being such a great and attentive host.

Vytautas is a very welcoming, responsive host. He responded quickly to questions about the property and my stay in particular. The property is very convenient to Naperville and highways connecting to the greater area. It was easy to enter the front door and the home was toasty warm on a cold Chicago night when I arrived. It was great to have the private back yard with my dog. I think it would be fun to be there in summer when the trees have leaves and the weather is warm. The only down side for people who want to have meals there is that you have to set up a table (which is folded up in the back room) and chairs to have a group sit down. This wasn't a problem for me because I have family in the area and went to their homes for meals. And I believe the table would be large enough for 6 if you have that many people. I wouldn't hesitate to stay there again. Thank you, Vytautas

Great host, nice peaceful home with old-fashioned feel. We even met some friendly neighbors. Rich always responded promptly to questions & was overall kind & accommodating. We enjoyed the area, including many historical homes, local restaurants (DeMar’s😋) and a beautiful event at the iconic Lyric Theater. Thank you!

Very nice and comfortable home. We found it clean and it had everything we needed. Communication was great. Location work well. Could not hear the freeway hardly at all. Very cosy.

It was our second visit. It was a great location and it offered everything we needed.

Had such a great time in Chicago at this spot! Perfect for us and the dogs. It is a great neighborhood to take the dogs walking in and the house is so cozy. We didn't want to leave! Thanks.

Great place to stay. Vic texted several times to check if we needed anything and would respond within minutes if I sent a text. The bottle of wine they left for us was a nice way to unwind after driving all day. Hope to be back soon.

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 was such an amazing stay! The location is perfect and within walking distance to everything. They offer free parking right on site. Everything was easy to find. The staff were super nice, and the host was quick to respond. The have plenty of toiletries as well. The gym was amazing. I was able to keep up my workouts during my vacation. I peeked in the pool, it was nice and clean. I will be staying here again.

Amazing location in the heart of downtown chicago

I wished the hot tub was functioning during our stay, and the water pressure in the showers was low, but that was not something within the hosts control and more-so the property managers. Other than that though, our stay was very lovely! Space was very nice, front desk assistance was friendly and checking in was stress-free. The host guidebook was also very helpful to us!

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

We had an enjoyable weekend in Chicago. Due to the cold weather, we spent more time in the rental than we had anticipated and it was so very relaxing. The unit is two floors with the bedrooms and main bathroom on floor 28 and then the kitchen/living area on the floor above. The view of the city was spectacular. The location was great for what we had hoped to do (walk around Millennium Park, Art Institute, Michigan Avenue and also drive to Science and Industry Museum and the Pullman District). The instructions from the owners were very detailed. We only had one issue with getting the thermostat to run as expected (the apartment was at a comfortable temp so heat was working, just not according to the thermostat) and the owners were very prompt at helping trouble shoot and sending someone over to look at it.

Was as described, nice & cozy! Bathroom is nicely updated with space for shower items. Ample kitchen storage. Welcomed our furry family member. With a responsive host! Thanks!

I had an incredible stay at Paola’s place! From the moment I arrived, they went above and beyond to ensure I was comfortable and had everything I needed. The space was spotless, beautifully decorated, and equipped with all the essentials (and then some!). What really stood out was Paolas’s hospitality. They were incredibly responsive and even accommodated a late check out for us! It truly felt like a home away from home. I would absolutely stay here again and highly recommend this place to anyone looking for a welcoming and hassle-free stay. Thank you, Paola, for making my trip so enjoyable!

Visited friends in the area and so glad we chose this listing. The home is as described in the photos. It is tastefully appointed and teeming with sunlight and plant life. Incredibly comfortable mattress and easily the best sleep Ive had at an airbnb The listing is also in walking distance to several great restaurants (we recommend Legno). Aleksandra was incredibly responsive before and during our stay. We would most certainly stay here again.

This place was great and I would not hesitate to rebook i felt right at home the entire weekend!

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.

Kaye's place might just be the coziest and cutest place to stay in Chicago. Close to what you need, walkable, cozy for dogs, great taste in design, and affordable. Made my trip to the dentist a little easier to take! Thank you, Kaye- don't change a thing about your space.

When unexpected circumstances brought my family and I to Chicago, Chris and Danny’s home was a peaceful respite despite them. Their beautifully designed, impeccably clean home was an oasis. Equal parts cozy, equal parts practical. The home was well stocked, meeting all the needs you can think when staying somewhere for a month. They were also extremely kind and responsive during our entire stay, answering any questions we had and providing excellent neighborhood suggestions for cafes and shopping. If you have the privilege of visiting Chicago, I would could not over-recommend how lucky you would be to stay in Chris & Danny’s beautiful unit!

Had a nice stay. Did the trick as a place to sleep while exploring the city. Good location

Home was just as pictured & the host was friendly and helpful. I would stay here again!

This was our second stay at a Airbnb. We booked it for our son’s bootcamp graduation. It’s an easy ride to and from the base, & large enough for multiple guests! The place was beautiful, CLEAN, and Ben and his team was quick to help us out with something valuable we left behind. They even sent us extra blankets! Idk who else would have done that. I highly recommend them. I highly recommend them!