Smoking friendly vacation rentals in West Side

Loved our stay ! Would love to stay again !

Loved our time here. The location is perfect and the few issues at check in were quickly resolved by Amy and team. Would definitely come back here.

Great location and amazing property. Clean and cozy! Highly recommend!

great stay. very peaceful and host was very helpful and accommodating. would book again 😊

My son and I felt so absolutely comfortable here! And any issue we did have (only about how the TVs worked) we was helped instantly very quick response! Felt so very welcomed! So super clean! With so many extra amenities. Will stay here every time I visit my son in Chicago

Great stay. Host came in the evening to fix cable issue. Appreciated. Location was close to downtown.

Rented one night for my birthday I had in amazing time , very clean in neat , match pictures perfectly even BETTERR !!!! HIGHLY RECOMMEND I will be back

It was a pleasure to stay with Greg and communicate with his family while I stayed. Happy to support a fellow veteran. Very professional very kind.

Me and my wife went here for our pre honeymoon and had a great time. Lena has a great house and very private from the community. Truly amazing place and you can see the river from inside the bedroom.

Warmhearted and easy going, Vickie is the best host I've ever met.

No problems - good host. Was able to do my own thing and just come back when needed. Trains are about a 10 minute walk away

Justine and her 2 kitties were wonderful! Great kitchen and large bedroom. Would 100% recommend to anyone staying in Chicago! Absolutely great experience!

We stayed for 2 months during home renovations, and rehabilitation from surgery. The home was just what we needed for our family of 5 and 2 dogs. It was welcoming, comfy and perfect in size. The host were great to work with as we had to extend our stay several times until our home was finished. The beds were so comfy, and those pillows were amazing.

I wasn't sure what to expect but this was a very comfortable pad. I had no issues finding the place and Davi took time to come acquaint and give me the lay of the land once I checked in. I felt right at home and it was relatively private for me even though it had shared spaces. I will definitely rebook here if the need arises again. All in all, great host, great location and great price. Tony

The host was very responsive and helpful she really made the stay feel as if me and my girl were at home while we threw a little club themed get together for my girlfriends birthday it was great enough space and beds I would most definitely book again in the future and would recommend worth every penny I paid

The space was great for Christmas family gathering. The home was spacious and clean, with plenty of bedrooms and a nice kitchen with updated appliances. Joyce was a gracious host and very accommodating to my last minute reservation needs.

great host and stay! saurin gave us plenty of recs, allowed us to check in early and leave our luggage because we had later flights. spacious room with ample amenities. blue line and a few buses all <10 min walk away. saurin was always very friendly and made himself available to help if we ever needed something

Our stay here worked out perfectly. The host was nice, and the location was centrally located to great shopping and restaurants. Very private and safe. The view at night was beautiful.

This was truly one of the best Airbnb experiences I’ve ever had. From the moment I arrived, everything felt warm, welcoming, and thoughtfully prepared. The space was not only beautiful and impeccably clean, but it also had so many special touches that made it feel like a true home away from home. What made this stay exceptional, though, was the host. They were incredibly kind, attentive, and genuinely cared about making my visit as perfect as possible. Every question I had was answered so promptly, and they offered wonderful local recommendations that made my trip even more memorable. It’s rare to find someone who goes above and beyond with such sincerity, but that’s exactly what this host did. I left feeling not just like a guest, but like a friend. I am so grateful for this experience and would return in a heartbeat. Highly, highly recommended to anyone considering this stay — you will be in the very best hands!

Great stay! Very beautiful home, spacious and clean. Michael had many games to host our trip. He called and checked in to make sure everything was good, which we appreciated. I will recommend this place to anyone visiting Chicago! Thank you again Michael

Perfect location, a lot of space for two people, very close to metro station and a great host, we will definitely stay here again when visiting chicago!

I feel lucky to stay at this place during my 2 month visit to Chicago. Barbara and James were amazing hosts, always caring and making sure their guests feel at home. They were also super helpful about everything a first-time traveller needed to know, from weather to transportation, food to community events. The apartment itself was cozy and lively, way beyond what it seemed on the photos! A variety of apparatus made a seamless transition to life in Chicago. Meanwhile, a Walgreens was within 15 mins walk. A Trader Joe’s and a Target within walking distance. The neighborhood is peaceful and diverse. Nearby, there were top restaurants of Mexican, Peruvian, Vietnamese, Indian, Middle Eastern, Greek, Haiti cuisines, just to name a few. Public transit was extremely convenient to either downtown Chicago or Evanston. Despite the possibilities to adventure, living expenses were easy manageable. Because of Barbara and James, I had an unforgettable and amazing journey at Chicago.

Nice stay, no issues at all