Loft holiday rentals in West Side

We had a girls trip and stayed at this Airbnb and we absolutely loved it! Very clean and it looks better than the photos :) we felt safe inside, it’s spacious, clean and a great deal! If I ever come back with a big group, I’ll consider staying here again.

GuruNischan’s place felt right at home. Friendly, communicative, respectful, both her and her roommate Jose, made my stay a very relaxing experience. The place is clean and quite, I would happily recommend and book again !

5 stars isn’t enough! This fifth-story penthouse was truly next level. The rooftop patio has the most incredible views I’ve ever seen of downtown Chicago—day or night, it’s stunning. The space itself is super artsy, thoughtfully designed, and had everything I needed for a comfortable, relaxing stay. It strikes the perfect balance between privacy and connection, and the location? Unbeatable. You can walk to everything—restaurants, sights, riverwalk—you name it. The host was honestly the best I’ve ever had: responsive, kind, and made me feel genuinely welcome. This place was perfect in every way. I’d recommend it to absolutely anyone visiting the city, and I’ll 100% be back.

Lovely space for a small family. Nice to be by a park, quiet area and close to major streets as well. Peaceful and nice stay!

Great Airbnb with a responsiveness host and very convenient location. Would definitely stay here again.

The Loft is a lovely spacious apartment in a wonderful location. It’s so close to Belmont station which made getting into central Chicago very easy. There are also loads of great places to eat and drink locally. We will definitely stay there again if we return to Chicago. Thank you Jay & Elisa - we had a fabulous trip!

Perfect place in Pilsen. Comfortable, stylish- just a great place to stay.

Everything described and more! Clean, under a 5 min walk to 4 coffee shops, train and bus station and shopping options. Michael was very warm, welcoming and responsive. This Airbnb made a birthday trip to Chicago really special! 🥰

He was very responsive, great with recommendations. I’m new to air bnb so I needed this. His house was great space nd a lot of great touches for my family

I planned a small get together of six people to celebrate my best friend’s bachelor weekend. I decided to choose Jose’a Airbnb and I’m glad I did! The place was spacious and it had everything we needed! He had a 55” TV so we can hook up our switch console to play video games. We used the pool table, the dart board, and his poker set! We also cooked up some breakfast at his place too. He had a place to sleep for all six of us and he had towels and pillows/blankets for us to use. We didn’t use the CTA line to go to downtown Chicago but the line was a short walking distance from the Airbnb. I’m glad Jose was comfortable letting us use his Airbnb to celebrate and everything was perfect! Definitely recommend others to use his Airbnb! Thank you Jose!

Great location, walkable to many restaurants, a couple of blocks from the Millennium park. Up to 15 min drive to pretty much anywhere within the Loop. The apartment looks just like the pictures, large living area with very high ceilings, natural light from the roof windows. Everything was clean. Towels, shower gel and shampoo provided. 1.5 baths. Two comfortable large beds upstairs. Easy access to the unit via the Latch app. The host is proactive and responds within minutes. Thanks for having me, would definitely stay again.

Very spacious and close to lots of entertainment! We loved the large rooftop patio!

O was very accommodating with checking in early! Very responsive host. The loft was in the absolute PERFECT location! Super close to anything & everything. Right around the corner to the L, we were able to quickly get to & from everything. The beds were comfortable. The loft is incredibly spacious with neat little quarks all over. Slightly noisy at night due to a downstairs bar, but nothing that kept us up all night. 10/10 will stay here again with a big group!

We were so thrilled with this beautiful Wicker Park space and would stay again! Yolie was in touch with me (the trip’s coordinator) before, during, and after the trip and she was lovely, helpful, and very responsive! Her apartment is beautiful, and fit the five of us very comfortably, as well as several other local friends who came over to play games and have dinner with us. Great for a big group! The master bed and bathroom were epic - my husband and I felt like we were on our second honeymoon, with a large comfy bed, gorgeous en suite bathroom with luxurious shower and enormous bath tub with jets. Our only issue, which she does warn about in the description, is the noise at night. The street noise and train noise meant ear plugs or noise-cancelling headphones were required for sleep. Having said that, we’d happily stay again and are so grateful to Yolie for a wonderful experience.