Apartment holiday rentals in Chicago Loop

I had a wonderful stay at this apartment! It was clean, cozy, and exactly as described. The space had a warm, welcoming vibe and all the essentials for a comfortable visit. The location was convenient, and the host made everything easy with clear communication. I’d gladly stay here again and highly recommend it to anyone looking for a peaceful and pleasant place to stay!

There are so many positives about staying here. This is a really unique vibrant and interesting neighbourhood. It is a very short distance from the nearest train station. It is comfortable safe and clean. Donald and his daughter Colby are a perfect hospitality team. They gave a really great run through of the area and are helpful kind and interested. I can see why they are always booked up 😊 Wishing you both well and thank you!

Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.

Thank you very much Shammi. I was comfortable and at ease. I was very happy with my stay and I would like to thank you for your hospitality. It is right in front of the entrance to the Red Line Chicago subway station. If you have a big heavy bag, you should try your best to carry it up. However, the main entrance door to the building is self-locking, so you can safely lift them one by one.

This place is a 5 star in various areas. The place is spacious, new, clean and safe. The host is great. They take great care of those who book with them. Sometimes it’s hard to find great hosts who treat you the way that they want to be treated. They are a perfect example. They pay attention to the details. My stay was enjoyable and will book again. This was my second stay.

Seamless process and a great location! We would absolutely stay here again!

Stayed here for 2 weeks for a work trip. It feels just like staying in your own apartment. I love that they allow pets. It’s pricey (keep in mind there are additional charges for pets and for parking), but for the location and quality of the place I think it is a good value.

This haven is impeccably clean, very comfortable (especially the bed), peaceful and yet convenient to one of the most dynamic neighborhoods in the U.S. Get takeout from Kristoffer’s Cafe (I recommend the chilaquiles) and eat at the chess tables in Reyes Park. Or dine in at La Malinche Coffeehouse. Then walk 18th Street from Halsted at least to Ashland (or onward to the Mexican-American Museum of Art) to see Chicago in its full vivacity. Be sure to visit Open Books across the street from the Bohemian Lodge. You’re also close to UIC, Little Italy, Bridgeport, home of the White Sox, and everything along Halsted Street and it’s frequent 8 bus (Carl Sandberg wrote a poem about the 8). Great place. I’ll stay there whenever I come to The Chi.

Dean was the best host my girlfriend and I have had! He is proactive, friendly, great with communication, and provides everything you need for a great stay. Not only this, but the place was extremely comforting and beautiful! We had an amazing stay and would love to stay here again! Not to mention this place is an amazing price for how nice the stay was! Thank you Dean! You rock😎

Location, location, location!! Everything was within a 10-minute walk, with lots of restaurants, coffee spots and stores nearby. The place itself was amazing! Very clean and a very responsive host. Highly recommend!

We loved our stay in the Pink House, which felt truly like a home away from home with everything we could possibly need. You can tell how thoughtful Niki and Sean are about their space and that they care about their guests having a lovely time - especially appreciated the comfy linens and snacks! Perfect location too with an easy walk to the L and plenty to discover just by wandering around the immediate neighborhood. Niki has all the recs.

We had an incredible stay in Chicago’s West Loop last week! The place was spotlessly clean and perfectly located, just steps away from fantastic restaurants, bars, and the vibrant heart of the West Loop. The digital keypad on the door made getting in and out incredibly easy, and the building felt very safe. The host was exceptional—clear instructions, always reachable, and stayed in touch throughout our trip to ensure everything went smoothly. Highly recommend this spot for anyone visiting Chicago!

My husband and I stayed here with our 1.5 year old and it was fantastic! Clean, convenient, and had a pack and play ready for us. I was a bit worried reading prior reviews about noise but it wasn’t bad at all, especially with the white noise machine provided in the bedroom. Our son slept peacefully throughout our stay. Would recommend for sure!

Such a beautiful, cozy space! Very comfortable beds, the perfect coffee setup and fast WiFi gave us the ability to work and play. Plus our host was incredibly responsive and communicative. Would definitely stay again!

We loved our stay here. Laura has been a great host. The apartment is clean, quiet, very organized and stocked with some things you may not have thought to bring on your trip but find that you need. We truly felt at home.

We had an awesome stay. The place was spotless. The beds were very comfortable. Great location. Walkable to restaurants. The metro is very close. The parking garage was just across the street. We never needed our car. Would definitely stay here again.

Perfect location for a family to stay that’s close to everything. We did days in the city and a game at Wrigley. Very clean and perfect for our long weekend in Chicago.

I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!

David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

Let me just say, the pictures don’t do this cute, cozy place justice! I’m big on hospitality and customer service, and Johana and Akos were beyond accommodating and communicative. I would dare to say this is the most accommodating place I’ve experienced so far! The space has such a good energy and flow to it — cozy, inviting, and with a beautiful sunset view from the kitchen window that you can enjoy right from the living room sofa. The views are stunning, and the building itself is upscale, clean, and even smells great! I enjoy playing some of the games that were pervaded( Uno and Jenga) and I appreciated that the TVs had all the apps, HBO, Disney, prime, Netflix etc. It’s in a great location, and I felt very safe throughout my stay. The only con would be some city noise, but it didn’t bother me at all. There’s a nearby train that doesn’t pass often, and again, it wasn’t an issue for me. I would definitely recommend this place!!

We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

We had a great stay at this apartment in Lincoln Park. The view was excellent, and the building amenities were a nice bonus. The location was convenient too--Whole Foods was right across the street, with other shops like REI nearby. It was easy to get downtown and explore other parts of Lincoln Park. We were traveling with a toddler and a newborn, and the host helped by providing a pack 'n play. Communication was clear and timely. Overall, a smooth experience.

Mariam was an amazing host and very communicative with us throughout our stay to ensure check in went smooth and to let us know if we needed anything. The place was just like the pictures and accommodated our bachelorette party perfectly! Plenty of beds and space for everyone! (Party of 10!) The area had plenty of free street parking and a 2 car garage which was very convenient for our stay! Overall we loved our stay and had a great time playing games and enjoying the jacuzzi and patio! Thank you Mariam you were amazing!

Incredible place! Location was perfect with easy access to public transportation and great food. Host recommendations were immaculate and responsive+kind. Plenty of extra blankets pillows and towels, the jacuzzi was really nice, and the bathrooms were spotless. Very easy check in and check out process. Had almost no problems with any amenities. The smart thermostat did keep setting itself to 75 degrees or more during the night even after we set it low before sleep. Quite uncomfortable to sleep through. And the listing stated 5 beds with 2 air mattresses but there was only 1 air mattress, making a total of 4 beds. Not a huge problem but good to know for anyone who needs all 5, we didn’t. Water pressure in one shower was not great and the other drained slowly. Also some areas were a little dusty but again it was fine. Overall, this was a really really great experience and apartment. Couldn’t have asked for a better place to stay during our trip!