
Loft holiday rentals in Chicago Loop
Find and book unique loft accommodation on Airbnb
Top-rated Loft Accommodation in Chicago Loop
Guests agree: These loft accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Chicago Loop loft accommodation
Family-Friendly loft accommodation

SPACIOUS and VERY BRIGHT 2BDR LOFT near DOWNTOWN
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.

Sunny Spacious Artist Yoga Loft
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 !

Artist Loft, Private Room
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.

Beautiful Space in Evanston Chicago Bungalow
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!

Urban Glamour in West Town
Great Airbnb with a responsiveness host and very convenient location. Would definitely stay here again.

Quirky Bucktown Loft w/ Parking No Parties
"Quirky" is how Laura described the place, and we loved that about it. The showers in the bathrooms were large and comfortable, the bedrooms were also a good size, with plenty of storage space. We used the top balcony almost every day. The neighborhood was quiet, but with restaurants and shops just a few walkable blocks away. We especially enjoyed Red June for breakfast. The area was close enough to the city for us, but more laidback and relaxed than a city location would have been. No problems with the dedicated parking spot. We did have another car, and I never had trouble finding a space. My parallel parking skills are no longer rusty. We had a wonderful stay and a wonderful vacation in Chicago.
Loft rentals with a washing machine and dryer

18th St Cozy and Unique 2BR Loft
Perfect place in Pilsen. Comfortable, stylish- just a great place to stay.

City Urban Loft in the Heart of Wicker Park!
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! 🥰

LUXE Vintage Loft, Home Theatre, 10min to Downtown
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

Trendy Wicker Park Loft with Parking
Perfect spot to have a bit of everything Chicago has to offer, good restaurants and night life down the road, and just a quick train/bus or ride to downtown.

South Loop Luxury Lofts
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!

1920s fully updated unique open artist loft space
this place is a dream space. complete in awe of everything that went into the place. very easy to get to. easy to communicate with the host. even the neighbor next door was friendly. would recommend, would book again.

Fulton Market Industrial Modern Designer Loft
Very spacious and close to lots of entertainment! We loved the large rooftop patio!

Uniquely Spacious Two-Story Loft in Wicker Park
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!
Quick stats about loft rentals in Chicago Loop
Total rentals
20 properties
Nightly prices starting at
$150 NZD before taxes and fees
Total number of reviews
5.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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