
Loft vacation rentals in Near North Side, Chicago
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Top-rated loft rentals in Near North Side, Chicago
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Family-friendly loft rentals

Loft in Near West Side
4.81 out of 5 average rating, 140 reviewsSPACIOUS and VERY BRIGHT 2BDR LOFT near DOWNTOWN
Gabriela was awesome & very accommodating! Her place was just as described & walking distance of anything we needed. I would definitely recommend staying here!

Loft in West Town
4.81 out of 5 average rating, 283 reviewsArtist Loft Duplex in a 1904 Former Factory
Aaron was very friendly, communicative, and helpful. We loved the space - very cool decor and vibe, big rooms, and very close to the train.

Private room in Bridgeport
4.82 out of 5 average rating, 45 reviewsSunny Spacious Artist Yoga Loft
I spent close to a month at Guru Nischan’s and felt right at home from day one. Both her and her housemate, Jośe, were very genial, generous and welcoming. The room was neat and cozy and I had access to a well stocked kitchen with everything I needed. Ultimately, I felt it was worth the price and I loved the warm atmosphere at the house. I look forward to staying with them again soon!

Loft in West Town
4.86 out of 5 average rating, 634 reviewsWest Town Traveler's Lodge
West Town's East Village is a central location - by Division Blue Line and by Chicago Ave Crosstown Bus. There are so many interesting restaurants and shops. Name 1 neighborhood in the US where you can walk to 3 independent record stores in a 15 minute radius. Moudi's place is a great urban retreat and an alternative to staying in downtown if you're in town for a conference. It's cozy and has everything you need in an Airbnb.

Private room in Evanston
4.75 out of 5 average rating, 64 reviewsBeautiful 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!

Private room in River North
4.9 out of 5 average rating, 742 reviewsArtist Loft. Very Unique
Stayed here with a friend for two nights to enjoy the nightlife. The space and location was exactly what we were looking for and Michael was a great host.

Loft in West Town
4.93 out of 5 average rating, 98 reviewsUrban Glamour in West Town
Great vibes, very roomy, and the garage space was such a wonderful perk! The sunrise view of the Chicago skyline was 100% There were some quirks, but that is normal for historic/older buildings. The building was very quiet and the neighborhood was fantastic. I appreciated the electronic locks so that we did not have to keep up with a key. Overall, a great experience.

Loft in Brighton Park
4.9 out of 5 average rating, 260 reviewsEntire place with free parking.
Great stay. Quiet area and was never bothered owners were quiet and respectful. Would stay again 10/10 only issue I had was the entry way to the apartment is a very large gap and if your not expecting it you can definitely misstep
Loft rentals with a washer and dryer

Loft in Wicker Park
5 out of 5 average rating, 7 reviewsCity Urban Loft in the Heart of Wicker Park!
Spacious apartment in the middle of Wicker Park. Many restaurants and shops just walking distance away. Would definitely stay at this place again.

Loft in Logan Square
4.98 out of 5 average rating, 180 reviewsFormer Artist Studio
Steve was very communicative and responsive. Apartment was as advertised; clean and with great kitchen amenities. Fireplace was very nice during the cold weather. Living room and bedroom were comfortable. Bathroom and toilet are in separate rooms which is nice if multiple people staying there. Some traffic noise from busy street out front door but tolerable. Perfect location for me visiting family. Great neighborhood.

Loft in Bridgeport
4.64 out of 5 average rating, 50 reviewsSouth 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!

Loft in Brookfield
4.89 out of 5 average rating, 98 reviews1920s fully updated unique open artist loft space
Amazing space very very artistic and comfortable.

Loft in Wicker Park
4.87 out of 5 average rating, 46 reviewsUniquely 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!

Loft in Berwyn
4.66 out of 5 average rating, 243 reviewsPrivateTudor in-law suite
The place was easy to find. Very easy and fast check-in. There is a free parking spot in front of the place, which I found so convenient. The area and neighborhood was quiet and safe. The host was very nice, she allowed us to check out late.

Loft in Wicker Park
4.94 out of 5 average rating, 81 reviews4 Bedroom Penthouse Loft in Heart of Wicker Park
This place was perfect for our family. It has plenty of room and parking was very easy. the hosts were great and when we couldn't figure out how to work the fireplace feature, they sent somebody over immediately to turn it on for us! We really liked the location and being close to everything.

Loft in Pilsen Historic District
4.91 out of 5 average rating, 369 reviewsPilsen Modernist, Creative, Lightfilled Loft
Daniel and Tes have a lovely space. We enjoyed the cleanliness and simplicity. They provided us with great recommendations for local spots. We really enjoyed being in the Pilsen area.
Quick stats about loft rentals in Near North Side, Chicago
Total rentals
20 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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