
Loft holiday rentals in North Side
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Top-rated Loft Accommodation in North Side
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 North Side loft accommodation
Family-Friendly loft accommodation

SPACIOUS and VERY BRIGHT 2BDR LOFT near DOWNTOWN
Gabriela's listing was great! The location had street parking, which was fantastic, and it was also close to the metro line and downtown. The apartment had great accommodations and we felt right at home. Gabriela was also incredibly accommodating to my party and was very responsive during our stay! Would definitely stay here again!

Sunny Spacious Artist Yoga Loft
talkative host, just remember to let her know what you feel bad and they solve it well

Artist Loft, Private Room
Michael’s place was clean and in a great location in River North

Stunning Old Town Penthouse with Private Rooftop
Location and apartment are top notch, highly recommend!

West Town Traveler's Lodge
Moudi’s place was amazing! We stayed there for 5 days, he was always very responsive, check-in and check-out instructions were very clear and easy. Will be coming back if we visit Chicago again!

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 apartment , great location and great city. Definitly recommend spending a week at Leina's place. It is a peacefull, calm place to rest in after a long day walking in the city.

Entire place with free parking.
Gina and Jose made us feel very welcomed. Their property matches the description and pics perfectly. The parking spot is truly appreciated.
Loft rentals with a washing machine and dryer

Amazing 2500 sq/ft Loft & Bungalow in Lincoln Park
Great place to stay! Adamm was very responsive to every question I had. Also, it’s a very close drive/walk to a lot of places so you can truly experience a Chicago vibe. Highly recommend!

City Urban Loft in the Heart of Wicker Park!
We really loved being so close to everything… restaurants, shops, the 606, and the blue line to the airport and the loop. We also loved the place - so clean, spacious, spacious closets and bathroom. Very brightly lit with natural light and lots to see out windows. Also loved the decor, the light fixtures, furnishings, artwork, books, and the turntable with Herbie Hancock!

LUXE Vintage Loft, Home Theatre, 10min to Downtown
Comfortable stay. Convenient location. Wonderful host.

Former Artist Studio
Steve was so helpful and kind, he responded really quickly when we needed help. His place was unique, beautiful and well cared for, really clean and with all the amenities you could need. Was the right size for the four of us. Really good location, restaurants, shops and bars were close by, some just minutes away, others only a 15 minute walk. Great for going downtown too, very close to trains and buses. Perfect for visiting the city and great for those who want a quieter place to stay than downtown.

Fulton Market Industrial Modern Designer Loft
Great stay, excellent neighborhood and surroundings. Would stay here again!

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!

4 Bedroom Penthouse Loft in Heart of Wicker Park
I loved my stay here! My girlfriend was very happy for her birthday. Thank you guys so much.

Pilsen Modernist, Creative, Lightfilled Loft
I had a lovely stay at Daniel's home. Upscale apartment with beautiful art in a great location close to downtown. The bed and bedding are very comfortable and the apartment had everything that I may have needed. Great tips.and communication! Many thanks!!
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Flossmoor Golf Club
- Museum of Science and Industry
- Wicker Park
- Willis Tower
- Lincoln Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Promontory Point
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