Loft vacation rentals in North Side

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Popular amenities for North Side loft accommodations

Family-friendly loft accommodations

Guest favourite
Loft in Chicago
4.81 out of 5 average rating, 141 reviews

SPACIOUS and VERY BRIGHT 2BDR LOFT near DOWNTOWN

ElijahRating, 5 stars1 month ago
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!
Private room in Chicago
4.83 out of 5 average rating, 47 reviews

Sunny Spacious Artist Yoga Loft

GeorgeRating, 5 stars3 weeks ago
talkative host, just remember to let her know what you feel bad and they solve it well
Superhost
Private room in Chicago
4.88 out of 5 average rating, 950 reviews

Artist Loft, Private Room

JoelleRating, 5 stars6 days ago
It was great! He’s super super sweet!
Superhost
Loft in Chicago
4.86 out of 5 average rating, 641 reviews

West Town Traveler's Lodge

TimRating, 5 stars1 month ago
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!
Superhost
Private room in Evanston
4.75 out of 5 average rating, 64 reviews

Beautiful Space in Evanston Chicago Bungalow

AnnaRating, 5 stars5 months ago
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!
Guest favourite
Loft in Chicago
4.93 out of 5 average rating, 103 reviews

Urban Glamour in West Town

ThomasRating, 5 stars1 week ago
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.
Guest favourite
Loft in Chicago
4.91 out of 5 average rating, 269 reviews

Entire place with free parking.

JenniferRating, 5 stars2 weeks ago
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 washer and dryer

Loft in Chicago
4.71 out of 5 average rating, 24 reviews

Amazing 2500 sq/ft Loft & Bungalow in Lincoln Park

BlakeRating, 5 stars21 months ago
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!
Top guest favourite
Loft in Chicago
5 out of 5 average rating, 35 reviews

Artist Loft West Loop Restaurant Row

AngelaRating, 5 stars1 month ago
We had a wonderful time in Chicago using Nick's loft as our home base. An easy and quick walk to catch the L train and a TON of great restaurants near by made for a great stay!
Guest favourite
Loft in Chicago
5 out of 5 average rating, 13 reviews

City Urban Loft in the Heart of Wicker Park!

BridgetRating, 5 stars1 week ago
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!
Guest favourite
Loft in Chicago
4.92 out of 5 average rating, 12 reviews

LUXE Vintage Loft, Home Theatre, 10min to Downtown

ErinRating, 5 stars1 month ago
Comfortable stay. Convenient location. Wonderful host.
Top guest favourite
Loft in Chicago
4.98 out of 5 average rating, 188 reviews

Former Artist Studio

JaneRating, 5 stars6 days ago
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.
Superhost
Private room in Chicago
4.8 out of 5 average rating, 15 reviews

South Loop Luxury Lofts

JamieRating, 5 stars1 month ago
Great spot, doesn’t really even feel like a shared space the way the rooms are separated. Nice location and close to where I needed to be in Pilsen. Thank you for a great stay, Jose!
Superhost
Loft in Chicago
4.87 out of 5 average rating, 46 reviews

Uniquely Spacious Two-Story Loft in Wicker Park

AnnaRating, 5 stars7 months ago
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!
Superhost
Loft in Chicago
4.94 out of 5 average rating, 82 reviews

4 Bedroom Penthouse Loft in Heart of Wicker Park

JoshRating, 5 stars4 months ago
I loved my stay here! My girlfriend was very happy for her birthday. Thank you guys so much.

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