Loft vacation rentals in Chicago

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Popular amenities for Chicago loft rentals

Family-friendly loft rentals

Guest favorite
A modern kitchen area features dark cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and oven, are present. A small dining area is situated in the foreground with two black chairs and a wooden stool. A light green wall adds subtle color to the space.
Loft in Near West Side
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!
A cozy bedroom features exposed brick walls and a queen bed, adorned with soft, colorful throw pillows. A small nightstand is positioned beside the bed, adding to the room's functionality. Natural light streams in from a nearby window, creating a warm atmosphere.
Private room in Bridgeport
4.83 out of 5 average rating, 47 reviews

Sunny Spacious Artist Yoga Loft

GeorgeRating, 5 stars2 weeks ago
talkative host, just remember to let her know what you feel bad and they solve it well
Superhost
A spacious rooftop deck features comfortable seating arranged around a glass table, surrounded by vibrant potted plants and flowers. A patterned area rug adds texture to the wooden flooring, creating a welcoming outdoor space for relaxation and socializing.
Private room in River North
4.88 out of 5 average rating, 948 reviews

Artist Loft, Private Room

ElliseRating, 5 stars2 weeks ago
Michael was a great host and was extremely friendly - check-in was a breeze. The place is in an AMAZING location for those wanting to stay in Chicago or River North area. It was by several restaurants and public transportation stops so there is really no need to use or bring a car. It is close to several things to do and the river and was a very safe area of the city as well.
Superhost
Two large windows are framed with white trim, allowing natural light to fill the space. The exposed brick wall provides a rustic backdrop, while greenery is visible outside, creating a connection with the outdoors. A small keyboard rests on the floor beneath the windows.
Loft in West Town
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 stars4 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 favorite
Loft in West Town
4.93 out of 5 average rating, 102 reviews

Urban Glamour in West Town

LeahRating, 5 stars2 weeks ago
Very comfortable stay. Beautiful home that was perfect for our weekend at C2E2. Shower was amazing! Loved all the options to eat within walking distance. Had a wonderful experience
Guest favorite
An open space is divided by sheer curtains, showcasing a king size bed with neutral bedding and a cozy queen size bed in the background. A sectional couch and a dining area with a table are visible, along with a complete kitchen featuring modern appliances.
Loft in Brighton Park
4.91 out of 5 average rating, 269 reviews

Entire place with free parking.

JenniferRating, 5 stars1 week 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

An open-concept kitchen area with exposed brick walls and polished wooden flooring is seen. The kitchen features white cabinetry and stainless steel appliances. A spacious countertop serves as a divider between the kitchen and living area, complemented by minimalist lighting fixtures above.
Loft in Lincoln Park
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!
Guest favorite
A stylish living area features a cozy dark sofa adorned with pillows against an exposed brick wall. Natural light filters through large windows, accentuating the greenery from potted plants. A round coffee table sits in the center atop a soft area rug, complemented by diverse seating options.
Loft in Wicker Park
5 out of 5 average rating, 12 reviews

City Urban Loft in the Heart of Wicker Park!

BridgetRating, 5 stars2 days 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 favorite
The living room features multiple spacious seating areas adorned with green velvet sofas and gold accents. Natural light filters through large windows, highlighting the vintage mirrors on the walls. A circular coffee table sits centrally, complemented by a stylish area rug and wooden flooring.
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 favorite
A vibrant neon sign reading 'Blue Moon' is featured against a backdrop of a vintage tin ceiling. The sign emits a soft blue glow, enhancing the character of the space while providing a focal point in the room.
Loft in Logan Square
4.98 out of 5 average rating, 187 reviews

Former Artist Studio

JaneRating, 5 starstoday
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.
Guest favorite
A spacious recreational area is presented with a full-size pool table featuring illuminated borders. A large projection screen displays scenic imagery on the opposite wall, with comfortable seating provided by two beige sofas. Decorative artwork adorns the walls, adding interest to the space.
Private room in Bridgeport
4.79 out of 5 average rating, 14 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
A spacious living area features a large blue sectional sofa adorned with colorful throw pillows. A stylish coffee table rests in front of the sofa, complemented by a rug in varying soft colors. In the background, a dining area and kitchen are partially visible, adding to the inviting ambiance.
Loft in The Loop
4.69 out of 5 average rating, 199 reviews

Fun Downtown Penthouse #3 | Vintage +balcony&gym

Jesus AntonioRating, 5 stars2 weeks ago
Great spot! Super clean and cozy, and in a really good location. Host was easy to reach and everything went smoothly. Would totally stay here again.
Superhost
An open kitchen area features a large central island with seating for four. Warm wooden cabinets and modern appliances are highlighted by soft lighting. A staircase is visible in the background, leading to an upper level, creating an inviting and spacious atmosphere.
Loft in Wicker Park
4.87 out of 5 average rating, 46 reviews

Uniquely Spacious Two-Story Loft in Wicker Park

AnnaRating, 5 stars6 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
An open living area features modern furnishings, including two leather chairs and a large sectional sofa. A sleek glass table sits against a textured brick wall. Natural light floods in through large windows, revealing a view of the bustling street outside.
Loft in Wicker Park
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.

Quick stats about loft rentals in Chicago

  • Total rentals

    100 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

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  3. Illinois
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  5. Chicago
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