The 13 best Airbnb lofts in Chicago

This gorgeous penthouse loft Airbnb is perfect for larger groups, sleeping up to 16 guests in five bedrooms. It's the ideal place for those wanting to explore the fun side of the town whilst also being surrounded by culture and having some well-deserved R&R. Built in 1897, the Airbnb has been renovated to allow the exposed brick, 20-foot ceilings, and 120-year-old barn wood floors to give you some comfort. You'll have access to your own private roof terrace that has stunning views of the city's skyline - the best place to enjoy a glass of wine and watch the sunset on the horizon. You'll have everything you need for a comfortable stay, including modern amenities like a fully-equipped kitchen, bathroom with hot tub, rainforest dual shower, and two fireplaces; just to name a few. There's also a vintage pool table, dartboard, and surround sound system to help keep you entertained.

Rooms? Five. Sleeps 16+ guests.
Mood? High-ceilinged wonder.
Location perks? In the heart of Old Town.
Budget range? Spennnnny.

It can't get any better than this tea studio Airbnb that looks like something out of a design magazine. While it doesn't come cheap, it's definitely worth splurging on. Here, you can relax in a one-of-a-kind former spring factory with Chicago's trendiest neighborhood at your doorstep. You'll be steps away from an abundance of cool coffee shops, boutiques, bookstores, cocktail bars, and restaurants. Wicker Park stands out for its diversity, walkability, and unique character so there is definitely something here for everyone.

Rooms? One. Sleeps two guests.
Mood? Industrial chic.
Location perks? Nestled in Chicago's 'trendiest' neighborhood. Enjoy the vibes.
Budget range? Very affordable.

This seven-bedroom, 5,307-square-foot abode is the ultimate crashing pad for big groups and has even hosted weddings, pop-up events, and reunions. The centerpiece of the common space is a tricked-out chef's kitchen with plenty of seating for visiting guests. Cool details—like a smoke stack stairway leading to the master bedroom—make this Logan Square rental an unforgettable stay.

Rooms? Six. Sleeps 16+ guests.
Mood? Factory fun.
Location perks? Perfectly located between three neighborhoods with endless bars, cafes, and restaurants to choose from. 
Budget range? Pricey but totally worth it for the right event.

Spend less when you rent a private room within this sun-drenched artist's loft. Conveniently located in River North, the apartment is decorated in plants, Oriental rugs, and tons of artwork. Bookmark this rental for summer so that you can enjoy the 60-foot outdoor deck that offers stellar views of the city.

Rooms? One. Sleeps three guests.
Mood? Artsy vibes.
Location perks? Head out onto the private terrace and soak up the sweeping city views.
Budget range? Insanely cheap.

This seriously chic loft is surrounded by some of Chicago's hippest neighborhoods like West Loop, West Town, and Noble Square, making it easy to hop around and see more throughout your stay. The host has a strict policy against bachelor and bachelorette parties, but the sunny three-bedroom apartment makes an ideal backdrop for a quiet weekend in with a small group of friends.

Rooms? Three. Sleeps 12 guests.
Mood? Designer loft.
Location perks? Steps away from the Blue Line and what the rest of the city has to offer.
Budget range? As spenny as you'd expect.

If you're looking to enjoy loft life on a budget, but not have to compromise on space, consider this loft space in the heart of West Town. It's decked out with pretty plants, chic grey sofas, and wooden finishes. It's also located on the top floor which means you'll be guaranteed lots of natural sunlight. The best part. Plus, the major commercial street is one block away and has plenty of good restaurants and an easy bus into downtown.

Rooms? Two. Sleeps four guests.
Mood? Open-plan living.
Location perks? In the heart of West Town.
Budget range? So cheap.

This antique-style loft is just full of character and charm, it's a three-bedroom If you're looking for a personality-filled pad, this three-bedroom charmer with mid-century modern furniture, open brick walls, and spacious bedrooms. It's also newly refurbished and designed specifically for larger groups to enjoy the space in comfort. So grab your family or some of your closest friends and make that booking – and picture yourself having chilled nights at the BYOB lounge.

Rooms? Three. Sleeps eight guests.
Mood? NYC loft vibes.
Location perks? In the uber cool Wicker Park area.
Budget range? On the pricier side of things. 

Stay just outside the city when you book a stay at this affordable two-bedroom, two-bathroom condo in Forest Park. The newly remodeled loft is situated on the top floor of a former Masonic temple, and the original timber ceilings and beams are still intact. To sweeten the deal, there's a Blue Line stop just three blocks away, making it possible to be downtown in less than 30 minutes.

Rooms? Two. Sleeps four guests.
Mood? All round zenergy.
Location perks? In central Forest Park, where restaurants are claimed to be the 'best in neighborhood dining' in Chicago.
Budget range? An absolute steal.

This bi-level hidden gem offers 2,000 square feet of space in Logan Square. The main floor, which houses the kitchen and living space, is partially subterranean but still gets plenty of sunshine. Climb the atrium Italian staircase to get to the second floor, where you'll find the master bedroom, a private balcony, and a fireplace.

Rooms? Two. Sleeps five guests.
Mood? Hidden oasis.
Location perks? Located in Logan Square, a block away from Milwaukee's shops and restaurants.
Budget range? Pricey but works out well for a month's stay for a group.

Seriously, who would have guessed that this flashy loft apartment was once a post office in a former life? Yep. This place went from a drib drab sorting room to an uber-calm and contemporary one-bed oasis with a whole heap of space. That's some facelift! Not to mention you're just Steps away from Grant Park (or as they call it, Chicagos Front Yard) and Printers Row (a.k.a South Loop) for historic architecture and delicious cheap eats like Flacos Tacos.

Rooms? One. Sleeps four. 
Mood? Modern and clean. 
Location perks? Situated near Grant Park.  
Budget range? A pretty penny for a cool and contemporary pad. 

The stained glass window says it all when it comes to staying at this retro apartment in Wicker Park. The vibe here is super laid-back with tonnes of space to create, so it's no wonder artists like to take up residence in the studio on the 1st floor. The loft is big enough to sleep five and comes equipped with a full kitchen, an open lounge, and dining area, making it a great base to explore the trendsetting Wicker Park and Bucktown neighborhoods. 

Rooms? One. Sleeps five.
Mood? The artist's cave. 
Location perks? An easy 10-minute stroll to the Blue Line train for access to the airport.
Budget range? An affordable stay with lots of intrigue. 

Located in the middle of an urban hotspot, you'll get a front-row view of the Chicago skyline from this property's amazing private rooftop. Rustle up something on the BBQ or chill in the hot tub against that beautiful backdrop, or take things indoors and curl up on the big couch in front of the TV. 

Rooms? Two. Sleeps five guests. 
Mood? Boujee bachelor pad. 
Location perks? 15 minutes away from the United Center and Navy Pier. 
Budget range? A pricier option – but worth it for the views. 

Kitted out with top-quality amenities and styled in a modern, fresh way, this open-plan loft is ideal for a trendy stay in Chicago. Ideal for entertaining and socialising, the space includes a dartboard, pool table, and has a layout that allows you to be in the center of the action no matter where you are in the property. 

Rooms? Two. Sleeps 12 guests. 
Mood? Sophisticated yet fun.  
Location perks? A quiet, residential area that's close to busier avenues offering a variety of dining, shopping and nightlife venues. 10 minutes away from Downtown. 
Budget range? Best split between 12.