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Eclectic Pilsen Airbnb
Photograph: Courtesy Airbnb/the host

10 unique Airbnbs in Chicago

From beautifully refurbished historic homes to posh artist lofts, these eclectic Airbnbs offer one-of-a-kind stays.

Written by
Emma Krupp
Contributors
Ella Doyle
&
Alex Floyd-Douglass
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Think you’ve done Airbnb-ing in Chicago? Think again. There’s a whole host of seriously one-of-a-kind places to stay, and it’s likely you ain't seen nothin’ yet. Think treehouses tucked away deep in the woods, stylish lofts converted from factories, and 1880s workers' flats. Bucket list-worthy stuff.

So if you want to make your buddies jealous (and you’re looking for a staycation), book one of these Airbnbs for an unforgettable experience. It’ll feel like you’ve gone somewhere totally new. 

RECOMMENDED:
🌇Check out the best Airbnbs in Chicago
🏨Or stay in one of Chicago's swankiest hotels
💘How about a romantic break in Chicago?

Who makes the cut? While we might not stay in every Airbnb featured, we've based our list on top reviews, hosts and amenities to find you the best stays. This article includes affiliate links. These links have no influence on our editorial content. For more information, see our affiliate guidelines

Unique Chicago Airbnbs

The Victorian home with Southern charm in central Chicago
Photograph: Courtesy Airbnb/Joshua Haines

1. The Victorian home with Southern charm in central Chicago

Transport yourself to what looks like the setting for a Southern Gothic novel when you book a weekend getaway at this Victorian-era home, which features 4,000 square feet of parlor rooms and opulent decor. Styled with a New Orleans-esque flair, the home comes complete with high-backed velvet chairs, oil paintings, and a fleur-de-lis tiled sunroom – buy yourself a packet of chicory coffee for your stay to complete the effect.

Rooms? Four bedrooms. Sleeps six guests.
The mood? Being fed by cherubs.
Location perks? Not just cracking style, this magnificent New Orleans home is heavy on entertainment too including, a roof deck, speakers, a firepit and a pool table. 
Budget range? Hella spenny, but oh so luxurious. 

The joyful home in Lincoln Park
Photograph: Courtesy the host/Andrew Charles Miller

2. The joyful home in Lincoln Park

You'll have tons of room to spread out in this giant, six-bedroom contemporary home located in the heart of Lincoln Park. Hang out by the fireplace on the patio or head down to the lot's private sports court for a game of basketball; if you'd prefer to get your exercise inside, you can check out the gym area stocked with a sauna, weights, a treadmill, and a Peloton bike. 

Rooms? Six bedrooms. Sleeps 12 guests. 
The mood? Sultry and modern. 
Location perks? This glamorous pad boasts lots of natural light, artistic flair, and cozy lounge spaces, making it the perfect rental for a relaxing family vacation near North Avenue Beach. 
Budget range? We're talking a luxury price tag. 

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The eclectic artist-designed sanctuary in Pilsen
Photograph: Courtesy Airbnb/the host

3. The eclectic artist-designed sanctuary in Pilsen

This Pilsen Airbnb, designed and furnished by a pair of artists, is what you wish your apartment looked like. Airy touches, like fiddle leaf fig plants and white wooden floors, are offset by rustic cowskin rugs and a chocolate-colored Chesterfield sofa, while a rain shower head offers a luxurious touch to the bathroom. Cozy up in the art-filled living room for a night of Netflix or head out into Pilsen on foot to explore the neighborhood's famous murals. 

Rooms? Two bedrooms. Sleeps four guests. 
The mood? Artsy and modern. 
Location perks? A great base for exploring Pilsen's vibrant Latin culture and arts scene.
Budget range? Affordable nightly rates. 

The factory conversion in Wicker Park
Photograph: Courtesy @_alexqian

4. The factory conversion in Wicker Park

You'll feel like a veritable bohemian in this sprawling loft, which was built in a converted warehouse space. Exposed piping, brick walls, and sky-high wood ceilings evoke echoes of the building's industrial past, but cushy details like a rain shower, stainless steel soaking tub, and professional-grade kitchen upgrade the digs to truly luxe status.

Rooms? One bedroom. Sleeps two guests. 
The mood? Cool and industrial. 
Location perks? For our artsy folk, this one is set in Chicago's trendiest neighborhood and has lots of cool Japanese and Chinese design elements – seriously, the feng shui is real. 
Budget range? Deffo high-end. 

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The handcrafted art gallery condo in River West
Photograph: Joshua Haines

5. The handcrafted art gallery condo in River West

Filled to the brim with paintings and sculptures from artists around the country, this River West spot feels more like a contemporary art museum than an apartment. Play the art critic and wander its rooms to appreciate the full scope of work; once you've finished, step onto the balcony for soaring city views.

Rooms? Three bedrooms. Sleeps six guests. 
The mood? Contemporary and chic. 
Location perks? Cozy night in? This artsy abode boasts an extensive record collection for you to kick back and enjoy. 
Budget range? A luxury couple's stay. 

The historic artist flat in Pullman
Photograph: Courtesy JB Daniel

6. The historic artist flat in Pullman

Whether you're a labor history buff or not, this 1880s-era workers' flat in Pullman – the Chicago neighborhood that was once home to the country's most famous company town—is sure to leave you charmed. Located above a working art studio, this apartment is replete with art and antique touches, but you'd be remiss not to head out into the neighborhood on Airbnb's Labor Tour, which covers the highlights of the area's history.

Rooms? One bedroom. Sleeps two guests. 
The mood? Creative hub. 
Location perks? This historic charmer is situated in a quiet neighborhood less than 30 minutes away from downtown via the Metra. The Pullman National Historical Park is well worth a visit while you're in town as are the scrumy Old Fashioned Donuts. 
Budget range? Pretty cheap. 

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The enchanted garden treehouse in Schaumburg
Photograph: Courtesy Daniel Alexander

7. The enchanted garden treehouse in Schaumburg

Ever sat working at your computer and just wished you could escape to a little treehouse in the woods, like when you were a kid? Us too - but it turns out you can make those dreams a reality. Hidden away in the suburban Schaumburg (around 30 miles out of Chicago), you can forget the real world completely in this cedar treehouse, and look out over a waterfall and koi-filled pond. Inside, you’ll find a cozy king-sized bed, kitchenette, and television. Blissful. 

Rooms? One bedroom. Sleep four guests. 
The mood? Treetop adventure.
Location perks? No bustle here, only birdsong and the soothing sounds of a waterfall. 
Budget range? A little on the pricy side. 

The Lang House near Lake Michigan
Photograph: Courtesy Lang House

8. The Lang House near Lake Michigan

Scratch your itch for luxury with a stay at this huge Prairie-style home, which comes outfitted with a sauna, massage room, heated bathroom floors, and a fireplace alongside gorgeous historic architectural touches. Avid readers will appreciate the home's sunlit, stenciled reading room, though the front porch – equipped with rocking chairs – also makes for an appealing spot to curl up with a book.

Rooms? Seven bedrooms. Sleeps 14 guests. 
The mood? Antique treasure.  
Location perks? It's super easy to hop on the L train from here or take a trip to Lake Michigan. 
Budget range? An affordable group booking and an ideal spot for a big ole family reunion.  

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The rock ‘n’ roll pad in River North
Photograph: Courtesy Dean Zelinsky

9. The rock ‘n’ roll pad in River North

Once upon a time, River North was home to Rock 'N' Roll McDonald's, a flagship location tricked out with themed decor and an entire exhibit dedicated to the history of rock and roll. The McDonald's sadly lost its theme in 2017, but you can still relish rock 'n' roll kitsch at this nearby apartment, which is loaded with guitars, Elvis cutouts, and old records.

Rooms? Two bedrooms. Sleeps six guests. 
The mood? Riffin' glorious.  
Location perks? A stone's throw from River North Art galleries and Avenue shopping district, and just across the street from the Brown Line. 
Budget range? Pricier, but not too shabby when you split the bill. 

The industrial loft on top of a temple in Forest Park
Photograph: Airbnb

10. The industrial loft on top of a temple in Forest Park

This industrial-style loft is housed on the top floor of a renovated Masonic Temple, and the interiors are pretty spectacular. Think: high ceilings, exposed brick, and splashes of vintage-style design to give the place a totally unique design. The owners of the property describe themselves as construction enthusiasts, and you can see why. You’re also right in the Madison Street shopping district, which is an ideal location for food, stores, and culture. 

Rooms? Two bedrooms. Sleeps four guests. 
The mood? Hipster chic. 
Location perks? This well-appointed loft feels like a 'home away from home' with lots of amenities thrown in and easy parking. 
Budget range? Pocket-friendly.  

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