10 Beautiful Chicago Airbnb Listings to Check Out For Your Next Vacation

Are you visiting Chicago and looking for a unique stay in the heart of a great neighborhood? Do you live in the area but want to stay downtown for the weekend in a luxurious space? Make yourself at home at one of these extra-special, extra-beautiful spaces with the best Chicago Airbnb listings on the market. 


Gold Coast Luxury Home

Located in the upscale Gold Coast neighborhood, this rehabbed apartment includes a king-size bed, updated kitchen, and a Ms. Pac-Man arcade cabinet. Building amenities include a rooftop patio, a pool, and a gym making it one of these most upscale Chicago Airbnb listings on here. 


Your Sweet Home in Chicago

Enjoy amazing views from the balcony of this “loft-style” Airbnb apartment in Chicago. When you’re not sight-seeing, take advantage of the pool table in the living room, the in-wall fireplace, or the comfy queen-size bed.


Chicago Home Designed by Frank Lloyd Wright

Emil Bach House is not only an “architectural treasure,” but a great place to stay overnight as well. This Chicago Airbnb listing itself is sizable and impressive, looking out onto beautiful gardens which sit adjacent to a Japanese tea house.


Chic Penthouse in Fulton Market

Experience hip city living at this penthouse in Fulton Market. 15-foot ceilings and large windows make this a spacious Airbnb location in Downtown Chicago to take a breather from all of the nightlife and outdoor dining you’ll be enjoying in the neighborhood.


Luxurious Penthouse With Game Room

Stretch out in this South Loop penthouse and make the most of a well-equipped game room. With over 4000 arcade games, a pool table, foosball, karaoke, and more, you’ll never get bored.

Chicago Airbnb


“Art House” in Wrigleyville

This Airbnb townhouse near Wrigley Field in Chicago is a visually stunning stay. With murals recreating Van Gogh’s Starry Night and the Morton Salt girl, a handmade mosaic shower, and eclectic home accents, the house is truly unique.

Chicago Airbnb


River North’s Rock N Roll

This apartment just north of downtown is decorated with lots of rock n’ roll memorabilia, and is conveniently located just above a “trendy restaurant.” Enjoy a large canopy bed, full kitchen, and exposed brick walls during your stay.

Chicago Airbnb

Lincoln Park Luxury

This townhouse in Lincoln Park is pure luxury. 3 bedrooms and 3 bathrooms give guests tons of room, the design is clean and contemporary, and both the bar and fireplace are ready for a date night in this Chicago Airbnb listing.

Chicago Airbnb

Premium Duplex Penthouse With Private Rooftop

This industrial-style apartment comes with a full kitchen, pool table, private rooftop space with amazing views, and access to the building’s gym. Get away from home while simultaneously enjoying all of its comforts.

Photo Credit: Airbnb

Artist’s Loft in West Loop

Experience the hip aesthetic of “artist” loft living without the “starving” part when you rent this Artist’s Loft in the trendy West Loop. With industrial accents, a spiral staircase, beautiful large bedrooms and a full kitchen, you’ll start to feel more artsy in no time.

Chicago Airbnb Featured Image Credit: Pixabay


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