Chicago, Illinois, is a beautiful midwest city full of art, history, and urban culture. Priding itself on its diverse population, the metropolis boasts an endless amount of unique experiences around every corner. From lakeside hangouts to vibrant nightlife, you can’t go wrong with booking a Chicago Airbnb in some of the most colorful neighborhoods. So if you’re feeling adventurous, check-in to one of these remarkably novel vacation rentals while you explore all that the Windy City has to offer.
Airbnb Chicago: 15 of the Best Airbnbs for Your Choosing
1. Flat in Lincoln Park
Located in the heart of Lincoln Park, this newly renovated Airbnb rental is only a block away from the famous blues club, Kingston Mines. Its beautiful backyard is the perfect place for you to enjoy Chicago’s gorgeous summer weather, and its great location is found in one of the most popular neighborhoods in the city.
2. Unique Photo Studio Home
This fascinating loft exhibits high ceilings and doubles as a working photographer’s studio in Wicker Park. Featuring a vast entertainment area with a 120-inch projection screen, this place is definitely for film and photography lovers. The Airbnb host explains that this home is not for parties, capping the guest list at four people total. (However, only two are allowed to stay overnight!)
3. Vintage Forest Home
This Airbnb is a 1907 Victorian home that reminds guests of their ancestries. The rustic charm of the house helps those who stay there to step away from the busyness of the city. Your space will be in the basement, but it’s spacious enough for an entire family. Only a few blocks from Lake Michigan, the serene home is near the metro train, which can easily take you to downtown Chicago.
4. Modern Open Atmosphere Home
This mini mansion emits an open, modern, and earthy atmosphere, where guests are allowed to use the common areas, including outside decks, a movie room, a game room, and a bar. Take a nice bike ride or stroll to a nearby park, or head downtown to check out Grant Park, Millennium Park, or the array of city museums as you please. The property also has a private boat that will take you on night cruises on the Chicago River to see the famous city skyline; just ask the host if you’re interested.
5. Ukrainian Village Escape
Located in the hot neighborhood of West Town, this Airbnb is perfect for a romantic getaway. Although the home is occupied by the owner, you’ll have your own private bedroom within an apartment. With free parking across the street and a private entrance, you won’t have to worry about where to park your car, and the place is near Wicker Park and Bucktown.
6. Quest Coach House
This beautiful home is located on a quiet street but is only half a block away from great shops, restaurants, and bars. After a long day of exploring the city, retreat to this refreshing Airbnb while enjoying its rustic decor and art displayed across its light gray walls. Or hang out outside, while relaxing on its modernly chic patio.
7. Bucktown Bungalow
Complete with a fully equipped kitchen and private roof deck, this summer bungalow is a great choice for a party of six. It’s walking distance from the 606 walking trail and also a block away from the Blue Line. The home highlights true Bucktown architecture and has a custom-designed bathroom, where you can also do your laundry if you need to.
8. Artful Rental Unit
A 35-minute train ride from Chicago O’Hare International Airport, this rental, by a reputable superhost, comes with a fully furnished living room, as well as a private room for you to escape to after spending all day at Wicker Park or Bucktown.
9. Emil Bach House
An architectural goldmine, the Emil Bach House is one of the few homes you and five other guests can appreciate by the famous architect, Frank Lloyd Wright. It’s professionally managed and was conscientiously restored, with added modern appliances for your comfort. Following the pandemic, the superhosts explain that the place is properly disinfected to comply with EPA and CDC guidelines.
10. Chicago Sweet Home
This incredible loft-style place offers gorgeous views of the city, where you can just pop on down to walk around in embracing Chicago culture. Enjoy deep dish pizza at Gino’s East or Lou Malnati’s Pizzeria, or head to Wrigley Field to catch the Chicago Cubs playing a good ol’ game of baseball. Your place is fully furnished and equipped with WiFi if you need to stay connected online during your trip.
11. Luxurious Penthouse with Game Room
This penthouse presents 4000+ arcade games and can entertain up to 15 guests. Its modern layout is perfect for big groups, as it comes with board games, a pool table, a foosball table, a poker set, Roll and Score, Twister, Playstation 5, a pop-corn machine, and much more.
12. Chicago Art House
This newly listed place sports Chicago’s diversity with its Persian carpets, antique chests, and oriental lamps. You’ll feel like you stepped into an art gallery as you enter the building, with murals of the Morton Salt Girl and Van Gogh’s “The Starry Night,” on display. Its rich colors and unique accents will make you feel like you traveled to Morocco, as this place is perfect for art lovers.
13. River North’s Rock N’ Roll
Adorned in true rock n’ roll relics, this home is for all the music fanatics that come to the city. Its high ceilings and canopy bed will have you feeling like a rockstar, and the rental unit is just minutes away from Magnificent Mile and the Loop! Make sure you ask for free parking if you have a car with you, since it’s available when you book the Airbnb.
14. West Loop Artist’s Loft
Located on the third floor of an artist’s building, this private loft lets plenty of natural light in with its massive windows. Its chic look presents a refreshing and breathable atmosphere, so that you can relax after navigating your way around the bustling city. Its industrial accents give the place a modern look with the ironworks contrasting its exposed brick walls.
15. Olympian Basketball Player Scottie Pippen’s Home
Believe it or not, former NBA player Scottie Pippen has put his home up on Airbnb in honor of the Tokyo Olympics. Booking opened on Thursday, July 22, for three stays on August 2, 4, and 6. The place is embellished in Olympic Games memorabilia and the pictures speak for themselves on what you would encounter during your time there. He said, “Chicago home to relive one of my career highlights – competing at the Olympic Games Barcelona 1992. I?m excited for you to cheer on the next generation of Olympians from my home court!”
Have you stayed at an amazing Airbnb in the Windy City? Share your experience with us on our Wide Open Roads Facebook!