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Chicago is home to some of the best hotels in the United States. But to get a more local perspective and get to know the city’s diverse neighborhoods a bit better, you can stay in a local Airbnb as a hotel alternative. There are lots of great Airbnbs to choose from in Chicago, including private rooms, entire apartments, and even sailboats! Here are some of the coolest Airbnbs in Chicago to choose from.
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This industrial-style loft on Airbnb is great for two guests. You’ll have the whole loft to yourself with one bedroom and one bathroom. This is a chic place to stay with a California king-size bed, Netflix, an art deco ceiling, and free parking. You’ll have a full kitchen with stainless steel appliances, complimentary toiletries and towels, and an outdoor deck to use as you like. It’s spotlessly cleaned after each use, and luggage drop-off and storage is available as a courtesy at the restaurant downstairs.
It’s fun to be in the hip Logan Square neighborhood when you visit Chicago and stay in this condo that suits up to four guests. It has two bedrooms and one bathroom and is a stylish place to relax and enjoy the local vibe. Perks include free parking, washer and dryer, TV, Wi-Fi, bathroom essentials, and access to a diverse array of bars, restaurants, and green spaces.
For something entirely different that you might not expect in Chicago, consider staying at Nicky’s urban farm apartment. You’ll have the entire apartment to yourself for up to five guests. It’s located on the West Side of the city and is an actual organic farm with chickens, goats, pigs, and bees. You’ll be just a 10-minute train ride from downtown via the CTA Green Line. This is a clean and cozy garden unit apartment that has free laundry facilities, free Wi-Fi, access to the grill and smoker, and occasionally even access to bikes and a car to get around.
Freehand Chicago offers the Traveler’s Dream Airbnb that is in the heart of the popular River North neighborhood. Stay in a room that’s somewhere between a hostel and a boutique hotel with up to three roommates in this shared accommodation. This is a great pick if you’re a solo traveler looking to mix and mingle with other travelers. It is in a historic 1927 building and close to amazing restaurants, art galleries, and boutique shops. Your stay includes free Wi-Fi, free breakfast each morning, fitness center access, and comes in at a very affordable price.
For a very affordable rate, you can book this apartment for up to four people on Airbnb. It is in the Portage Park neighborhood and a quiet and safe place to be for a night or longer. The rental space is a private in-law suite that has been remodeled and decorated with whimsical décor. It is about a 30-minute drive to downtown Chicago and 20 minutes from O’Hare International Airport. For public transportation, the Addison bus stop is 600 feet away, and the Metra station and L stops are about two to 2.5 miles away. Guests have access to a laundry room here. There is a dog that lives in the home; however, guest dogs are not allowed.
For a fun and quirky place to stay in Chicago, book these “elf quarters” on Airbnb. This space has low ceilings, so it’s best for people under six feet tall. It features two bedrooms – one with a queen-size bed and the other with a full-size bed. The bathroom has a stand-up shower, the dining room seats up to five people, and there’s a kitchen with a fridge, stove, coffeemaker, microwave, and toaster. For public transportation, the Belmont blue line stop is a six-minute walk away. You’ll have your own private entrance when staying here and also have Wi-Fi and a TV. Fans of the “Harry Potter” series will enjoy staying here because of the décor and theme. It’s a budget-friendly rental in a quiet and safe neighborhood that feels residential but that also has nearby places to eat and drink.
There are many private room Airbnb options in Chicago, including this one for up to two guests. It’s in a newly renovated apartment building and offers awesome views of the Chicago skyline. The space has floor-to-ceiling windows and a modern loft aesthetic. When you stay in this affordable Airbnb, you’ll also have access to the shared building amenities, including a rooftop terrace, gym, and guest suite lounge. The bedroom has a double-size bed for sleeping, and the building has an elevator for access. Guests who have stayed here in the past can’t stop raving about how breathtaking the views are from here. That’s because it’s located in the heart of the South Loop and in walking distance from Lake Michigan, the museum campus, shopping movies, and public transportation.
How fun would it be to stay on a yacht when you visit Chicago? This yacht Airbnb accommodates up to four guests and has two bedrooms and one bath. It’s a 36-foot sailing yacht docked at the Chicago lakefront. You can hop right off the boat to swim in the lake. It’s at the Burnham Harbor dock from April through mid-November and offers hot water, heat, air conditioning, high-speed internet, and TV. It has a full bath and full galley kitchen with a fridge, oven, stove, grill, and microwave. From here, you’ll get lovely views of the city and fireworks in the summer and also be close to Soldier Field, Grant Park, and McCormick Place. Between May and November, you can book an adventure to set sail on the boat with a licensed captain.
Many visitors to Chicago want to stay in the hip and trendy Wicker Park area, so here’s an apartment in this neighborhood for up to four people. It’s a five-minute walk from here to the Damen blue line and Six Points. You’ll be close to all the great restaurants and shops, as well as the 606 Trail for running and biking. Guests have access to an outdoor patio and have a queen-size bed in the bedroom. Other amenities are breakfast, Wi-Fi, a kitchen, and a dedicated workspace.
You can stay at this apartment to be in the Wicker Park/Bucktown area and enjoy all that this location has to offer. It’s just a block from the Division blue line stop. Two guests can stay here and use the bedroom with a queen-size bed, bathroom, internet, central heat and A/C, small fridge, and microwave. There is free private parking here, as well as a small safe, coffeemaker, and DVD/Blue Ray player.
Experience the historic Humboldt Park neighborhood when you book this Airbnb rental on the Near Northwest side. The space is a 600-square-foot row house single unit on the first floor that dates back to 1896. It sleeps up to five people and has two bedrooms and one bath. Guests have access to the whole apartment and also the porch, deck, and laundry area in the basement upon request. It’s an ideal space for two couples, a group of friends, or a solo traveler looking for a relaxing staycation to work or explore the area.
An affordable place to stay in the diverse Bridgeport neighborhood is this studio guesthouse for up to three people. It is a place for adults but not children or pets. You’ll get a kitchen with a mini-fridge, microwave, sink, and Keurig, as well as dishes and glassware to use. To sleep, there’s a full-size Murphy bed and a couch for a third person. The studio is a detached unit on the back of the host’s property, so you’ll get plenty of privacy here. Laundry machines are available in the main house and can be used by making an appointment. Other offerings of this Chicago Airbnb are Wi-Fi, board games, books, closet space for storage, a portable A/C, ceiling fan, and access to a shared yard. There is a friendly dog that lives onsite.
This condo is a great Chicago Airbnb rental for up to four people and has one bedroom and one bath. It’s in the West Town/Ukrainian Village area and easily accessible by public transportation. The guest space is on the other side of the condo from where the host stays. There is some street noise here, so be mindful of that if you’re a light sleeper. Guests can use the common areas of the home, which are the kitchen, family room, dining room, and bathroom.
Also available on Airbnb, travelers can rent this 1886 historic coach house in the Bridgeport Arts District. It accommodates four guests and has two bedrooms and one bath. The space has a modern farmhouse design and has been fully renovated with new appliances and finishes. You’ll be in a sunny and private space that’s charming and family-friendly. A high chair and pack-and-play are available upon request. Guests staying longer than seven days can use the laundry room here.
Another popular and affordable Airbnb to stay at in Chicago is Ryan’s Egyptian room for up to two guests. It’s a private room in a house with one bedroom and 2.5 shared baths. Unmetered street parking is easy, there’s a full kitchen, laundry machines available, and public transit a block away. This is a historic limestone/brick mansion from around 1895 and full of character by the Kedzie Green Line train.