Chicago, the Windy City, offers a vibrant mix of cultural landmarks, diverse neighborhoods, and a dynamic food scene. Whether you’re visiting for business, leisure, or an extended stay, Chicago has accommodations that fit every need. From cozy apartments tucked in the heart of the city to luxury penthouses offering panoramic views of the skyline, Airbnb provides unique options that allow travelers to experience the city like a local. In this article, we’ll explore the top-rated Airbnbs across a variety of price points, the neighborhoods they call home, and what makes them stand out. We’ll also provide practical tips to help you book your ideal stay, explore Chicago’s hidden gems, and navigate the city like a true Chicagoan.
Top Airbnb Picks in Chicago
Whether you’re visiting for a weekend getaway or a longer stay, Chicago has a wealth of Airbnb accommodations that will make your visit unforgettable. Below are some of the top-rated options in the city, broken down by neighborhood and price range.
A Cozy Studio in Logan Square
Rating: 4.9/5 (50+ reviews)
Located in the trendy Logan Square neighborhood, this charming studio apartment is perfect for travelers on a budget but who don’t want to compromise on style or convenience. The space features a queen-sized bed, a fully equipped kitchen, and a modern bathroom. Guests can enjoy high-speed Wi-Fi, a cozy work desk, and a smart TV for those quiet evenings in. It’s ideal for solo travelers or couples.
Key Features
- 1 Bedroom, 1 Bathroom
- Kitchen with modern appliances
- High-speed Wi-Fi and Smart TV
- Walking distance to Logan Square restaurants and bars
- Pet-friendly
Price Range: $90-$120 per night
Customer Reviews
“Perfect place to stay for a solo trip to Chicago. Logan Square is an amazing neighborhood with great food, coffee shops, and a relaxed vibe. The host was very responsive, and the space was just what I needed to recharge after a day of sightseeing.” – Laura, June 2024
Mid-Range Selections
Sunny 2-Bedroom Apartment in Lakeview
Rating: 4.8/5 (100+ reviews)
This two-bedroom apartment offers a blend of comfort and convenience in Lakeview, one of Chicago’s most desirable neighborhoods. Just steps from Lake Michigan, it’s ideal for families or small groups. The apartment boasts large windows that fill the space with natural light, a fully stocked kitchen, and comfortable living areas. Guests can also enjoy a private balcony with views of the city skyline.
Key Features
2 Bedrooms, 1 Bathroom
Private Balcony with views of Lake Michigan
Fully equipped kitchen, washer/dryer
Close to Wrigley Field, restaurants, and shops
Price Range: $180-$220 per night
Customer Reviews
“Such a lovely place to stay! The apartment was cozy, spacious, and clean. We loved having the balcony to relax after a busy day of sightseeing. The location is perfect for exploring the lakefront and visiting Wrigley Field.” – Ben and Sarah, August 2024
Stylish Loft in West Loop
Rating: 5.0/5 (40+ reviews)
The West Loop is home to some of Chicago’s best restaurants, bars, and art galleries. This stylish loft offers a chic, urban retreat, complete with exposed brick walls, a fully stocked kitchen, and a spacious living area. It’s perfect for a romantic getaway or a friends’ trip to Chicago. You’ll love the modern amenities like a smart home system, keyless entry, and in-unit laundry. The loft’s open floor plan and vibrant decor give it a warm and welcoming vibe.
Key Features
1 Bedroom, 1 Bathroom
Fully equipped kitchen
Smart home system and keyless entry
Walkable to top restaurants in the West Loop
Price Range: $250-$300 per night
Customer Reviews
“Absolutely stunning! The loft is beautifully decorated, and we loved being in the heart of the West Loop. It was so easy to walk to great restaurants and bars. The host provided a great guide to the neighborhood.” – Emily, September 2024
Luxury Options
Penthouse with City Views in River North
Rating: 4.9/5 (30+ reviews)
For those looking to splurge, this penthouse in River North offers breathtaking views of Chicago’s skyline. The apartment features floor-to-ceiling windows, a designer kitchen, and two spacious bedrooms. The private rooftop terrace is the crown jewel, offering incredible views of the city, perfect for evening cocktails or a morning coffee. River North is known for its art galleries and nightlife, making this location ideal for travelers who want to enjoy the best of the city’s cultural scene.
Key Features
2 Bedrooms, 2 Bathrooms
Private rooftop terrace with skyline views
Designer kitchen with high-end appliances
Close to the Chicago Riverwalk, Michigan Avenue shopping
Price Range: $500-$750 per night
Customer Reviews
“Wow, just wow! This penthouse was absolutely stunning. The views from the rooftop were phenomenal. We could watch the sunset every night while enjoying cocktails. It was the perfect luxury getaway, and the host was in credibly welcoming.” – Jack and Mia, October 2024
Modern Loft in Gold Coast
Rating: 4.8/5 (60+ reviews)
Gold Coast is one of Chicago’s most upscale neighborhoods, known for its historic architecture and posh shopping districts. This contemporary loft is the epitome of luxury, with an open-concept layout, sleek design, and high-end finishes throughout. The apartment is equipped with state-of-the-art appliances, a private gym, and even a wine fridge for guests who want to indulge.
Key Features
1 Bedroom, 1 Bathroom
Open-concept layout with high-end finishes
Private gym and wine fridge
Walkable to Oak Street Beach and Magnificent Mile
Price Range: $400-$600 per night
Customer Reviews
“This loft was an incredible place to stay. The space is gorgeous, and the location couldn’t be better for shopping and dining. We loved having access to the gym and the wine fridge! A perfect luxury experience in Chicago.” – Marcus, November 2024
Location Highlights: Best Neighborhoods to Stay in Chicago
Logan Square
This artsy neighborhood is known for its diverse culture, independent coffee shops, and vintage boutiques. If you’re a fan of hipster vibes and local charm, Logan Square is a great base for your Chicago visit. The neighborhood also offers easy access to downtown via the Blue Line of the Chicago Transit Authority (CTA).
Lakeview
With its proximity to Lake Michigan, Lakeview offers beautiful lakefront parks and one of the city’s most iconic landmarks, Wrigley Field. It’s a family-friendly neighborhood with lots of outdoor activities, casual eateries, and boutique shopping.
West Loop
Home to some of the best restaurants in Chicago, the West Loop is a trendy, up-and-coming area filled with art galleries, rooftop bars, and unique shops. It’s one of the best places to stay for foodies and those looking for a lively atmosphere.
River North
River North is all about the city’s vibrant art scene, along with its luxury shopping and nightlife. It’s perfect for those who want to be in the heart of the action, with easy access to iconic attractions like the Chicago Riverwalk and Magnificent Mile.
Gold Coast
If luxury is your goal, the Gold Coast is the neighborhood to stay in. Known for its beautiful historic homes, posh boutiques, and proximity to Oak Street Beach, Gold Coast offers a more upscale, refined experience while still being close to everything Chicago has to offer.
Property Features: What Makes These Airbnbs Stand Out
Each of the Airbnbs listed here offers unique features that enhance the guest experience. From rooftop terraces with sweeping views of the city to fully equipped kitchens for a home-cooked meal, these properties provide a level of comfort and style that goes beyond a traditional hotel stay. Many of these Airbnbs are located in historical buildings or newly renovated spaces that incorporate Chicago’s iconic architectural style, making your stay even more memorable.
Customer Reviews: Real Insights From Past Guests
Customer reviews can provide invaluable insights into the quality of the property, the responsiveness of the host, and the neighborhood experience. Many of the properties highlighted here have garnered high ratings (4.8/5 and above) thanks to their exceptional cleanliness, communication, and amenities. Take the time to read through reviews to ensure the property aligns with your expectations and needs.
Price Range: Finding the Right Airbnb for Your Budget
The price of an Airbnb in Chicago varies widely depending on the size of the property, its location, and the time of year. Budget options start around $90 per night for a studio or small apartment, while mid-range options with more space and amenities can go for $150-$300 per night. Luxury properties in prime neighborhoods like River North or Gold Coast can range from $400 to $750 per night or more. Be sure to book well in advance, especially during the peak tourist season, to secure the best rates.
Booking Information: How to Secure Your Stay
Booking an Airbnb in Chicago is simple through the Airbnb platform. After browsing through listings and deciding on your ideal property, you can view the host’s availability calendar, read detailed descriptions, and review photos. Some hosts offer instant booking, while others may require you to send a booking request. Be sure to communicate with the host regarding any special needs or questions you may have.
For links to the listed properties, simply visit Airbnb’s website and search for the neighborhood and price range that suits you.
Travel Tips: Making the Most of Your Chicago Stay
Explore the Neighborhoods
Take time to explore the neighborhood where your Airbnb is located. Each part of Chicago offers its own unique vibe, from the food scene in the West Loop to the lakefront activities in Lakeview.
Public Transportation
Chicago’s public transportation system (CTA) is extensive and easy to navigate. Consider purchasing a Ventra card for discounted fares and unlimited rides during your stay.
Conclusion
Chicago is a city of many faces, and your Airbnb accommodation should reflect that. Whether you’re looking for a budget-friendly studio, a chic loft in the heart of a trendy neighborhood, or a luxurious penthouse with panoramic views, Chicago offers something for everyone. By choosing the right location and property, you’ll be able to explore the best of what the Windy City has to offer while enjoying the comfort and flexibility of your own space.
