8 Best Airbnbs in Logan Square Chicago for 2021 – Top Values

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Logan Square in Chicago is a thriving neighborhood full of trendy restaurants and green spaces and is the perfect location to book an Airbnb. Logan Square Chicago is located northwest of downtown Chicago and is an urban community that blends quiet residential living with the energy of a lively city center.

There is no shortage of places to eat, ranging from casual pizza and noodle shops, to cozy bistros, and all the way up to upscale, Michelin-starred restaurants. Alongside these diverse choices of eateries, Logan Square also offers tons of hip bars, cocktail lounges, breweries, and craft beer taverns, so your nights will always be full of action. Check out Time Out’s full guide on the best things to do in Logan Square.

When you want to relax, Logan Square offers plenty of small green parks to escape to, such as Logan Square Park right in the heart of the district, the 7-acre Palmer Square Park, and The 606 elevated park on a former rail line. Additionally, check out the stately, tree-lined boulevards that run through Logan Square – Kedzie Boulevard and Humboldt Boulevard. 

Logan Square Chicago is also just 20 minutes from O’Hare International Airport, making it super easy to access during your journey to the Windy City. If you consider all of these nice features, it is easy to see that Logan Square is an ideal area to reserve your Airbnb.

If your top choices are not available in Logan Square, then be sure to check out our list of the best Airbnbs in Lincoln Park Chicago!

  • 4 bedrooms for up to 12 guests in a high ceilings and open space concept – ideal for large groups
  • Chic, industrial design with brick walls, exposed beams, and oversized windows
  • Full size kitchen equipped with all appliances and utensils and 3 bathrooms that are fully stocked with high quality toiletry amenities
  • Charm of a cozy cabin retreat in a centrally located area in Logan Square close to many restaurants, gourmet cafes, and trendy cocktail lounges 

What Others are Saying

Tori said: This was the group Airbnb of my dreams. It’s the perfect space for a group of friends to really make their own during their stay. The beds were extremely comfortable, clean linens, and wonderful soaps and whatnot for us to use. The fridge was even stocked with water and a couple beers for us upon arrival, which was so appreciated after our travel days!

Fully stocked kitchen made for easy meal prepping too. Not only was the Airbnb itself great and spacious but it’s up the stairs from a large common area that made for a fun place to gather and mingle complete with a fireplace and couches. Bob made us feel so at home and made our stay memorable. All of us keep texting each other saying “I miss Bob!”

  • Gorgeous 6,000 square foot modern Airbnb with a main house and a guest home in the backyard – great deal for groups vs. hotels
  • Total of 8 bedrooms and 5.5 bathrooms with plenty of shared spaces to groups can enjoy privacy while being together
  • Stunning floor to ceiling windows that keep the apartment bright and filled with natural light
  • Open layout chef’s kitchen and dining areas to allow big groups to mingle together
  • Steps from restaurant row in Logan Square with plenty of dining and nightlife options
  • Free garage parking available 

What Others are Saying

Jeff said: The house is amazing. Lots of living spaces for our family reunion group of 19 to enjoy time together and also plenty of bedrooms, beds, and sleeping spaces. Weather was chilly so we didn’t really take advantage of the outdoor space between the main & guest houses. In warmer times, that would be another huge plus. Communication with the hosts was always quick and thorough. They did a great job! The neighborhood felt safe. We parked a minivan in the garage – a tight squeeze, but it did fit! I would most definitely stay here again.”

  • Airbnb Chicago Logan Square well equipped and centrally located so you will not need to use your car
  • Private backyard and patio deck to enjoy nice weather
  • Filled with amenities and quality furnishings over 2 floors to make you feel at home 
  • Located in the heart of Logan Square with walking distance to all the shops and bars on Milwaukee Avenue, multiple parks, and The 606 Trail

What Others are Saying

Steve said: “This is a great place located in the vibrant and walkable Logan Square neighborhood. Our situation was a little different than most visitors. We stayed at this Airbnb for a month while waiting to close on our new house nearby. This property was well equipped to handle our family of four (two adults, two kids) even as the adults worked from home and the kids attended class from home due to the pandemic.

The space is laid out on two floors with two bedrooms, bath, kitchen and living room upstairs and a master bedroom, bath, living room downstairs. This layout was GREAT for our situation. It gave us the space we needed but also felt cozy and comfortable. Another nice perk for us (and all our stuff) is the large amount of closets and storage this unit has. I also want to shout out to Matt who was always available and quick to respond.

  • Airbnb located between Logan Square and Wicker Park, near Holstein Park and Senior Citizens Park
  • Recently renovated 2 bedroom with high ceilings and features a brand new kitchen and bathrooms, hardwood floors, and outdoor deck
  • Thoughtful amenities like a washer and dryer, dishwasher, smart TV with Netflix and Hulu Plus
  • Short walk to restaurants, bars, and public transportation to get to downtown Chicago in 20 minutes

What Others are Saying

Kristin said: “My stay at The Buck Stop was great! Arlete was very communicative. Check-in was a breeze and the apartment itself was very clean . The location is great too. There is free street parking and it is very easy to get to the highway, which is helpful if you’re traveling by car.

There is a cute park across the street, and a grocery, coffee shop and other necessities close by. I would definitely stay at Arlete’s place again in the future!

  • Bright Airbnb Logan Square Chicago in a beautiful and historic stone building
  • 5 minute walk to train station for easy access to downtown Chicago Loop
  • Kitchen is fully furnished and bathroom is fully stocked with shampoo, conditioner, body wash, paper towels, and anything else you need for a comfy stay
  • Ideal location on tree-lined Logan Avenue and only steps away from farmers market and cafes, bars, and restaurants on Milwaukee Ave 

What Others are Saying

Liz said: “Logan Square is a beautiful, historic Chicago neighborhood. It can stand alone as a destination for someone wanting a weekend getaway, but is also easily accessible to downtown, O’Hare and other neighborhoods like Bucktown and Lincoln Park.

Ryan & Ariana’s apartment, in a beautiful greystone building, was clean, in good order, well located and an overall great value. I would definitely recommend it to anyone visiting Chicago who is looking for a place to stay outside of the immediate downtown area.

  • Newly renovated 2 bedroom Airbnb with chic and modern design
  • Ideally located near The 606 Trail, the perfect place to jog, take a walk, or a bike ride and walking distance to countless bars and restaurants on Armitage Avenue
  • Fully equipped kitchen with a dishwasher and bathroom with a bathtub/shower and complimentary toiletries; a laundry machine is located in the basement
  • Access to shared backyard patio
  • Free parking spot available!

What Others are Saying

Seth said: “This place was great! Stylish and clean. Perfect for a group of two or four. The parking space was very convenient and having many restaurants within walking distance was nice. I would recommend Ground Control and Brasil Legal. Both within 2 miles. Definitely coming back here!

  • Stylish, architect designed Airbnb located near the Blue Line for quick and easy access to downtown Chicago
  • 2 bedrooms and 2 full bathrooms – ideal for families or a group of friends
  • Open layout of kitchen and living room – the whole Airbnb is designed in a modern and elegant style
  • Dishwasher and laundry machine make longer stays very comfortable
  • Excellent location near Fullerton Avenue and Milwaukee Avenue – walking distance to many cafes, bars, and dining opti

What Others are Saying

Donna said: “This place is amazing in so many ways: location can’t be beat – right by the L with a great little market right across the street with everything we needed. The decor game is strong, the owner is super responsive and friendly, and the apartment has all the right amenities and special touches. Apple TV and casting made it easy to tap into our Netflix and Hulu and Alexa made sure the temp was just right when we needed it adjusted. Local coffee provided made the mornings a little easier and the space was bright and clean.”

  • Loft-style Airbnb Logan Square Chicago, near the Palmer Square Park & many restaurants and cafes
  • Large full height windows allow lots of light to brighten up the space
  • Fully equipped kitchen with everything you need in case you want to prepare your meals at home –  additionally, the owners are coffee lovers and they provide some for their guests
  • Top location in a quiet neighborhood with easy access to lively Armitage Avenue and Fullerton Avenue

What Others are Saying

Manda said: “This was our first Airbnb experience and it lived up to the hype. Samantha’s place was the perfect place for our stay. It was stocked with everything we could have needed, the filtered water was the perfect touch. The bed was comfortable and very quiet, only heard a few cars outside the building. We really enjoyed our stay. Samantha’s place was great.

It was in a wonderful location, so close to everything. We have visited the area before and enjoyed it so much we wanted to stay near Logan Square. We never left the area because there was so much to do. When we come back to Chicago, I would gladly stay here again.