10 Best Airbnb Near Douglas Park, Chicago

Tyne
Tyne 
Updated
| 5 min read

Douglas Park, a neighborhood in Chicago, beckons visitors with a cornucopia of entertainment options. For the inquisitive and culturally-minded, National Museum of Mexican Art is a veritable treasure trove of Mexican culture and heritage. Families with little ones can embark on a watery adventure at the nearby Shedd Aquarium, an aquatic wonderland brimming with exotic marine life and interactive exhibits. For tourists who want to enjoy the city’s lively nightlife, the pulsating Pilsen neighborhood has a wide range of artistic and cultural activities, including a mix of galleries, theaters, and music venues. Planning to visit soon? Keep reading to see the best Airbnb near Douglas Park, Chicago.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 18, 2024.

1. Tranquil home with a lovely patio (from USD 195)

Nestled on the border of Wicker Park and Bucktown, this home promises an experience of urban exploration like no other. The split-level floor plan is well-suited for comfort and convenience, with a first floor that comprises a living area, eat-in kitchen, bedroom, and bathroom.

The second floor also comes with desk space for those who need to get some work done. Stay comfortable throughout your stay with heating and air conditioning. Take advantage of the dedicated workspace and WiFi to keep up with your daily routine. When it’s time to unwind, step outside to the patio to enjoy the fresh air.

Stayed at this property?
Chicago, Illinois, United States
237 reviews   Wifi Available
ENTIRE HOME 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
we traveled with a one year old and a 5 year old and they loved the cozy couch
the beds were very comfortable and the space was nice and quiet
jaime contacted me to make sure the ac was working and that we were comfortable
Cleanliness:
super clean and comfy
the house was quiet extremely clean and had nice updated touches especially in the kitchen
the guest house is big clean & so beautifully decorated
the space was clean comfortable and perfect for our weekend getaway
great location clean private and updated space
Host:
host was super helpful with suggestions
check in was extremely easy and the host was available at any time
jamie is a great host always responsive and eager to make the experience stand out
jaime was a great host the instructions were easy for check in and check out
friendly and helpfiul hosts excellent value for money
Location:
close to the train station and a fun and interesting neighborhood
great location in a cool neighborhood
amazing location there is a grocery store a couple steps away
this place was perfectly located and comfortable
super convenient location yet tucked away on a quiet street
Read more reviews

2. Beautiful property in the heart of Wicker Park (from USD 199)

Experience the heart of Wicker Park in this charming home. Set on a peaceful street, it offers the perfect blend of tranquility and excitement, with a myriad of cafes, restaurants, and boutiques just a stone’s throw away. Cook up a storm in the gourmet kitchen, complete with new black stainless steel appliances. Enjoy a peaceful slumber on the Tempurpedic brand memory foam mattress in the bedroom, with blackout shades ensuring a restful night’s sleep.

Laundry is a breeze with the free in-unit washer and dryer, while entertainment options abound with a 46-in (116-cm) TV. Stay connected with WiFi, or step outside to your own private porch and soak up the sights and sounds of the neighborhood.

Stayed at this property?
Chicago, Illinois, United States
204 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
everything from the couch to the shower was comfortable and dare i say stylish
andrew is very communicative and the apartment is gorgeous
Cleanliness:
clean and well furnished
it is spotless cozy and inspiring (what a book collection ) we had a breeze parking
the home is clean & comfortable and the location is excellent
awesome spot location cleanliness everything
beautiful clean comfortable great directions and signage and the location can't be beat
Host:
andrew is super responsive when asked questions
andrew was a great host - available and communicated to check in on us but not intrusive
Location:
located on a beautiful street
the location was absolutely perfect
location is great and safe
great location with excellent neighbors and proximity to great food and entertainment
excellent stay perfect location and experience
Read more reviews

3. Cozy rental with easy access to public transportation (from USD 69)

Located in a vibrant neighborhood with excellent public transportation links, this cozy and welcoming abode is the perfect launching pad for exploring all that Chicago has to offer.

Whether you’re here for a romantic getaway or solo adventure, the well-appointed bedroom with a plush bed guarantees a restful night’s sleep. Cook up a storm in the well-equipped kitchen, or relax in the comfortable living room with state-of-the-art entertainment options. Smart devices ensure easy check-in and added safety, while the dedicated workspace and high-speed WiFi cater to the needs of remote workers. Plus, with free street parking, you can explore the city without worrying about your car.

Stayed at this property?
Chicago, Illinois, United States
176 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
salvador’s studio was a great place to stay as described cozy and convenient
it was nice being able to relax and watch tv after a long day of exploring the city
our stay was even better than expected with how comfortable and convenient checking in and out was
Cleanliness:
the place was very clean and comfy
the studio was very clean comfy and well heated
very clean place detailed instructions on how to enter
literally i was smelling like cleaning products everywhere i went
apartment itself was good and clean
Host:
he's a great host
but the best part was our host salvador
salvador was a very great host
really easy to communicate back and forth with the host who is very responsive
self check-in was really easy and he was extremely responsive to any questions i had during my stay
Location:
the location was really great
salvador has a lovely place centrally located in chicago
salvador’s place is amazing great location
great space and location
location is safe and lots of things to do in the area
Read more reviews

4. Charming retreat close to social amenities (from USD 108)

This charming studio apartment is near Blue Line L, which makes it easy to get to downtown or lively restaurants nearby.

The bedroom is a cozy sanctuary, with white walls and large windows that flood the space with natural light. The kitchen is sleek and modern, boasting a combination of metal and wood accents, where guests can whip up their own delicious meals using the cooking basics provided. Be updated with high-speed WiFi, and stay comfortable year-round with the split-type ductless air conditioner. Don’t worry about lugging your bags up the stairs as the building has a convenient elevator for easy access.

Stayed at this property?
Chicago, Illinois, United States
103 reviews   Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
very clean and cozy
super clean and nice place to stay
the loft was very clean and communication/check in was amazing
it was small and clean and served its purpose
great stay - clean and easy to access
Host:
host was very responsive & quick to correct issues
hosts are super responsive whenever you need help which is awesome
the loft was secure nicely furnished and the host was incredibly responsive
the place was clean and the concierge was very responsive via airbnb app messaging
Location:
great location next to the subway station
great location very easy to get to public transportation
excellent apartment and perfect location close to metro and busses
it was pretty central to the things i needed
easiest check-in process ever location is perfect if you're arriving from o'hare airport
Read more reviews

5. Stunning family home with a fire pit (from USD 497)

Step into this 1895 Victorian-style family home, where historic charm meets modern luxury. With multiple bedrooms and baths, this spacious home can accommodate over 16 guests. Brick walls, a cozy fireplace, and intricate vintage rugs add to the charm. Moreover, two fully-equipped kitchens, three living areas, and three dining areas provide modern comfort.

Relax in the beautiful backyard with a gazebo and seating for six, or enjoy family time with board games and a travel crib for little ones. Stay cool with central air conditioning and ceiling fans, or warm up by the fire pit on chilly evenings. Enjoy a delicious cookout with the outdoor barbecue grill and dining area, or gather around the fire pit for some s'mores under the stars.

Stayed at this property?
Chicago, Illinois, United States
70 reviews   Superhost Wifi Available
ENTIRE HOME 10 Beds 16 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
we made 15 pies in the incredibly well appointed kitchen for example
we each had tons of space in each room and this fit our family vacation needs perfectly
kitchen and back yard are nice
my personal favorite is the beds because they're so comfortable
Cleanliness:
the bathrooms were clean with enough clean towels
everything was clean
it was clean well equipped and thoughtful
lastly the property was clean and quite beautiful
the house was well stocked and very clean
Host:
zafar was an amazing host
zafar was also very responsive and a great host
zafar is an excellent host
zafar was a great host and very responsive
zafar was easy to communicate with and was a model host highly recommend booking with him
Location:
the house is beautiful in a very convenient location for public transport
in all it was a very comfortable stay and it's also very close to the downtown
awesome home and perfect location
perfect place for a large family without feeling crowded
it was a wonderful place to stay
Read more reviews

6. Cheerful rental with beautiful courtyard view (from USD 157)

This apartment comes with a master bedroom that overlooks a private courtyard and features a cozy queen bed and a private bathroom with a tub.

The living room, meanwhile, is equipped with a cozy couch and entertainment options including a 55-in (139-cm) HDTV with Roku and TCL Bluetooth sound system. The kitchen may be compact, but it has everything you need to cook a delicious meal including a refrigerator, microwave, and cooking basics.

The reliable WiFi is perfect for streaming videos and joining calls on multiple devices. A dedicated workspace is also available for those who need to stay productive during their stay.

Stayed at this property?
Chicago, Illinois, United States
75 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
we had a great stay everything was nice and cozy with quality amenities
it is a very comfortable space that has everything you would want in your stay
the place was so convenient we returned late both evenings and i felt very comfortable
Cleanliness:
everything was very clean
great with communication place was clean
super cleaned equipped and comfortable
comfortable clean and very livable
nathaniel's place was spotless welcoming quiet spacious and convenient
Host:
communicative host who seemed intent to make sure the stay goes well
the owners are responsive and very helpful
nathaniel and ginnie are awesome hosts
this by far was one of the best hosts i’ve ever come across
it was evident that the owner put a lot of thought and planning into making a comfortable space
Location:
the location is very ideal if you like the city but not the hustle and bustle
we easily caught the "l" to downtown and returned on the bus
the location is perfect as well very accessible to downtown
great place great location loved it
ukrainian village is worth exploring as there are some interesting shops and great restaurants
Read more reviews

7. Amazing single-family unit with a private patio (from USD 323)

The living room at this home boasts a vintage leather couch and a 65-in (165-cm) TV for your entertainment needs. If you’re traveling with young children, the family-friendly amenities such as a crib, high chair, and fireplace guards will surely provide peace of mind. Stay comfortable year-round with central air conditioning, a gas fireplace, a ceiling fan, and central heating. Enjoy high-speed WiFi throughout the home, along with a dedicated workspace in a common area.

After a long day of exploring the city, unwind on the private patio, taking in the picturesque surroundings.

Stayed at this property?
Chicago, Illinois, United States
75 reviews   Superhost Wifi Available
ENTIRE HOME 9 Beds 16 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
alot of extras to make your more comfortable
Cleanliness:
the house is very spacious clean and comfortable
neat n clean house we enjoyed a lot
there are lot of beds for guests and clean bathrooms
clean spacious beautiful and close to public transit great place to stay
great stay easy to contact host and clean place
Host:
she is a very great host
tian is a great host
tian was a great host
overall the stay was good and the host was very responsive
she was always so responsive and helpful check in and check out instructions were easy to follow
Location:
i really recommend this place to stay if you want to stay close to chicago downtown
Read more reviews

8. Fully furnished apartment close to downtown (from USD 90)

This cozy apartment is conveniently located just two blocks from Pink Line train station, providing easy access to downtown Chicago. This rental even comes with a comfortable couch that can be used as a sleeping area.

While there are plenty of restaurants in the area, this home’s fully equipped kitchen allows you to prepare your own meals with ease. The beautifully appointed living room is the perfect place to relax and unwind, with a smart TV, fast WiFi, a DVD player, and a record player. There are plenty of comfortable seating options for you and your family, too. You can step outside and unwind on the shared balcony or in the fully fenced backyard.

With the option for long-term stays, this apartment is perfect for those looking for a home away from home.

Stayed at this property?
Chicago, Illinois, United States
240 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 8 Guests 2 Bedrooms 1 Bathroom

Accommodates: 8

Top guest reviews
Amenities & Room:
lots of space and great kitchen
the beds were comfortable and plenty of room to spread out
Cleanliness:
super clean apartment and wonderful communication
it was clean and quiet
the airbnb was clean and had a charm to it
the apartment is very clean and well appointed
place was exactly as advertised clean comfy and just what was needed…
Host:
jady and’s were a lovely host
this is a great place and the host provides everything that you need
super helpful with any questions (not many as descriptions and instructions were super detailed and clear)
Location:
great place located super close to bus and train stations
beautiful place in little village really close to the train station
its location shouldn't scare you as it's located in a beautiful community
good price and pretty good location
great location close to train but not too noisy
Read more reviews

9. Newly remodeled home with free parking (from USD 200)

As you step into this charming rental, you’ll be greeted by the abundance of natural light streaming in through the large windows. The living room features plush couches that provide the perfect spot to relax after a long day, with a television to keep you entertained.

For your comfort, the rental offers central air conditioning and heating to keep the temperature just right, regardless of the season. Stay connected with fast WiFi, perfect for streaming HD videos or staying productive with a dedicated workspace.

The kitchen is fully equipped with a refrigerator and microwave, and comes with ample counter space, so you can prepare your own meals during your stay. With free parking on the premises and on the street, you won’t have to worry about finding a spot for your car.

Stayed at this property?
Chicago, Illinois, United States
145 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the beds and sofa were definitely comfortable and new
2 bedrooms with closet bed was comfortable
the apartment was very open with high ceilings and comfortable furniture
beds are really supportive
the apt is very nice very spacious
Cleanliness:
the house is clean and brittney is amazing with communication
and it was very clean
the unit is clean and big
it’s super clean and spacious
the place is sparkling clean and plenty of space
Host:
great host very understanding and friendly
great host great home great experience
brittney was an amazing host
brittney is an excellent host who is very reachable and great at hospitality
the most thoughtful and caring hosts
Location:
the place was really cute
very close to chicago's best attractions
easy access to main highways and parking was always available on the street
the area is safe and close to chicago south side and downtown
parking : free parking on the street you can see your car from the house
Read more reviews

10. Pet-friendly vacation retreat

This lovely home is a perfect spot for a small family or a group of friends looking to stay in comfort and style. This abode features a cozy living area with comfortable couches, large windows that let in plenty of natural light, and a flat-screen TV for your entertainment needs.

The kitchen is a real highlight, with its cherry wood cabinets, marble countertops, and cooking basics that make meal preparation a breeze. You’ll also enjoy access to fast WiFi and a dedicated workspace, as well as a dining table that seats six.

The bedroom is a peaceful oasis, with a comfortable queen bed perfect for relaxing after a long day. Best of all, this home is pet friendly, so you can bring your furry friend along for the ride.

Stayed at this property?
Chicago, Illinois, United States
44 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
very clean lots of outlets/usb ports quality linens and beds
other than that small hiccup scott's communication was great and we were very comfortable and enjoyed our stay
the kitchen is so well equipped for lots of cooking
comfortable space and i would stay again
Cleanliness:
very nice clean and comfortable house
there were plenty of towels crisp clean sheets and kitchen supplies
clean and spacious - great comfortable mattresses
scott's place is well-appointed well-stocked clean and convenient
everything was clean and looked just like the photos
Host:
the host was very responsive
very great host and very comfortable place to hang out
scott is a great host
super great house great host with fast reply times
scott was a great host
Location:
great to be so close to humboldt park
great place to stay in a perfect location
scott’s place is in perfect location and extremely comfortable
a great value and cute comfortable place to stay in humboldt park
scott’s place was great and in a good location
Read more reviews

Explore Douglas Park

Whether you have a passion for food or a fascination with culture, Douglas Park and its surrounding areas offer many options for a thoroughly enjoyable vacation. For a memorable stay, check out the best Airbnb near Douglas Park, Chicago, mentioned above.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Tyne is a copywriter based in the Netherlands. She spends her leisure time writing for her personal blog, exploring nature trails, and visiting museums. Although she hasn't traveled to many...Read more

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