10 Best Airbnb Vacation Rentals Near Pilsen, Chicago - Updated 2023

| 5 min read

Chicago’s Pilsen Historic District is a vibrant multicultural residential neighbourhood steeped in art and culture. From striking murals that adorn the area to the various museums and galleries there, Pilsen has an artistic vibe that makes it special. Its rich immigrant history - Eastern European followed by Mexican - has resulted in an infusion of these cultures into the area by way of art institutions like Thalia Hall and Mexican Museum of Art, and a range of top-notch cafes, bars and restaurants. And what’s more, this hip neighbourhood is just 15 minutes away by train from downtown Chicago! No surprise that Forbes recently named it as one of the coolest neighbourhoods of the city. So staying is definitely a good idea, and to help you find the perfect place, here’s our list of 10 great Airbnb options in Pilsen.

1. Trendy artist designed luxe apartment (from USD 105)

Consider this really plush apartment designed aesthetically by artists for a luxurious stay in the heart of Pilsen. Guests can access the entire apartment, comprising two bedrooms with queen beds, a living room, a full kitchen as well as a dining room. Furnished with a distinctive style but with thoughtful attention, the apartment promises a comfy and pleasant stay. Free inside parking is included while outside parking on street is as per availability. The apartment is very close to all the landmarks of the area including West Loop, Hyde Park and Logan Square.

Stayed at this property?
Chicago, Illinois, United States
1.96 km (1.3 mi) from Ping Tom Memorial Park
404 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
comfortable beds and great light in the living room
wonderful apartment loved the artful decor and collections of objects
also the beds were super comfy i truly slept wonderfully
their recommendations for places to eat and drink were spot on and the beds were incredibly comfortable
the space was comfortable and eclectic with lots of nearby shops and restaurants
very clean nice and hip
apartment was very clean and creatively decorated
such a nice place very clean and comfortable
this place was very clean
very clean super comfortable beds quiet & peaceful excellent neighborhood
the host is super responsive
the hosts are accommodating and helpful
hosts are responsive with any questions and had wonderful suggestions to offer
excellent communications with host
the hosts are very responsive and professional
excellent location plenty of restaurants and close to public transportation
beautiful spot in walking distance of great restaurants
well furnished very comfortable excellent location
a lovely apartment in a great location
great place to stay and super close to downtown
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2. Bright and roomy loft with sophisticated interiors (from USD 128)

With contemporary décor and comfortable furnishings, this well-lit loft is a chic space to relax in. You will have access to the full apartment which comes with two bedrooms, one full bathroom, full kitchen as well as a study. As each bedroom is furnished with one queen bed each, the loft can house four guests with ease. The apartment has a great location–downtown is a short Uber ride away. Public transit, as well as bars/restaurants, are close by. The cost includes a parking spot so that you don’t have to worry about it.

Stayed at this property?
Chicago, Illinois, United States
1.96 km (1.3 mi) from Ping Tom Memorial Park
275 reviews   Superhost Wifi Available
Entire loft 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
amenities are good just needed kitchen knives
this light-filled colorful apartment is just remarkable
the beds were very comfortable
a beautiful apartment in a fantastic area of chicago
awesome place comfortable and well designed and decorated would definitely recommend
incredibly clean and comfortable
the place was clean and chic
love staying here very clean & cozy
the space was very inviting and super clean
this apartment is super stylish and also super clean and comfortable
daniel and tes are great hosts
daniel and tes are great hosts
daniel was super responsive and helpful
daniel was a great host and communicated well sending loads of great recommendations
the hosts were great and super responsive
it's walking distance from a few cool bars
a wonderful space and location
loved this apartment and the location
lovely place in a great location
this is a really cute listing the place is decorated beautiful and very quiet
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3. Newly renovated modern flat with top amenities

Located in East Pilsen, this stylishly furnished modern apartment recently revamped offers a welcoming space. There are three bedrooms available, and between them, you have access to a queen bed, a full-size bed and a bunk bed. A fully stocked kitchen is at your disposal as is a living room that comes with a TV connected with Netflix, Amazon Prime Video, and Pandora. You also have access to a private back patio (shared) fitted out with hammocks where you can hang out when you want to simply chill for a bit.

Stayed at this property?
Chicago, Illinois, United States
2.15 km (1.4 mi) from Ping Tom Memorial Park
256 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
first things first this apartment actually looks better in reality than it does in the photos
rooms are a good size living room is nice fridge freezer is huge
and the beds were very comfortable
very nice unit with plenty of room and pleasantly appointed
the flat itself was clean and excellent inside
the appartment was very clean and very spacious
clean sheets towels very tidy apartment everything worked perfect
things were clean we all had towels and the shower was nice and hot
clean and very clear communications
the hosts provided great recommendations
the hosts were very responsive
the home itself was very spacious and the hosts had great tips
peter and krista were great hosts
super friendly and helpful hosts
close to public transit and located in an interesting latin neighbourhood
wonderful neighborhood with amazing restaurants so close
good location to explore pilsen neighborhood
this place was very cute
great pilsen location that’s walking distance to duseks and hai sous
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4. Huge three-bedroom apartment at affordable rates

This large apartment is a truly spacious option. It offers three bedrooms – one with a double bed and two with queen beds, while the living room contains two futons that get converted into full-sized beds making the house convenient for large groups. The kitchen comes fully equipped in case you wish to cook, and coffee is offered complimentary. The neighbourhood offers several convenient facilities including a large park and several grocery stores.

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Chicago, Illinois, United States
1.79 km (1.2 mi) from Ping Tom Memorial Park
207 reviews  
Entire apartment 5 Beds 3 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
marisol responds quickly and the wifi was excellent
lots of space and super comfy beds
nice location nice bedrooms low price and they have fans as well as air conditioner
two families stayed comfortably at this apartment 3 adults and 3 kids
the space was very clean
the place was clean and had everything we needed
the place was clean
marisol’s place is super clean and spacious
her place was clean and we felt safe enough
our host was pretty great
she was a great host that was very helpful
excellent host who was quick with responses and helpful throughout our stay
marisol was a great host with quick responses to the questions/concerns we had
host was super responsive and accommodating
great location close to downtown
great location for a great neighborhood
great value close to mccormick place close to good restaurants and bars in pilsen and university/little italy
the location was perfect for us
marisol's place is in a wonderful location in chicago
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5. Cozy and snug one-bedroom with amazing location

This cosy one-bedroom is a fantastic choice for one-two guests. Furnished with a shabby-chain vibe, the apartment is located bang in the middle of Pilsen’s important landmarks. The bedroom has one queen bed while common areas come with one sofa bed and one couch, so up to four guests can be accommodated easily in the apartment. Restaurants, bars, trains and attractions are within walking distance, making this a really convenient stay option. For pizza fans, the famed deep-dish pizza place Giordianos is right across the street.

Stayed at this property?
Chicago, Illinois, United States
2.32 km (1.5 mi) from Ping Tom Memorial Park
128 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the wifi is very good (over 100 mbps) and there's a tv in the bedroom with cable
there is also a very nice space heater in the bedroom
really helps having good wifi when trying to make plans too
enjoyed the plush rug in the living room with the reclining sofa
it’s a small cozy studio space that i used mainly to lay my head safely at night
everything was clean inviting and it had everything you could possibly need
loved the pilsen neighborhood the place was clean quiet and comfortable
but other than that it was clean and did the job
his apartment was clean comfortable and stylishly decorated
place was clean well decorated stocked with house ware and had a fantastic location
the host was helpful and available
great host flexible with checkin/checkout
fantastic host super friendly and very quick responses to our questions
the host was really responsive and hospitable
he's a great host
excellent location to explore pilsen
good location for business trip to mccormick
would definitely stay in this location again
cute place within walking distance to some delicious restaurants and cool shops
we've come to this apartment several times the location is perfect for our needs
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6. Cheery, fully furnished budget apartment

Another affordable option on the list, this two-bedroom apartment is centrally located in Pilsen offering easy access to downtown, parks and stadiums. The bedrooms come with two queen beds, but with air beds available on request that can be laid out in the available huge living room, the house can accommodate up to ten guests. The kitchen is fully set up and the host offers complimentary bottled water, soda, wine and fresh fruits. You will also get free street parking.

Stayed at this property?
Chicago, Illinois, United States
1.55 km (1.0 mi) from Ping Tom Memorial Park
513 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 12 Guests 2 Bedrooms 1 Bathroom

Accommodates: 12

Top guest reviews
Amenities & Room:
the stove didn’t work and the sink gets clogged in the bathroom really easily
beds were very comfortable
but beds were comfy & water pressure was amazing
the apartment was well furnished and comfortable
very clean and comfy place
very clean and has the basics you need
host was create at communication and the place was clean and quiet
well kept and clean
everything was really clean as well so another plus
the owner is very responsive
leon was responsive and provided clear directions to the apartment
also host is great with communication
i got what i wanted and leon was a wonderful host
accomodating kind efficient helpful honest
the location was great
nice place conveniently located near downtown
great location super close to everything in a blossoming neighborhood
location was very good with restaurants nearby
location location location pilsen is an artsy neighborhood with cute shops and fantastic restaurants
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7. Inviting apartment for mid-sized groups

This spacious and neatly furnished 2-bedroom apartment can easily accommodate 10-12 people. Each bedroom has a double bed and there’s an additional room that can also be used as a bedroom. A large living room comes with a sofa and a TV (with Netflix!). A back yard gazebo gives a charming space to relax and enjoy Chicago’s skyline. The apartment is very close to the downtown/loop, so bars, restaurants and transportation (buses/trains) are within easy reach.

Stayed at this property?
Chicago, Illinois, United States
1.59 km (1.0 mi) from Ping Tom Memorial Park
514 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 10 Guests 2 Bedrooms 1 Bathroom

Accommodates: 10

Top guest reviews
Amenities & Room:
wi-fi is pretty slow and spotty
if the wifi/parking were remedied i’d definitely stay again
apartment was clean and the air conditioner made it nice
everything needs a good scrubbing including the floors and the bathroom
sounds like they're in the room with you and they aren't quiet people
the place was clean and quiet
the bathroom felt clean
super great place very clean
everything was clean the space is small but for two people it was just fine
very pleased with the cleanliness
host was very responsive
host was friendly and responded fairly quick to any questions i had
fruit and drinks were thoughtful touches provided by the host
leon was a great host; very communicative and accommodating of my travel schedule
a great place to stay & quick responses from the host
the location of the apartment was amazing in a great location 15 mins from downtown chicago
nice place in a fun location
nice apartment in a great location
walking distance to the best carnitas corner store liquor store etc
great space and great location
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8. No-fuss large three-bedroom flat with all amenities

If you are a large group looking for a roomy place to stay, then this apartment should fit your needs. Two of the bedrooms come with a queen bed while the third has a double bed. Up to three air mattresses can be provided for additional guests. A full kitchen is available if you want to cook, with bottled water, fresh fruits as well as soda and wine provided complimentary of the host. Located very close to downtown, you will find bars and restaurants within walking distance. Access is also provided to a shared back porch giving you an open-air space to unwind. Parking is available free on the street.

Stayed at this property?
Chicago, Illinois, United States
1.61 km (1.1 mi) from Ping Tom Memorial Park
202 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 13 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 13

Top guest reviews
Amenities & Room:
fan in one bedroom did not work
sleeping 13 would definitely be a stretch but overall a clean apartment in a beautiful neighborhood
very nice place with tons of room
fantastic spot very clean and spacious
only the beds were clean
clean and overall a great experience
the place was clean and was perfect to sleep for a night
apartment was clean and comfortable with no issues
the host is very responsive
host were very helpful and understanding
leon was a great host everyone in my party enjoyed our stay
leon was a great host and i enjoyed his place
leon was very responsive with any questions i had
great location close to everything
cute place and great location
great location and super close to downtown
located in a nice city neighborhood quiet
easy access to douglas park on the train or bus
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9. Compact full apartment with complimentary breakfast

Get an entire floor to yourselves in this Airbnb option. Located on the 1st floor, this apartment will give you access to two bedrooms, a living room, and a full kitchen. Warmly furnished with all facilities, this apartment is a great option for families. One of the bedrooms comes with a queen bed while the other a bunk bed. Additional guests can make use of the sofa bed provided in the living room. Its location near downtown puts it close to all attractions and also to public transit like buses and trains. Complimentary breakfast is included in the price.

Stayed at this property?
Chicago, Illinois, United States
2.02 km (1.3 mi) from Ping Tom Memorial Park
158 reviews  
Entire apartment 4 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the cable and wifi set-up was perfect for our needs
the sofa bed was fairly comfortable as well
providing a smart tv would be helpful
the shower definitely has hot water actually sometimes too hot as it seemed sensitive to any adjustments
spacious rooms comfortable sofa bed and big dining table for eating
it was clean and well stocked
it was clean and functional
very clean and quite about a 10 min
peter’s place is clean and spacious
the place was super clean and nice looking
peter is a great host
great place nice host
the host responds quickly and efficiently
peter is a great host by all means
great hosts very responsive and quick response i’d highly recommend
nice location and easy going
good location in mexican town
the location and transportation was very good
solid location at a good price
great location and easy check in
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10. Well-appointed top floor apartment

With two bedrooms and five beds, this top floor apartment is ideal for small groups and families. The bedrooms come with two-tier bunk beds each, while the living room offers a sofa bed. A fully equipped kitchen is available, though the host offers complimentary basic breakfast items. Downtown Chicago is easily accessible, as are transportation options. Free parking is provided as part of the package.

Stayed at this property?
Chicago, Illinois, United States
2.09 km (1.3 mi) from Ping Tom Memorial Park
244 reviews  
Entire apartment 5 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
plus beverages in the fridge and good ac and wifi) and easy coming and going
the furniture in comfortable and there are lots of kitchen appliances to utilize
check-in and the parking space were great loads of supplies and amenities in the kitchen
all the amenities conveniences and beds we needed for a comfortable stay on a tight budget
the apartment offers nice touches (butter coffee cereal etc
everything clean and fresh
great communication and very clean house
the space is clean and comfortable
the place is very clean and nice
safe area and very clean apartment
peter was quickly responsive to even the smallest request
peter was also a great host and a great communicator
peter was a fantastic host
peter was very responsive and quick to help when we had questions
peter was a great host and super responsive to messages
super close to thalia hall and an hour walk to downtown
the neighborhood is very cute and within walking distance to many great restaurants
great place in a hip location
great location easy checkin and quick/clear communication
the location of the airbnb is super strategic
Read more reviews

Pilsen offers a different experience

The locational advantage of Pilsen is reason alone to make it a top option for your stay in Chicago. But on its own merit, there is much to appreciate here. So if you have the time, check out the walking tours of the neighbourhood so you can soak in its electric atmosphere like a local.

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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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Writing and travelling both bring joy to Sowmya's life. Her favourite destination so far is Bhutan - a land of incredible beauty! And her favourite style of travelling is solo backpacking!...Read more

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