Top 19 Airbnb Vacation Rentals Near Chicago's Wicker Park - Updated 2024

Roohi
Roohi 
Updated
| 6 min read

Lying just outside downtown Chicago, Wicker Park is a residential enclave renowned for its nightlife and top-notch dining experience in some of its restaurants. Live music and art galleries can easily be found in the neighborhood. You will also discover an unbelievable blend of vintage shops amidst independently-owned boutiques that tout fashion apparels for both men and women, as well as luxury home goods and beauty products. Aside from these wonderful amenities that Wicker Park has to offer, the place is also extremely picturesque as it is centered on the six corners of Milwaukee, North and Damen Avenues. Do not miss out on the breathtaking views of the neighborhood as you tread along the gorgeous roads here. Listed below are some of the best Airbnb vacation rentals in Wicker Park that will provide you with a fun-filled and pleasant experience, so check it out now!

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 February 01, 2024.

1. Comfortable Airbnb near the Blue Line (from USD 132)

Situated in Bucktown and only a few blocks away from the Blue Line, this comfortable Airbnb comes replete with all the modern comforts of home. You can have a full night’s rest on the queen bed. A walk-in wardrobe helps with storage.

Guests can enjoy their time indoors on the cozy sofa and watch a Netflix movie on the high-definition TV or pick up a good read from the bookshelf. You can listen to music on the record player. Air-conditioned spaces are also equipped with sufficient heaters that ensure a comfy stay all year round. There is a nearby launderette if you have to do laundry. Cars can be parked across the street without a parking fee. Free Wi-Fi keeps you connected with loved ones back home.

Stayed at this property?
Chicago, Illinois, United States
877 meters (0.6 ft) from Bloomingdale Trail Park
99 reviews   Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
very comfortable stay and would return again
the shower was hot and relaxing and the bed was comfortable and warm
Cleanliness:
this space is amazing-fantastic location clean quiet well appointed and everything advertised
great location but the place needed a deep clean maintenance and touch ups
the place itself was clean and had all the things needed for a comfy stay
clean modern and warm for those cold chicago nights
we loved our stay the place was so clean and in an awesome location
Host:
alex and danny were great hosts and very responsive
the hosts communicated very promptly and went out of there way to make sure we felt comfortable
alex and danny were great hosts would definitely stay here again
the hosts kindly let us check in early for a wedding
you are where i go llc was extremely responsive and helpful with directions and food options as well
Location:
cute spot in an excellent location
cute apartment in a great location short walk to get to the blue line
great location for visiting chicago
the location is super convenient for all kinds of restaurants grocery stores and transportation to the downtown loop
very nice place cute and great location
Read more reviews

2. Artistic Airbnb in a quiet neighborhood (from USD 77)

An Uber ride away from downtown Chicago, this artistic Airbnb features a cozy double bed that guarantees sound sleep after a tiring day of exploration. Guests can freshen up in the private bathroom before stepping out to sightsee.

The cushy sofa is a great place to lounge and unwind with a drink. You can also relax on the leather armchair and watch television. A coffee maker in the kitchen satiates your caffeine cravings. Delicious meals can be enjoyed on the patio while soaking up the sun and chatting with a loved one. Free car parking facilities are available on the property driveway.

Stayed at this property?
Chicago, Illinois, United States
1.47 km (1.0 mi) from Bloomingdale Trail Park
128 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
also the pool out couch is huge whether you use it or just use the couch
a/c kept it cool on very hot nights
it’s a gem nice decorated space updated bathroom a/c unit kept it nice and cool
ian’s apartment was absolutely perfect
Cleanliness:
clean and cozy apartment
very beautiful and clean
very clean and it was nice to have off street parking
extremely clean and practical- great spot to stay in the city :)
it’s not super fancy but was totally nice and clean
Host:
ian was an awesome host
they were responsive and easy to communicate with
great property in a cool area connected to cta with a great host highly recommend
ian was wonderful and helpful
he was extremely responsive and answered all of our questions thoroughly
Location:
great location - restaurants nearby and easy access to public transport downtown
great location close to subway and everything
easy walk to restaurants and public transportation
great little spot near wicker park
walk to everything and very safe
Read more reviews

3. Stylish vacation apartment with a library (from USD 130)

Located in the charming neighborhood of Wicker Park, this stylish apartment enjoys an unbeatable location. It is a stone’s throw away from Chicago Avenue and Division Street and a short drive away from O’Hare International Airport.

A well-stocked library in the bedroom catches your eye especially if you are a bibliophile. You can rest your tired traveler’s feet on the comfy double bed and enjoy a good read before drifting off to a peaceful slumber. Decompress in the chic bathtub with herbal tea.

The exquisite living room features a plush sofa and you can lounge the evening away on it while knocking back a drink or two. A full-length antique gold floor mirror is over 150 years old and adds to the classic charm. The functional kitchen makes the experience of cooking enjoyable should you decide to wear a chef’s hat. Reverse osmosis filtered water is supplied in the kitchen.

Stayed at this property?
Chicago, Illinois, United States
1.43 km (0.9 mi) from Bloomingdale Trail Park
187 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

4. Classic holiday apartment with free Wi-Fi (from USD 99)

This Airbnb is nestled in the quiet alleys of a tranquil neighborhood and overlooks a beautiful tree-lined street. Exquisitely designed with hardwood floors and vintage furniture, it is best suited for couples and solo travelers. A comfy queen bed ensures a good night’s rest. Guests can avail of a washer and dryer parked in the unit for laundry.

Free Wi-Fi can be used for both work and leisure. You can curl up in front of the fireplace and retreat to a good read. Start your day with freshly brewed coffee in the coffee maker. Guests can park their cars on the property premises without a surcharge.

Stayed at this property?
Chicago, Illinois, United States
1.82 km (1.2 mi) from Bloomingdale Trail Park
179 reviews   Wifi Available
ENTIRE CONDO 1 Bed 3 Guests 1 Bedroom 1 Bathrooms

Accommodates: 3

Top guest reviews
Amenities & Room:
it was quite comfortable and had all the amenities i needed for an extended stay
we found the apt in superb condition and well stocked with the basics coffee among them
very nice apartment just as described in the listing
the kitchen is well equipped if you want to cater for yourself
the apt was neat and tidy and had everything we needed
Cleanliness:
the place was clean and very comfortable
place was clean the area was fantastic
the flat itself was clean comfortable and private
jason’s place was roomy clean nicely decorated and very comfortable
he left many drinks in the fridge and lots of clean towels in the bathroom for us
Host:
jason was a great host
jason was a great host
jason was a perfect host
jason was very responsive to any questions we had and provided very clear directions
the host was quickly responsive to inquiries
Location:
located on a gorgeous quiet street
the location was great as well
the location was great as well
super cute spot with an awesome bathroom and great location
loved the place and location
Read more reviews

5. Exquisite holiday home with an equipped kitchen (from USD 96)

Located in one of the most charming neighborhoods of the city, Logan Square, this holiday Airbnb enjoys a superb location.

New mothers can make use of a travel cot parked in the rental. Business guests can stay on top of work assignments and meet deadlines with fast Wi-Fi. Among the other amenities, the apartment features an equipped kitchen where guests can fix some meals.

The apartment is near the bustling Milwaukee Avenue which is home to many of the great restaurants in the city. If you are craving a quick bite, you can head to the nearby Lula Cafe for the best brunch or visit Parson’s Chicken & Fish for the mouthwatering fried chicken.

Stayed at this property?
Chicago, Illinois, United States
2.34 km (1.5 mi) from Bloomingdale Trail Park
145 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
the beds are super comfortable well stocked kitchen washer and dryer onsite
we had a great and comfortable stay at matthews place
the open kitchen was super snazzy with all the equipment needed to really get your cook on
attractive comfortable place for this week-long stay
Cleanliness:
clean and modern throughout
fantastic place to stay unit was clean and just as described
the place and everything in it was clean and modern
clean and detail to essential items for an extended stay
matthew‘a place is amazing location is great place was clean and check-in was very easy
Host:
matthew was super responsive and a great host
the host was very helpful quick to reply and flexible with us
thoroughly enjoyed my stay and the hosts were easy to reach out to and responded quickly
he is a super host
the host communication is great and quick
Location:
great location in logan square
very nice unit location had everything in walking distance
amazing location with easy access to the blue line
great location and a stylish design
a great place located close to everything you need
Read more reviews

6. Cozy vacation rental in the heart of the city (from USD 114)

Found in the neighborhood of East Village, this holiday Airbnb was constructed in the 19th century and used to be the home of factory workers. It is less than a mile away from the Blue Line which will take you to O’Hare International Airport and boasts a supreme location.

Stylishly designed rooms come equipped with fast Wi-Fi that can be used for both work and entertainment. Guests can make themselves a nice sandwich and coffee in the functional kitchen. The vibrant aura of this property is unmistakable and can be best experienced in the garden. Guests can enjoy their time in the sun grilling barbeques or cozying up under the starry skies in the warmth of the backyard campfire. Ample parking space is available across the street for free.

Stayed at this property?
Chicago, Illinois, United States
1.5 km (1.0 mi) from Bloomingdale Trail Park
116 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the wi-fi connection was good and strong from what i could tell
wifi was good too and easy to work remote when i needed it
don't hesitate to book this charming apartment in this magical place *****
has all the comforts one might need and the bed and shower are truly outstanding
hannah’s apartment was a gem in a great area of chicago
Cleanliness:
it’s very clean and comfortable
the apartment was super clean and cozy
the place was clean and super cozy
place was clean cozy and modern-feeling
the place was very clean and accommodating
Host:
she’s a great host
hannah was a fantastic host
hannah was a great host and such a lovely flat
she is a wonderful host and the reason why i enjoy staying in airbnbs vs hotels
the host was very graciously left out some little snacks and drinks for us weary travelers
Location:
great location and super cute and functional
and the location is really perfect
the location is amazing- walking distance so many great restaurants shops and metro
perfect location neighborhood is very nice and there are many spots for food/drinks in a walkable distance
super convenient location great set up
Read more reviews

7. Beautiful vacation Airbnb with a fireplace (from USD 179)

Nestled on one of the tree-lined streets of Wicker Park, this condo on the top floor offers contemporary luxury. Furnished with an artistic flair, the rooms are bathed in natural light and carry a warm vibe.

Guests can enjoy watching television should they decide to stay in and lounge the day away. New mothers who have their hands full with a baby and need some me-time can hire a babysitter. You can savor moments of togetherness while walking down memory lane with a loved one in front of the fireplace on a drizzly evening.

When you step out to satiate your taste buds, you will find Stan’s Donuts & Coffee and Jeni’s Ice Creams at the turn of the lane.

Stayed at this property?
Chicago, Illinois, United States
1.57 km (1.0 mi) from Bloomingdale Trail Park
243 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
beds and couch were very comfortable
the unit is large and comfortable with a great balcony and an awesome rooftop patio
great location killer rooftop views very comfortable
we enjoyed every room of the unit especially the rooftop and the view over the city
beds were comfortable and a ton of space for a family of 3
Cleanliness:
very clean and lots of space
the place very clean and very nice
the condo was very clean spacious and comfortable
clean and great location
this airbnb is a very comfortable clean and large space
Host:
ross was a great host
ross was extremely quick and helpful when we had questions
ross is a very responsive host and answered questions and concerns very quickly
ross was also very accommodating and easy to reach
ross was incredibly helpful for all of our questions and responded very quickly
Location:
location is in a neighborhood with great restaurants and close to public transportation
great location close to everything you visit chicago for
great neighborhood walking distance to everything you would need
we really enjoyed the shopping and restaurants within walking distance of the condo
close to a ton of fun restaurants and bars
Read more reviews

8. Functional holiday loft with a HDTV (from USD 55)

A stone’s throw away from Randolph Street and West Loop, this studio apartment offers a smooth stay from booking to check-out.

Guests who want to spend their time indoors can keep themselves entertained by watching episodes of a web show on HDTV. Clean and inviting rooms are a huge plus. Guests will also have access to a well-equipped kitchen should they want to rustle up comfort food.

Speaking about food, with so many happening restaurants, pubs, bars, and cafes lined up within walking distance from the property, you will be spoiled for choice. Don’t miss visiting the nearby Starbucks for your daily caffeine fix and Big Shoulders Coffee for their signature marshmallow lattes.

Stayed at this property?
Chicago, Illinois, United States
2.38 km (1.5 mi) from Bloomingdale Trail Park
101 reviews   Wifi Available
ENTIRE CONDO 2 Beds 3 Guests 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
place was tidy and comfortable for one person
Cleanliness:
very clean and comfortable as well
the cleanliness was top notch as well
it was clean safe and an overall nice environment
the room is exactly as pictured very clean
this is a great place lots of food around its in a good area and very clean
Host:
host is very responsive
host was friendly and communicative
the host was super easy to work with
management very responsive and helpful to all your needs
appreciated the host’s recommendations for food and coffee
Location:
great location close to the l
the location was perfect for transportation and food - within walking distance
great location convenient to everything you need
the location is good (literally three steps away from the blue line)
great spot and awesome that it’s close to a train station and pretty central location to the loop
Read more reviews

9. Pretty studio for two in a historic neighborhood

This Airbnb enjoys an excellent location in the historic Ukrainian Village neighborhood and is surrounded by quaint houses that take you back in time. Many famous spots, such as churches, cathedrals, museums, bars, and clubs, are only minutes away.

You will find this cozy studio on the first floor of a house. Guests can unwind and watch movies on high-definition TV. The studio is an excellent place for creative minds seeking inspiration. You can use the internet connection and unleash your creative genius on a writing table in a private space. The equipped kitchen can refuel your energy and prepare hearty meals. If you are not up for cooking, visit the nearby Red Square Spa or Pub Royale for a quick bite or a full lunch.

Stayed at this property?
Chicago, Illinois, United States
1.63 km (1.1 mi) from Bloomingdale Trail Park
512 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the place has a/c which was useful as it was way over 90 degrees when we were there
wifi was great has the cutest little room and the kitchen was a plus
the bed is pretty high off the ground and mattress is really firm
it was pretty chilly (stayed in january) but heater worked well
you might need more blankets for the bed if you get cold easily
Cleanliness:
everything was clean and well kept
very neat and clean
clean quiet and good amenities
super adorable and clean space with walking access to a litany of gems both well-known and hidden
the location was perfect and everything was clean and comfortable
Host:
sarah was a super accommodating and kind host
host was responsive and helpful
sarah was very helpful and communicative
sarah is very responsive and checking in and out went smoothly
sarah was a great and responsive host as well
Location:
super cute and great location
it’s close to cool streets with nice restaurants and stores and also close to public transportation downtown
affordable spot in a great location
this airbnb was super cute it was a great location a beautiful neighborhood
close to tons of great shops and restaurants and public transportation
Read more reviews

10. A large and spacious loft with incredible amenities (from USD 55)

This spacious grand apartment can easily accommodate five people. Explore the best parts of the city on foot as everything is in close proximity. Buck Town, Wicker Park, and restaurants such as Big Star, Hash, The Violet Hour, Stan’s Donuts, Bongo Room, and The Wormhole Coffee are all nearby. North Avenue, Damen, and Milwaukee bus lines are within walking distance if you wish to explore the neighborhood by bus. Some of the amenities offered here include Wi-Fi, a laptop-friendly workspace, a kitchen, an iron, a hairdryer, a dryer, a washer, heating, air-conditioning, and toiletries. Book this place if you wish to live in utmost comfort without burning a hole in your pocket.

Stayed at this property?
Chicago, Illinois, United States
1.57 km (1.0 mi) from Bloomingdale Trail Park
467 reviews   Superhost Wifi Available
Entire loft 2 Beds 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
lots of great amenities made it a comfortable stay
the bed is super comfortable and there is extra bedding in the closet
the bed was comfortable the bath towels were plush and fluffy the wifi was fast
the neighborhood felt safe and livable it reminded me of where my old apartment was in williamsburg
it’s a very cool loft space with plenty of room
Cleanliness:
place in clean and beautiful
loft was clean and organized
apartment was very clean with plenty of towels
it was very clean
clean and host is great
Host:
host was very responsive to all questions
host was communicative and pleasant
host is really accommodating and helpful
joyce was an excellent host and loved her quick responses
joyce was a great host and responded to questions that i had
Location:
the location was great and close to everything
the location was super close and convenient
nice place in central location
good location plenty near by to do
safe location and secure
Read more reviews

11. A huge loft in Wicker Park with excellent amenities

Situated in the heart of Chicago’s vibrant and bustling Wicker Park neighborhood, this beautiful penthouse loft is an ideal accommodation for two. The blue line of the Chicago Transit Authority, which is directly connected to O’Hare International Airport, is just half a block away from this place. The neighborhood is filled with music, art, nightlife, amazing food and shopping which would definitely leave you spoiled for choices. Apart from that, the comfortable loft features a well-equipped kitchen with a dryer and a washer, as well as a beautiful balcony which offers amazing views of the town. For those who are health-conscious and love to work out, there is a gym available for use. Some of the other amenities provided include Wi-Fi, a TV, an iron, a laptop friendly workspace, an indoor fireplace, a gym, heating, air-conditioning, and basic toiletries.

Stayed at this property?
Chicago, Illinois, United States
734 meters (0.5 ft) from Bloomingdale Trail Park
327 reviews  
Private room in loft 1 Bed 1 Bedroom 1 Bathrooms
Top guest reviews
Amenities & Room:
bathroom was wild nice view
frank (who was moving out) was very helpful and set us up with extra pillows and fan
loved staying here the space was huge room was comfy and bathroom was super cool
Cleanliness:
clean spot in great part of town
staying here was great was super comfortable and clean
it was clean ready when we arrived and getting in and out was easy as can be
the apartment is well appointed spacious and a great place to stay
Host:
david is an amazing host
david was an outstanding host
david was friendly and communicative
david is an awesome host and was quick to respond to my questions
dave was a generous host
Location:
the location was perfect: central to everything
very good location in terms of transportation is convenient
great place location is central to bars /restaurants close to transit
amazing location for restaurant and walking experiences
great place great location close to everything you need
Read more reviews

12. Apartment at the Wicker Park Historic District

Look forward to an extremely pleasurable stay at this comfortable space located in a quiet neighborhood. Get a dose of tranquility and bubbliness at the same time when you reside at this apartment. Though the neighborhood is peaceful, it is walking distance to most of the fascinating places of the city. Wicker Park, Bucktown - Blue Line (Damen), restaurants, shops and the 606 elevated park are all in the vicinity. The amenities offered here include Wi-Fi, kitchen facility, dryer and washer, ironing facility, TV, laptop friendly work space, heating and air-conditioning and hair dryer.

Stayed at this property?
Chicago, Illinois, United States
1.41 km (0.9 mi) from Bloomingdale Trail Park
192 reviews  
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
and the wifi is good
so glad we could use the washer/dryer to put the bed back in shape
the space was clean comfortable and had all the amenities we could ask for
michelle’s place was great there was so much more room than expected and having a full kitchen was nice
great stay michelle was super easy to communicate with and the apartment was awesome
Cleanliness:
very clean and cozy
clean and comfortable place
it was clean
the space is clean cozy and well appointed
the place was clean and very cozy
Host:
the host was super attentive in responding to any questions/needs
she was a very gracious host and made herself available to all my parents' questions and requests
thanks to the host
michelle was a great host
she was so helpful and considerate
Location:
great vacation location
pretty close to blue line
great place in an amazing location
beautiful location in wicker park easy walk to the train
nice private close to businesses
Read more reviews

13. A trendy and modern apartment with excellent facilities

This is a swanky two-bedroom apartment that is ideal for a gang of five. Located in proximity to the Blue Line, some of the popular restaurants in the vicinity include Big Star, Publican and Star Donuts. Well-known bars such as Debonair Social Club, Subterranean, and Violet Hour are just a few blocks away as well. Great boutiques, vintage shops, parks, Walgreens and The Bank of America are within walking distance from the apartment. Besides having a remarkable location to offer, this modern apartment is well equipped with all the basic amenities, including Wi-Fi, a TV, a dryer, a washer, a laptop-friendly workspace, a kitchen, an iron, a hairdryer, heating, air-conditioning, and toiletries. Breakfast will be provided as well.

Stayed at this property?
Chicago, Illinois, United States
943 meters (0.6 ft) from Bloomingdale Trail Park
196 reviews  
Entire apartment 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
apartment is stylish and amenities were thoughtful
air conditioning was excellent and essential (90 +) summer nights noise is no joke though
the apt is set up very well and has everything you need
our stay coincided with a heatwave but the a/c worked perfectly and we were very comfortable
the apartment was thoughtfully designed from the furniture arrangement down to the cute little statues
Cleanliness:
clean rooms and bathroom
super clean and comfy space
it was very clean and organized
everything was clean and neat
the apartment was sparkling clean and angelique was prompt in every communication
Host:
angelique is a great host
angelique is a gracious host who is super responsive and eager to help
angelique was so responsive to requests and questions
angelique is a responsive helpful host
response time was quick and angelique was so helpful with lots of tips and suggestions
Location:
awesome location in a happening neighborhood
the apartment was perfectly located by train and bus stops
great location in the center of wicker park
best location in the city imho
great place and great location
Read more reviews

14. A beautiful apartment with superb facilities

Located 5 minutes away from the center of Wicker Park, this swanky apartment is found amongst bookstores, restaurants, and coffee shops that can be easily accessed on foot. The blue line of the Chicago Transit Authority, which is directly connected to the O'Hare International Airport, is within walking distance from the apartment as well. Besides having a superb location to boast about, the apartment also has plenty of room for two. Not only does it feature a kitchen well-equipped with a dryer and a washer, it also has a BBQ grill and a lovely patio. Additionally, there is free parking available on the premises.

Stayed at this property?

1.23 km (0.8 mi) from Bloomingdale Trail Park
373 reviews  
Private room 1 Bed 2 Guests

15. A gorgeous loft in the heart of Wicker Park

Located in the heart of Wicker Park on Milwaukee Avenue, this stylish apartment is a mere stone’s throw away from the O'Hare station on the Division Blue line. Restaurants, galleries, boutiques, bars, coffee shops and clubs can be found in the vicinity of the apartment. Besides having an impressive location to offer, this modern and spacious loft is fully furnished with 12-feet high ceilings and all the basic amenities, including a dryer, a washer, a laptop-friendly workspace, a TV, an iron, a hairdryer, hangers, heating, and air-conditioning are provided for. A fire extinguisher, a smoke detector, and a first aid kit are also included as a safety precaution.

Stayed at this property?

784 meters (0.5 ft) from Bloomingdale Trail Park
244 reviews  
Entire loft 2 Beds 4 Guests

16. A spacious, affordable and clean condominium

Located at the intersection of two great neighborhoods, Wicker Park and Ukranian Village, this condominium is not only found within walking distance of great restaurants, shops, bars, cafes, comedy clubs and live music venues such as Double Door and Subterranean, it is also close to Wicker Park and Echo Park. The public transport is easily accessible from the place as well. Pet lovers will all the more be attracted to stay here as an adorable cat resides in the apartment! Apart from that, the apartment offers basic amenities such as an indoor fireplace, a laptop-friendly workspace, a well-equipped kitchen, an iron, a TV, heating, air-conditioning, and toiletries. Free parking is also available on the premises. Moreover, the property is wheelchair accessible. A first aid kit and a smoke detector are placed in the apartment for your safety. All in all, this is a luxurious and value-for-money accommodation!

Stayed at this property?

1.25 km (0.8 mi) from Bloomingdale Trail Park
143 reviews  
Private room 1 Bed 2 Guests

17. A gorgeous apartment near 6 Corners

Located in one of the most beautiful neighborhoods in Chicago, this budget-friendly apartment is found within walking distance of great restaurants and amazing bars that are open until 4 AM every day! A 24-hour Walgreens is right next to it as well, and it is very close to the new 606 Trail, which is a 3-mile (1.6-kilometre) long bike and walking trail. It is an ideal accommodation for two, with basic amenities such as a kitchen, Wi-Fi, a washer, heating, and toiletries provided for.

Stayed at this property?
Chicago, Illinois, United States
744 meters (0.5 ft) from Bloomingdale Trail Park
272 reviews  
Shared room in apartment 1 Bed 1 Bedroom

18. An amazing apartment in the heart of Wicker

Located on Milwaukee Avenue, this apartment is found amongst great live music venues, amazing art galleries, and decent restaurants! It is also close to tourist attractions such as Six Corners, and the Blue Line is just a stone’s throw away. Besides having a central location to boast, the apartment is fully furnished with four bedrooms, a well-equipped kitchen, a laptop-friendly workspace, an indoor fireplace, a dryer and a washer. Additionally, your safety needs will be well looked after with the provision of a first aid kit, a fire extinguisher, and a smoke detector. All in all, it is a budget-friendly accommodation for two.

Stayed at this property?
Chicago, Illinois, United States
633 meters (0.4 ft) from Bloomingdale Trail Park
217 reviews  
Private room in apartment 1 Bed 1 Bedroom 1 Bathrooms

19. A cosy and luxurious room near 6 corners

Located in a vintage building situated less than a block away from the Damen Blue Line, this open plan loft is found in a neighbourhood bustling with coffee shops, bars, restaurants, grocers, clubs, live music, high-end shopping, a park and botanical club, a seasonal farmers’ market, yoga studios, athletic clubs, art galleries, as well as the aforementioned 606 trail. Expansive wooden floors and strings of fairy lights add life to this gorgeous loft. There are tons of amenities offered in this apartment, and they include Wi-Fi, a dryer, washer, a laptop-friendly workspace, a kitchen, a hairdryer, an iron, heating, air-conditioning, and toiletries. A fire extinguisher and a smoke detector are provided for your safety.

Stayed at this property?
Chicago, Illinois, United States
756 meters (0.5 ft) from Bloomingdale Trail Park
186 reviews  
Private room in loft 1 Bed 1 Bedroom 1 Bathroom

A fabulous place to explore and munch on yummy delicacies

Do not forget to plan a trip to Wicker Park this year as it has an amazing nightlife to offer! Once you are acquainted with the culture here, it will be hard for you to bid adieu to this place. Book the perfect Airbnb vacation rental from the above-listed recommendations!

Stayed at this property?
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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