Top 10 Airbnb Vacation Rentals Near Chicago's Wicker Park - Updated 2022

airbnb Chicago Wicker Park, Usa

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!

1. A large and spacious loft with incredible amenities (from USD 113)

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.

Large Wicker Park Loft - Walk To Everything!
Chicago, Illinois, United States
376 reviews  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
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 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
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

2. 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.

Huge Wicker Park Loft - Easy Transportation
Chicago, Illinois, United States
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
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
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
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
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3. 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.

Wicker Park Historic District
Chicago, Illinois, United States
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
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
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
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

4. 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.

Trendy 2 bdrm 1 bath 2nd flr Apt off blue line
Chicago, Illinois, United States
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
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
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
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

5. 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.

Wicker Park|Private Room|Near Train
373 reviews
Private room 1 Bed 2 Guests

6. 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.

Wicker Park Loft - Best Location - Top Reviews
244 reviews
Entire loft 2 Beds 4 Guests

7. 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!

Spacious Affordable Luxury Clean Wicker Park Condo
143 reviews
Private room 1 Bed 2 Guests

8. 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.

Futon Steps Away From 6 Corners
Chicago, Illinois, United States
272 reviews
Shared room in apartment 1 Bed 1 Bedroom

9. 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.

Master Bedroom, Heart of Wicker Park
Chicago, Illinois, United States
217 reviews
Private room in apartment 1 Bed 1 Bedroom 1 Bathrooms

10. 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.

Wicker Park art loft across from Damen Blue Line
Chicago, Illinois, United States
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!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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