6 Best Airbnb Vacation Rentals Near Bucktown, Chicago - Updated 2023


Bucktown, Chicago, is well known for being a trendy place, due to all the shopping spots present. Also, Bucktown is a heritage spot because it has been settled by many immigrants, especially Polish refugees from the many Partitions of Poland, as well as later Polish refugees who fled the Nazi persecution of the Poles during the Second World War. Other than the history, Bucktown and the nearby Wicker Park are known for their famous art galleries and their vibrant nightlife, including the famous restaurants. Here are some of the best places to stay when visiting the amazing places of Bucktown and Wicker Park. So, what are you waiting for? Read on to learn about the best Airbnbs near Bucktown, Chicago.

1. Bucktown Retreat (from USD 83)

This two-bedroom condominium unit can comfortably accommodate a group of six with three beds per bedroom. Also, guests will be very comfortable in this unit because it has a complete bathroom, a complete kitchen, and centralized heating and air-conditioning. The unit also has wireless internet access for the benefit of those who love to post their adventures on social media. This unit is perfect for families because it has books and toys for the kids. There is self-check-in for the room, so upon arriving in Bucktown, guests can get settled immediately. This unit is very convenient for vacationers because it is located near the best eateries in the area, as well as the local bars and coffee shops, so it is very easy for guests to immerse themselves in the local culture. As a result, this unit will allow guests to have the best Bucktown retreat that they can experience.

Bucktown Retreat - Why The Buck Not? Sleeps 1-6
Chicago, Illinois, United States
132 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the beds were very comfortable and supportive and bedding was lovely
very pleasant apartment with lots of light
plus the mattress in both rooms are very comfortable
sofa bed is better for kids than an adult is the only caution
the beds were very comfortable and we always slept well after a day of sightseeing
well run clean and beautifully decorated
our stay was comfortable everything was clean and as advertised
bright and clean apartment lovely area and great communication from helen
it was clean and spacious in a safe and quiet neighbourhood
this space is modern clean in a safe and quiet area
host was very responsive
helen is a great host
helen was a great host
helen is an awesome host
helen was very responsive
great location easy street parking family friendly location
location is good in a cute neighborhood near the city
great location at a great price
great value for the location
good location near happening spots in bucktown
Read more reviews

2. Mid-century apartment (from USD 115)

This apartment is great for anyone and everyone visiting the great city of Chicago since it can accommodate a maximum of four. It is the best place to stay for families with two children, couples, and even business travelers. Its two bedrooms have one queen-size bed each, its kitchen has all the facilities needed to prepare delicious meals without a hassle, and the unit even has a place for a laptop, which is best for business travelers. Also, there is wireless internet, a state-of-the-art television, air-conditioning, hot water, free parking, and all the other amenities that will make one’s stay in Bucktown more comfortable. The apartment is also only a short walk away from the best restaurants, shops, and other nighttime hangouts in the great neighborhood of Bucktown. As a result, this is a great place for anyone visiting Chicago.

The Buck Stop
Chicago, Illinois, United States
372 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
mattress is so comfortable
it's modern and super cozy
interior appeared to be updated very recently with nice touches including the flat screen tv and new kitchen
great home -clean spacious great amenities comfortable bed
equipped with everything we needed for a comfortable stay
the space was really clean and comfortable
clean and contemporary space in bucktown
everything is clean and the decor is really cool
it was clean well stocked and very comfortable
arlete’s place is amazingly clean and stylish
arlete was a fantastic host
arlete is a wonderful host
arlete was a wonderful host and accommodating with our requests
arlete was a great and helpful host
arlete was a great host and responded quickly if i had questions
perfect place and location
the location is great about 10 min walk to train station and 1 min to buss stop
great area close to public transport
it is located in a nice quiet neighborhood
this property is located in a beautiful quiet neighborhood
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3. Private and roomy Bucktown duplex

This Bucktown three-bedroom duplex really stands out from the rest because it is not an apartment/condominium unit, but it is practically a complete house in itself, which can fit an entire family of six or even a group of six friends. This has all the amenities of home such as three comfy bedrooms (the first with a king-size bed, the second with a queen-size bed, and the last with a double bed), a full kitchen with a dining area, a complete bathroom and toilet, a television, and wireless internet. Also, this duplex is unique because it has its own garden and backyard, perfect for guests who love the outdoors. This duplex is a great place for a vacation because it is a short walk away from the finest hangouts, restaurants, and bars that Bucktown and Wicker Park have to offer. Thus, guests will be able to have the best Chicago stay they will ever experience here.

Standout Bucktown 3BR Duplex with Private Backyard
Chicago, Illinois, United States
117 reviews
Entire condominium 3 Beds 3 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
comfortable couch and chairs nice to have extra blankets in case someone was cool
the back patio is wonderful for coffee and breakfast in the mornings
this place is fantastic three private bedrooms full kitchen outdoor space and full living room/dining room
head to toast around the corner for great breakfast
great location and very stylish space the kitchen was fully stocked with coffee and bottled water
very clean and stylish
very clean and spacious
very clean and communication worked well
it was very clean and nicely decorated
very clean and well thought out
host was extremely responsive
the host was accommodating and easy to communicate with
with assurance this place is kid friendly
scott was a super great host
scott is an excellent host
great location very close to everything in the neighborhood
great location lots to walk to
we loved the close-to-everything location
easy walk to great restaurants
the location is great - a quiet street in a central location
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4. Luxury Bucktown flat

This Wicker Park/Bucktown two-bedroom apartment is a great place to stay because its two bedrooms (with one queen-sized bed each), and its living room (with sofa bed), can accommodate a group of six, either family or friends. Also, it has a complete kitchen, a complete bathroom, wireless internet, centralized heating and air-conditioning, and even laundry facilities, which will make a guest’s stay here more convenient. Breakfast and free parking are also provided for the convenience of guests. Other than having great facilities, this place is a great place to stay because it is only five minutes away from the great restaurants, bars, and hangouts of Wicker Park. Guests will be able to experience the great culture of Bucktown and Wicker Park, including its fine heritage and artistic traditions.

Wicker Park/Bucktown 2BR Apartment, free parking!
Chicago, Illinois, United States
200 reviews
Entire apartment 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the apartment had a lot of natural light and was well furnished
three tvs made evening entertainment easy to please all
the beds were very comfortable great place
julia’s place was perfect for our group very comfortable with easy parking
the whole apartment was ours and it had everything we needed to be comfortable
the apartment was spotless and smelled good
very clean space and very quiet
very clean nice and updated felt very safe
roomy clean and decorated well
recently upgraded and clean
the host was very clear with instructions prior to arrival
host is very responsive and helpful
julia was a great airbnb host
julia was a wonderful host she was immediately available when i sent her a message upon check in
julia was very helpful as a host and responded quickly to all my inquiries
good restaurants close by
wish it was a little closer to downtown
bucktown is a really cute neighborhood and we were within walking distance to many restaurants
cute place great price good location
perfect location for concord music hall
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5. Fancy boutique retreat

This boutique retreat is a great place to stay for a group of three since it has a full bedroom, a complete bathroom, and a complete kitchen. The bedroom has a double bed good for couples, and the couch is a great place for a third person to sleep. The unit also has wireless internet, a television, centralized heating and air-conditioning, and everything needed to make guests’ stay comfier. It also has a crib, which makes it perfect for young families. Also, this unit is very close to the best shopping places in Bucktown, and the condominium building is also home to Ipsento Coffee on the first floor. As a result, both young families and a group of three friends will really have a great time in this boutique retreat.

Boutique Retreat- Bucktown/ Logan Square
Chicago, Illinois, United States
118 reviews
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the photos are accurate -- but don't fully convey the coziness of the kitchen/living area
there’s plenty of natural light in the bedroom and living room
i loved the large windows in the living room and the coffee shop next door
unless you’re traveling as a larger group it’s hard to do better than this apartment
a comfortable and well-appointed space with a great view of city life
super clean and stylish
clean new well furnished
a comfortable clean place to stay
very clean lovely shower perfect space for two
everything was well kept and clean
keith is a nice host and he replied quickly
keith is an amazing host
keith was super communicative and quick to reply with any questions
keith was super friendly and welcoming also
keith was very responsive and easy to work with
great location to the metro
awesome location within a minute or two walk from the western blue line station
wonderful place in a great location
very stylish great bucktown location
great location with plenty of restaurants and bars in close proximity
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6. Simple yet charming Bucktown flat

This charming one-bedroom unit can accommodate a group of three, since the bedroom has a bed for two, and the third person can sleep comfortably on the couch. Also, the unit has a complete bathroom, a complete kitchen, cable television, wireless internet, and everything that will allow guests to have a comfortable stay. The entire condominium building is also pet-friendly, which is good news for pet owners. Also, the unit is very near downtown Chicago, and it is also two blocks away from the best hangouts in Bucktown, and a 10-minute walk to Wicker Park, which makes it perfect for those who love having nights out. Thus, this apartment is perfect for anyone and their friends going on vacation.

Charming Bucktown 1BD
Chicago, Illinois, United States
318 reviews Superhost  Wifi Available
Entire condo 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the air conditioning and ceiling fans were great
the wifi was completely efficient and the smart tv with roku was easy to operate
very open space nice kitchen comfortable bed and couch 3
breakfast at local coffee shops was excellent hostess is very nice and responsive
the condo itself is well-decorated comfortable and has plenty of amenities for travelers
clean and as advertised
apartment was very clean and cleaned for table
great communication very clean cute location
clean secure place to stay
extremely clean and pleasantly decorated
the host is very responsive and considerate
tara's place is fabulous and she's a fantastic host
great space and location excellent host with easy check in and very quick responses
tara was a great host and suggested some places to eat
thank you tara for being such a fabulous host
very convenient location with fabulous restaurants and shops walking distance in every direction
great location by blue line train
it's great location in bucktown
safe and secure location
i loved the neighborhood and public transportation was easy from the location
Read more reviews

Something for everyone in Bucktown

Bucktown and Wicker Park are places with something for everyone. For heritage buffs, the two neighborhoods are full of history and heritage. On the other hand, for shopaholics, there are many trendy shopping spots, and for everyone else, there are amazing eateries and bars for a great night out. As a result, Bucktown and Wicker Park show that Chicago is more than just the Windy City. As a result, visiting these areas will make a guest’s stay in Chicago complete. So what are you waiting for? Book now in any of these amazing places and make the most out of your stay in Chicago.

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

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A budding historian, author, and gamer. Doing freelance writing while finishing his graduate studies.

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