12 Best Airbnb Vacation Rentals In Andersonville, Chicago - Updated 2024

Samantha
Samantha 
Updated
| 4 min read

Chicago is a world-class city known for neighborhoods that each offer a unique charm. Andersonville, on Chicago’s north side, is traditionally a Swedish-immigrated area. The Andersonville Swedish Museum is here, as well as quaint stores such as the Svea Restaurant which serves lingonberries and meatballs. Although this nod to Chicago’s history is just one reason to visit, Andersonville is also close to Lake Michigan and is home to the main street that touts small, locally owned businesses. Jumping on the El—Chicago’s elevated train system—is easy from Andersonville, which takes you downtown. When visiting Andersonville, make sure you have a sweet home to stay in to make your visit the most relaxing possible. Check out these best Airbnb vacation rentals in Andersonville, Chicago, and begin planning your trip to the Windy City today!

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 April 07, 2024.

1. Warm and chic apartment (from USD 92)

This apartment in the Andersonville and Edgewater areas offers a cozy one-bedroom abode for guests who are looking forward to exploring newfound discoveries in the great city of Chicago. Step into a warm and homey atmosphere, with each space adorned by furnishings arranged with love by the host, Hikaru. From the well-maintained kitchen to the bathroom with a soaking tub, the apartment has everything to make your stay comfortable.

Although it can ideally accommodate three guests, there is an additional air mattress that can be put up in the living area for an additional visitor. As far as convenience is concerned, it’s only a short walk away from several eateries, cafes, and even antique markets.

Stayed at this property?
Chicago, Illinois, United States
4.36 km (2.8 mi) from Wrigley Field
199 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
despite high degrees outside the apartment is comfortable
just what we needed loved having a keurig and a full kitchen hikaru was helpful and attentive
only drawback is full size bed a queen or king would be much better for 2 people
the kitchen is very spacious with a large sweet breakfast nook and the "office" nook is adorable
very cute apartment walkable to bars coffee shops and restaurants
Cleanliness:
really nice and clean apartment
the place is clean and free of clutter
clean neat everything we needed
nice clean and cute apt
our stay was absolutely perfect the apartment was cozy clean and comfortable
Host:
great communication with the host hikaru’s response time was less than an hour each time we texted
hikaru is a great host
very accommodating and works recommend for anyone visiting chicago
it's like a secret escape kind of place
hikaru is a lovely host
Location:
very cozy place located in a nice neighborhood
great place in a cute neighborhood
great place in a great location
and the location is perfect walking distance to all that andersonville has to offer
the location was great and a very comfy bed
Read more reviews

2. Pet-friendly studio rental (from USD 64)

Seeking a place to stay that’s perfect for not just you but also your pets? Consider renting out this fully furnished studio Airbnb in uptown Chicago.

Everything you will need for a cozy stay is within your reach, from a well-equipped kitchen to a bathroom with a walk-in shower. Stable WiFi has also been set up for catching up on work or streaming your favorite shows. This cheap Airbnb is also pet-friendly and boasts a location with easy public transport availability, making it easy for guests to go anywhere in Chicago..

Stayed at this property?
Chicago, Illinois, United States
3.47 km (2.2 mi) from Wrigley Field
40 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
everything was extremely clean and nicely thought out
place was super clean and all appliances looked new
the property was spotless and extremely inviting with a fully equipped kitchen and bathroom
Host:
host was very helpful and kind
everything you need is right here we will definitely be staying here again & thank the hosts tremendously
sevyn was always super responsive i was 1
Location:
the places was as pictures and located in a great location
it's a great location for cubs fans as it's a short walk and el ride to wrigley
nice place in a nice neighborhood
i was able to walk around and access cta without much trouble
the place was great and well stocked with pots and pans and utensils
Read more reviews

3. Garden suite in Andersonville (from USD 109)

Tucked away in the bottom of a building, this cozy nook is great for a couple or a small family. With a flat-screen TV with Chromecast and a small living and kitchen area, you will feel right at home in this private vacation spot in Andersonville. The monthly Airbnb rental is within walking distance to the shops within the neighborhood, and is also close to the Chicago Transit system, with buses and trains to all major attractions.

Stayed at this property?
Chicago, Illinois, United States
3.81 km (2.4 mi) from Wrigley Field
245 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
such easy check in comfortable space nice amenities (keurig water snacks)
great amenities cute and comfortable space
it was a balmy few days in chicago and the central ac kept us cool and comfortable
most importantly the accommodation are cozy and sue has lived in neighborhood all her life
the area is very stylish but comfortable with relaxing couches and a beautiful tv and kitchen area
Cleanliness:
the unit was clean and cozy
it was clean and very spacious
a clean and cozy basement apt
cute place - clean and cozy
clean cozy and had everything i could have needed
Host:
friendly and attentive host
the host is a pleasure
hosts were very kind
she's a great host with quick responses to requests or questions
sue is great host with requests answered quickly
Location:
perfect location for everything and extremely safe neighborhood
awesome location sue is the nicest
sue's place is the perfect location to explore andersonville
the location is a great area with lots of restaurants nearby
walking to the “el” takes about 20 min but it’s a nice walk through the neighborhood
Read more reviews

4. Boho-chic studio (from USD 87)

This quirky and quaint studio in Andersonville accommodates up to two guests and is a perfect romantic getaway. Colorful in decorations, and with a back garden area that is inviting in the summer months, you will love this apartment of character. Located on the second floor, guests can enjoy the view of the garden. A small kitchenette with a fridge, microwave, and toaster allow for light breakfasts in or takeaway. Close to everything in Andersonville, this one’s a steal!

Stayed at this property?
Chicago, Illinois, United States
3.69 km (2.3 mi) from Wrigley Field
317 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
amenities allow for coffee and continental breakfast in a roomy apartment great for one or couple
the apartment has amazing amenities and is so thoughtfully decorated
the bathroom (with hot water) was good
charming and cozy with a great enclosed porch
the bed was very comfortable and we had everything we needed
Cleanliness:
clean and had everything we needed
betsy's place is clean and cozy
the house is very clean and homey-feeling
the apartment was beautifully furnished and clean and super comfortable
the bed was super comfortable shower pressure great very clean and nice 3 season porch
Host:
host is very kind
host was friendly and prompt
she was a kind and welcoming host and gave us some great recommendations
our hosts were also incredibly nice and helpful
she was a wonderful host we had everything we needed and more
Location:
great location a short walk to everything
location is very good
great neighborhood convenient location fun vibe
great location easy to walk to restaurants and shops
great location peaceful and quiet
Read more reviews
Monthly discount: 40% off

5. Retro-dapper apartment (from USD 99)

This modern two-bedroom apartment in Andersonville will have you feeling like you’re playing house,1950’s-style. Set on the ground floor and catching lots of natural light, the bright colors of this apartment add to the overall sunny ambiance. The stylish apartment is a perfect weekend getaway. A full kitchen, full bathroom with laundry facilities available, offer all the amenities of home. Free street parking adds to the ease of this winning rental.

Stayed at this property?
Chicago, Illinois, United States
4.18 km (2.6 mi) from Wrigley Field
479 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
all furnishings were well thought out and the apartment has a joyful vibe
the apartment is as beautiful as the photos comfortable and quiet
apartment is well furnished with nice appliances & conveniences great wifi
we both appreciated the comfortable beds and kitchen
great beds a cheery well-stocked kitchen with a bright white bath
Cleanliness:
clean and very spacious
clean and comfortable
nice clean and bright 2br 1 bath apt
it was clean and comfortable
it was spotless and comfortable
Host:
jim & maximo are wonderful hosts
the owners were super responsive and kind
jim and maximo are excellent hosts
jim and maximo were wonderful hosts
the hosts are responsive helpful welcoming and kind
Location:
easy to find location in anersonville
the location was perfect
the location is in a great neighborhood just a few blocks from the heart of the andersonville
super cute apartment with easy street parking
a beautiful neighborhood with many interesting shops and restaurants (all within walking distance)
Read more reviews

6. Modern farmhouse apartment

From the bathroom tiles to the reading nook, no part of this farmhouse-styled apartment has been left untouched. You will adore this sweet and bright apartment that hosts two. At street-level, you are ready to walk out the door and seize the experience of being in Chicago. However, the home allows for a relaxing, mellow ambiance complete with a full kitchen and a beautiful bath. The hosts live upstairs and are gracious and always ready to help out with queries.

Stayed at this property?
Chicago, Illinois, United States
3.71 km (2.4 mi) from Wrigley Field
72 reviews   Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
bed sheets were super soft
the air b&b is beautiful the shower is amazing and the bed is unbelievably comfortable
otherwise we had a very comfortable stay with a very comfortable mattress
we went with the bongo room for brunch and had a lovely meal
the space was adorable and very comfortable
Cleanliness:
very clean and cozy house
very clean and in a quiet neighborhood
it was clean and had a great kitchen and bathroom
the place was clean and had everything you would need or want
the apartment was spacious clean updated and very cozy
Host:
victoria is a lovely host too
victoria is a super nice host she provided almost everything you need
victoria was very responsive to any requests and would recommend staying here
wonderful hosts who go above and beyond to make you feel comfortable
hosts responded quickly and we so kind i love andersonville
Location:
awesome location- safe and close to everything you’d need to walk to
the location is perfectly located near main streets in andersonville all of which are within walking distance
great place nice neighborhood within walking distance of local eateries
the location is fantastic with great bars/cafes/restaurants very close by (highly recommend pauline’s for breakfast)
the space and location were perfect
Read more reviews

7. Affordable and relaxing studio

This studio apartment, ready for two guests, is perfect for a couple getaway or a single traveler. Clean and highly reviewed, this studio has a flat-screen TV, a full kitchen, and bathroom. The open layout of the apartment adds to the spaciousness of the rental. Close to all that Andersonville has to offer, and a 15-minute ride to downtown Chicago, everything you need is here.

Stayed at this property?
Chicago, Illinois, United States
3.49 km (2.2 mi) from Wrigley Field
137 reviews  
Entire apartment 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
i had an awesome stay for two nights the view from the room is nice
super comfy bed and a really open and homey space for being a studio
i think the shower is a little beat weak but besides that everything was great
the room was super cozy
the bed was super comfy
Cleanliness:
everything was clean neat and tidy
place was very clean
his apartment was very clean and nice
clean private studio easy to use very cool space theme decor
building was quiet and clean and we appreciated the fridge being stocked very convenient
Host:
the host is very sweet and thoughtful
great place and a great host
every place we went had great drinks and friendly people everywhere
we never met our host but they were easy to contact and answered any questions right away
cameron was a great communicator checkin/checkout instructions were helpful
Location:
the location is perfect and close to a lot of stores and restaurants
great location very fun loft
cool apartment in a great location
the charging station was helpful
great value and perfect location
Read more reviews

8. Bright and artsy apartment

This top-story apartment is spacious and airy, with a bohemian vibe. Fit for four, this apartment sits in an old Victorian home in the residential part of Andersonville. A beautiful sun porch beckons for breakfast, and a large study offers the invitation to journal, read, or create. The living room is comfortably furnished and the kitchen is well equipped with modern appliances. This vacation rental is available at a great price for a centrally located apartment, that is aesthetically pleasing.

Stayed at this property?
Chicago, Illinois, United States
3.48 km (2.2 mi) from Wrigley Field
183 reviews  
Entire apartment 5 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the furniture is very comfortable and modern
the a/c was very welcomed as it was a hot out
we got to watch the first snowfall of chicago sipping coffee from the pretty breakfast nook
bird watching from the breakfast nook was very sweet
all kitchen essentials provided sunny porch comfortable living and sleeping areas
Cleanliness:
it was so clean and had such great features
a great place very clean and comfortable
roomy and clean
the apartment was very clean and tidy and beds were comfortable
a truly amazing place to stay in: cozy clean and safe
Host:
the host was wonderful
great hosts made everything comfortable
the comunication with hosts was easy
the hosts are nice people who are helpful informative and responsive
the hosts were very accommodating and easy to communicate with
Location:
great location & spacious airbnb
great location in fabulous neighborhood
wonderful place in perfect location
excellent location blocks from the heart of andersonville
perfect location and adorable apartment
Read more reviews

9. Gorgeous vintage apartment

You could pay double the price at a boutique hotel, for half the space. Instead, book this impeccable vintage apartment with a backyard garden! Sleek, yet inviting, this apartment accommodates four, with air conditioning for warm summer months, and a garage for those coming in a car. The apartment comes with two bedrooms and one bathroom. There’s so much to explore in Chicago, but with a rental like this, you may never want to leave.

Stayed at this property?
Chicago, Illinois, United States
3.64 km (2.3 mi) from Wrigley Field
122 reviews  
Entire apartment 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
excellent apartment with amazing and thoughtful amenities
absolutely gorgeous apartment with thoughtful touches and amenities throughout
the kitchen was fully stocked for cooking and bathroom amenities were abundant and much appreciated
the apartment was fantastic and had all the amenities we needed and more
there was so much natural lighting in the sitting rooms and bedrooms
Cleanliness:
extremely clean in a nice neighborhood
everything is tidy and clean
the apartment was spacious very clean and in a very nice neighborhood
it was immaculate and clean which is something i always appreciate
it was clean elegant and had everything we needed for our stay
Host:
the owners were very helpful
hosts are patient and thoughtful
they were very kind
shawn and paula are amazing hosts
shawn and paula were gracious hosts
Location:
perfect location with so much within walking distance
the location is perfect
the location was perfect
perfect location steps to andersonville
wonderful place and amazing location
Read more reviews

10. Charming Andersonville flat

This garden-unit in the Andersonville neighborhood offers a clean, quiet accommodation. Fit for up to six visitors, this two-bedroom, one-bath offers four beds and a small kitchen area. A flat-screen TV, WiFI, and direct walkability to the perks of the neighborhood make this a great option for those seeking to explore all that Andersonville has. Please note, the kitchen has a toaster oven to heat small bites but does not have a full oven/stove.

Stayed at this property?
Chicago, Illinois, United States
3.77 km (2.4 mi) from Wrigley Field
196 reviews   Wifi Available
ENTIRE RENTAL UNIT 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
nice ground level apartment with everything one could ask for in terms of amenities
really enjoyed the living room set up and being able to use the washer and dryer
space is very comfortable and inviting
2 bed rooms and nice relaxing living room
came in town to run the chicago marathon and so fortunate to have found this cozy spot
Cleanliness:
very clean and cutely decorated
it’s clean and cozy
susan's apartment was clean and cozy
the apartment was clean & cozy
her space is clean cozy and very comfortable
Host:
great hospitality along with a very accommodating and easy host
our hosts were so kind and helpful
owners are very friendly and attentive
amazing place and great host
very warm and kind host
Location:
nice space located close to restaurants
great location in eclectic neighborhood of andersonville
susan’s place was so cute and in a very convenient location
this is a nice basement apartment in a great location
a great getaway location for my extended family to stay close to my uptown apartment during a weekend visit
Read more reviews

11. Tranquil home with garden patio

Fit for House Beautiful, this stunning, bright apartment will have you dreaming of Chicago long after you leave. With room enough for four, make it a family affair, or invite friends. Sparkling clean, with a calm aesthetic and a backyard patio to boot, you will feel the peace of nature in the city. Additionally, the laundry room in the apartment is great for those staying longer. The vacation rental is located near the city center and guests can easily visit the various local eateries and attractions. Welcome to Chicago. It doesn’t get much better than this!

Stayed at this property?
Chicago, Illinois, United States
3.76 km (2.4 mi) from Wrigley Field
130 reviews  
Entire apartment 2 Beds 2 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
the kitchen is well appointed with all the amenities you’d (website hidden by airbnb) did not disappoint
this apartment is even nicer than the photos
morning coffee in the sun room in the back and nice big kitchen to prepare the best meals
very clean and well finished space with tasteful decor and all modern amenities for a comfortable stay
the place was very well designed and comfortable and richard was attentive and accommodating without hovering
Cleanliness:
bright clean and spacious
extremely clean and very inviting
clean beautiful and peaceful on the inside
it is also extremely clean
terrific place very comfortable clean and roomy
Host:
the hosts were extremely gracious
the owners were very responsive and helpful
hosts are friendly and accommodating
jeff is an outstanding host
2) the hospitality is excellent - the hosts responded very quickly to a question
Location:
excellent location in andersonville
the location is great
the location is perfect
great location close to red line
the location is fabulous - wonderful restaurants very close
Read more reviews

12. The heart of Andersonville

Set on Clark Street, the main artery of Andersonville, this large, top-floor condo is a wonderful oasis. With room for six, this three bedroom vacation home makes life in the city a little less hectic. With quick access to local eateries, coffee shops, and stores, there is no better setting to enjoy Andersonville from. WiFi and Netflix are included to make your stay even more relaxing. Guests are welcomed with free vouchers to Replay, a restaurant and tavern, situated right below the apartment.

Stayed at this property?
Chicago, Illinois, United States
3.69 km (2.3 mi) from Wrigley Field
64 reviews  
Entire apartment 4 Beds 3 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the house is wonderful very comfortable and had everything we needed
overall it was great once again the apt is just nice and good price
Cleanliness:
this place was clean and convenient
the apartment is lovely clean and nicely furnished
the unit is nicely decorated and clean
clean and elegant apartment with good amenities and communication
very clean and amazing location
Host:
host was very responsive
she was a responsive and helpful host
host is very responsive and kind
very responsive to any questions we had
tara was a great host
Location:
really comfortable place close to everything
the location is outstanding
great location in a cool neighbourhood
great location in the middle andersonville
place is very cute and the location is amazing
Read more reviews

Pick your abode in Andersonville

With the right accommodation, you can balance the bustle of the city with the downtime at your rental. These top Airbnb rentals are the very best in Andersonville, with character and convenience. Whatever your purpose for visiting Chicago, we hope these rentals inspire your travels. Get your plans moving and lock down one of these great rentals. For a better experience, discover all the underrated hotels on offer in Andersonville - either way, you’ll definitely get your money’s worth!

Frequently asked questions about the best Airbnb vacation rentals in Andersonville, Chicago


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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Raised in the woods of Northern Wisconsin, adventure pulses through Samantha's veins. Among the most notable adventures have been teaching agriculture in Kenya, WOOFing in Turkey, and learning...Read more

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