Top 14 Airbnb Plus Homes In Chicago, US - Updated 2022

airbnb Chicago, Us

Chicago has so much to offer, both for business and for pleasure. With its stunning skyline, nice beaches, and interesting museums there is plenty to see on a visit here. Take a walk through Millenium park to soak up some greenery and view the shiny “bean” sculpture; Wander out to Navy Pier to experience a lively evening atmosphere, with carnival rides! The Art Institute of Chicago, Field Museum of Natural History and Lincoln park zoo all offer something unique. Whatever your interests, Chicago has something for you! And whether you’re looking for chic apartments or mansions for rent in Chicago, Airbnb has you covered. So if you are planning a visit, be sure to take a look at these top 14 Airbnb Plus homes in Chicago, US to make your stay as good as possible.

1. Lounge in a luxury loft near Wrigley Field (from USD 196)

This loft truly offers the best of luxury. The kitchen is fully stocked, with a convection oven and dishwasher. The beautiful granite countertops will inspire you to linger in the kitchen and maybe try your hand at some new recipes. The indoor fireplace allows for cozy, relaxing evenings at home. There is a cable TV and a DVD player to unwind after a busy day. Two bedrooms are available in this loft, one with a memory foam queen sized bed. This room has an ensuite bathroom with a jetted tub. But don’t worry because the other full bathroom in the loft also has a jetted tub! The double bedroom also has a library. Another highlight of a stay here is the balcony, where you can soak in some fresh air.

Urban Chicago Loft, 1 blk to train w/ 2 pkg spots
Chicago, Illinois, United States
617 reviews Superhost  Wifi Available
Entire loft 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
a/c and washer/dryer worked great for those humid midwest afternoons
the hvac fan is a bit loud
quiet building quiet street balcony and very comfortable
the rooms were just as pictured very spacious and comfortable with lots of light
good light in the apartment
clean and spacious as advertised
clean convenient beautifully decorated
clean and spacious and very convenient
the place was clean comfy and cozy
the apartment is spacious clean and convenient
hosts were responsive and accommodating
jay and elisa were the perfect hosts
the hosts were great and very welcoming
the owners were great at communicating and very welcoming
the owners were very friendly and easy to work with
and the location is ideal
the location is awesome
awesome location in walking distance to lots of things
fantastic location in an active interesting neighborhood - easy access to downtown via train a block away
close to many great restaurants shops and l station
Read more reviews

2. Modern apartment in historic greystone home (from USD 71)

This nice garden apartment allows guests to experience a country getaway while still in the heart of the city. It has some excellent features and amenities available to make the stay as comfortable as possible. The full kitchen has a breakfast bar, gas oven, dishwasher and even heated floors! The bedroom has a big comfortable queen bed. The room darkening shades make it extra easy to fall asleep and sleep well. The full bathroom has heated floor to keep your toes warm and happy. It is easy to keep clothes clean as there is also a laundry room with this apartment. For those who have a car, there is parking on the premises.

Modern Apartment in Historic Greystone Home
Chicago, Illinois, United States
210 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the amenities are outstanding coffee bagels water laundry supplies and so much more
great roomy space w/full kitchen and big sitting area; also lovely small patio and private side entrance
it was easily accessible to downtown chicago and also had wonderful pizza places breakfast joints and coffee nearby
we loved the little touches such as bagels for breakfast and good coffee
caitlin’s place was so cozy and comfortable for a quiet weekend in chicago would definitely stay there again
clean and cozy
very clean and comfy
we appreciated how clean and cozy it was
clean cosy good equipment
it was clean and had great amenities/ local recommendations etc
she was a wonderful host
caitlin is a fantastic host
caitlin was very responsive to our requests
beautifully decorated and caitlyn is an accommodating host
host was super nice and very easy to communicate with
the location was amazing
it's located in a cute neighborhood and you can walk to places nearby
super cozy place close by to the train station
close to the public transportation and easy to get around
fantastic location and quiet street
Read more reviews

3. Eclectic and colorful retro apartment near Logan Square (from USD 128)

An apartment that feels just like home! This place has bright rooms, high ceilings, and vintage furnishings. It has a great living room that is easy to relax in with TV, Netflix and HBO Go all available. If you have more guests than can fit in the two bedrooms, the living room also has a cozy sofa bed. There are two bedrooms, one with a double bed and one with a queen bed. Plenty of space for the whole family! The kitchen is fully equipped for cooking. There is also a nice formal dining room to share meals together. It’s proximity to Logan Square, home of one of the best food markets in Chicago, makes it an easy choice for a vacation rental.

Eclectic and Colorful Retro Apartment near Logan Square
Chicago, Illinois, United States
288 reviews Superhost  Wifi Available
Entire rental unit 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
a particularly well equipped kitchen and such well chosen furniture and art
sofa bed is very comfortable as are beds
the space is comfortable and eclectic
stylish apartment on a beautiful tree-lined street in a happening neighborhood near fantastic restaurants
first the decor is truly fun both beds were comfortable with nice linens and comforters
very clean and cool decor
great looking place clean stylish
it was crystal clean when we arrived
it was clean and a fun space
nice and clean apartment
ben was a wonderful host
the best host that we ever had
the hosts were awesome about giving parking instructions/advice
the hosts were very responsive and helpful
the hosts were super speedy on their responses or answering questions which was wonderful
quick walk to the station and nice area
great place in a great location
excellent stay in a great location
great location with easy walk to the blue line to get into town
fun place to stay and great location
Read more reviews

4. Elegant, urban retreat (from USD 150)

If you’re looking for elegant homes for rent in Chicago, then book this enjoyable and modern Airbnb. With a HD cinema projector and 100-inch screen in the living room and a private patio outside. The full kitchen makes cooking nice and easy. A host of other amenities is also at your disposal, making your stay as comfortable as possible. Apart from in-house comforts, you would do well to make use of the patio for a nice evening barbecue. The grill is provided, too.

Explore the City from an Elegant, Urban Retreat
Chicago, Illinois, United States
278 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
this was a fabulous apartment with all the amenities you could require
quiet neighborhood and a comfortable bed and couch
the bed sheets and couch made it very easy to sleep and ever so harder to leave
very good size apartment with large screen / projector and apple tv which is a nice touch
comfortable bed and couch and luxurious bathroom with perfect lighting for getting ready
very clean and comfortable bed
place is super clean and stylish
place was super clean
everything was very clean and modern it had clearly been updated inside and everything was well done
it is stylish clean convenient and relaxing
the hosts are very helpful and communicative responding promptly to any questions you might have
awesome hosts and very easy to reach
great place quick response from host love the area and super clean
wonderful place to stay super easy check-in very responsive hosts
they were very responsive and accommodating and the apartment was super clean
location is perfect
great location and safe area
great location and close to many cool restaurants
excellent location and great set up
the location is great - right in the heart of downtown chicago
Read more reviews

5. Designer penthouse accommodation (from USD 221)

If you have a certain fascination for glamorous furnishings and upscale amenities, this designer penthouse with an art gallery might make your heart cry happy tears. It boasts of luxury and elegance in every corner. It has a cool and airy ambiance that is homey in nature. In total, it houses three contemporary and cozy bedrooms and two charming private bathrooms that are ideal for eight guests. Also, it has a modern kitchen with granite countertops, a lovely dining space, and a spacious and comfy living room area with expansive windows and a fireplace. You can chill in the balcony and watch the hustle and bustle of the city.

Stay in a Designer Penthouse with Art Gallery
Chicago, Illinois, United States
341 reviews Superhost  Wifi Available
Entire rental unit 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
this is a beautiful apartment full of art and so many amenities
the apartment itself had an abundance of natural light which makes every home better
the apartment is filled with paintings and art installations on every corner which is very fascinating
this was a beautiful apartment it’s spacious the decor is perfect and it was full of amenities
the designer penthouse was perfect the space is thoughtfully designed and it was nice to have two full bathrooms
super clean and plenty of room
sparkling clean tasteful and great record collection
the unit was clean and very nice
matthew was a fantastic host
matthew is an excellent host
matthew is a great guy and host
matthew was an amazing host very communicative and kind
mathew is a great host
the location is great
beautiful apartment in a central location
we loved the location as well
and also very close if you’re going to the magnificent mile
the location was great it was only a block from the blue line
Read more reviews

6. Updated and private apartment in Roscoe Village (from USD 129)

Considered by many as the best Airbnb in Chicago, this is a nice garden apartment that offers guests a relaxing atmosphere with luxe amenities. An indoor fireplace in the living room makes it feel cozy and homey. The heated floors will keep your feet warm in all weather. Amenities are aplenty, and there is even a backyard with outdoor seating and a fire pit making, it a great place to relax and hang out.

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village
Chicago, Illinois, United States
293 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
comfortable couch in living area
the apartment looked exactly like the photos and had everything we needed during our stay
space is well furnished having a double closet and queen size bed was super helpful
oh and tvs in living room and bedroom - win
there were enough towels in the bathroom and the shower cream was totally good smelling ;)
everything was clean and as advertised
everything was clean and organized
clean and nicely decorated
super clean & prepared for visitors
clean and comfortable basement unit
mark was a great host with quick responses and flexibility
the host was extremely responsive and friendly
the owner lives next door but you would never know it; they are very respectful and private hosts
a very responsive and very kind host
we definitely recommend you as host in chicago
great location in charming roscoe village
great location very easy to access via public transportation
the location of mark's place is great
the location is excellent- safe and convenient
great location within walking distance of local bars and restaurants
Read more reviews

7. Stunning Old Town penthouse with a private rooftop (from USD 1042)

Featuring a beautiful, bright, and airy rustic interior design and a relaxing ambiance, this stunning Old Town penthouse is a perfect choice of accommodation for family reunions or team building events. It houses wonderful amenities and can accommodate up to 16 guests. Plus, it has a private rooftop where guests can chill as they watch the hustle and bustle of the city. It has five comfortable bedrooms, four private bathrooms, a functional kitchen, a lovely dining space, and two cozy living rooms with couch seating, a flat-screen TV, and a pool table. If you want to eat out, plenty of amazing restaurants in Old Town are also closeby.

Stunning Old Town Penthouse with Private Rooftop
Chicago, Illinois, United States
131 reviews Superhost  Wifi Available
Entire loft 8 Beds 16 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
wonderful space tons of sleeping room
plus there was a ton of extra space for production (the two kitchens were super clutch)
a magnificent home that’s comfortable cozy and functional with all the necessary amenities
the roof terrace is a plus and the apartment has some stylish furniture and the showers are great
we had a big group and there was definitely enough room for everyone
bedrooms were clean and comfortable
so nice so clean very stylish
everything was clean organized and in perfect working order
casey's 5-bedroom penthouse is spacious clean and comfortable
the space was clean and beautiful and made our time in chicago all the more enjoyable
the hosts were amazing
host was really helpful too
great communications with the owner
casey had a great response time and was very accommodating
the owner has a great taste in decor and design
very good location and stylish apartment
great location in the city as well with the downtown shopping and riverwalk area within walking distance
great location central to many things to do
a great place in a super location with easy access to restaurants shopping and transportation
great apartment in a great location
Read more reviews

8. Art-filled apartment close to Logan Square (from USD 126)

During your holiday in Chicago, stay close to all the action and book yourself into this amazing apartment close to the popular Logan Square. This one-bedroom apartment is bright, cheerful and filled with a lot of artwork and plants. Enjoy lounging in the furnished living area, tucking into delicious meals in the dining area, dozing off in the comfy queen-size bed in the bedroom, catching up on emails in the office area or rustle up delicious meals in the fully equipped kitchen. Several Michelin-rated restaurants are just a short walk away from this apartment.

Spacious & Sunny 1 BDR filled w/ plants - Logan SQ
Chicago, Illinois, United States
176 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the couch was extremely comfortable and so was the bed
the apartment is as lovely as it looks in the photos
the apartment was very clean and it had all the necessary amenities we needed
loved the extra touches good pour over coffee soft pillows and bedding fun neighbourhood great communication - cheers
perfect place for a cozy staycation in chicago
it was exceptionally clean and the bed was very comfortable
natalia’s space was clean and lovely
space is very clean and comfortable
crystal clean thoughtfully appointed flat
clean apartment with all you’ll need
natalie is a wonderful host who is very responsive
highly recommend her as a host
she was very responsive and organized making the whole process so easy
this apartment was perfect the host provided many local recommendations which were wonderful and appreciated
clearly the home’s owner thought through everything that a guest might need
the location is perfect
great location super cozy apartment
location is nice and surrounded by lots of stores
close to great restaurants and bars
wonderful restaurants within walking distance
Read more reviews

9. Elegant, lakefront condominium (from USD 248)

Here, guests will find that there is plenty of room for the whole family to stay. The master bedroom has a king sized bed, a television, and a balcony to enjoy. There is an additional bedroom with a comfortable queen sized bed, as well as a double bed and a day bed available in the third room. There are three fully equipped bathrooms, making it easy for everyone to get ready in the morning. Free on-site parking is also provided.

Whit's Place in Old Town
Chicago, Illinois, United States
146 reviews  Wifi Available
Entire condo 5 Beds 9 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
very calm and comfortable home with lots of amenities
apartment is updated with nice modern furniture appliances and bathrooms (master has heated floors and a great shower )
as another review said there's an entire other bedroom not pictured which is equally comfortable
there are beautiful decor nice touches bathroom tiles and shower heads
very comfortable and homey atmosphere el tracks were not a major nuisance
spotlessly clean and nice
the condo was so clean modern and comfortable
very nice and clean apartment
spacious and clean
the house is huge clean and comfortable
whit was the perfect host
host is very responsive
the host was very kind to our requests
whit is definitely a super host
whit was super responsive
location was very good
great location in the middle of oldetown
great location in old town
beautiful condo in a great location
great location close to train station and many restaurants
Read more reviews

10. Romantic oasis apartment with hot tub

This romantic oasis is truly an experience in luxury. Every room boasts detailed touches to make it feel like home. The bedroom has a comfortable king bed that will have you sleeping like a baby. There is a jetted tub in the spacious bathroom. A fully stocked kitchen is in the apartment, making it easy to make meals at home. Other essentials like an iron, hair dryer and air conditioning are provided. One of the best things about a stay here is the private hot tub in the backyard! There is also a grill for cooking outside in nice weather.

Escape to a Romantic Oasis Apartment with Hot Tub
88 reviews
Entire apartment 2 Beds 2 Guests

11. Spacious studio apartment near Millennium Park

An apartment near Millennium Park offers fantastic location and incredible views. The place has an open layout plan and a modern interior. There is space for four guests to stay in this large studio. There is a whole range of luxurious amenities at your disposal, including a gym, indoor pool, 24-hour concierge, and an outdoor patio. It perfectly blends activities and relaxation.

Spacious Studio Apartment near Millennium Park
35 reviews
Entire apartment 1 Bed 4 Guests

12. Airy, peaceful room in apartment with fireplace

Roaring fire, comfortable couches, modern kitchen — what more do you need for a stay in the city? This place has it all! There is plenty of space for two guests to relax. Amongst its large range of modern amenities, there is an indoor fireplace, heated floors, and even a gaming console for your entertainment. The kitchen is well equipped to prepare home-cooked meals, too.

Airy, Peaceful Room in Apartment with Fireplace
31 reviews
Private room 1 Bed 2 Guests

13. New luxury condominium with hominess in a great location

This is an elegant condo in the heart of Chicago. With a kitchen equipped with state-of-the-art stainless steel appliances, cooking at home is easy. The TV in the living room is great for evenings at home after sightseeing all day. Both bedrooms offer a queen sized bed and room darkening shades. Air conditioning is available throughout the entire place. There are two full bathrooms that each comes with a jetted tub. Best of all, there is a patio to relax on outside. A stay here is sure to be a great one!

New Luxury Condo Condominium with Hominess, Great Location
Chicago, Illinois, United States
99 reviews
Entire condominium 2 Beds 2 Bedrooms 2 Bathrooms

14. Eclectic loft in Logan Square

This eclectic vacation home exudes laid back vibes and has lots of natural light. It showcases a rustic interior design with brick walls and lovely hardwood flooring. Plus, it has a relaxing homey ambiance that guests will surely love. It has three charming and artsy bedrooms and three private bathrooms that can accommodate up to eight guests. It also has a full kitchen with cooking appliances, a lovely dining area, and a living room with comfy couch seats and a flat-screen TV.

The Grand-Kimbal Lodge. Eclectic Loft in Logan Square.
Chicago, Illinois, United States
34 reviews
Entire loft 5 Beds 3 Bedrooms 3 Bathrooms

Chic Chicago

Whatever your reasons for visiting Chicago, it has so much to offer! There is plenty to do and see in the city. But in order to make it the best possible trip, you will need the best possible place to stay! So whether you’re looking for plush apartments or Airbnb mansions in Chicago, we’ve got you covered. Take a look at these top Airbnb vacation rentals and pack your bags for Chicago.

Frequently asked questions about the top Airbnb Plus Homes In Chicago, Illinois

1. Which is the best pet-friendly Airbnb in Chicago?

Very few Airbnbs in Chicago are pet-friendly. If you are visiting this amazing city with your furry friend in tow, then the best pet-friendly Airbnb option for you would be this stunning Old Town penthouse with a private rooftop.

2. Which are the best cheap Airbnbs in Chicago?

Several cheap Airbnbs are available in Chicago. For the best and cheapest options, consider staying at one of these Airbnbs: i) art-filled apartment close to Logan Square ii) modern apartment in a historic greystone home iii) lounge in a luxury loft near Wrigley Field.

3. Which Airbnbs in Chicago are good for families?

Many Airbnbs in Chicago are good for families. For the best options, we recommend these Airbnbs: i) eclectic and colorful retro apartment near Logan Square ii) elegant, lakefront condominium iii) stunning Old Town penthouse with a private rooftop.

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

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Megan is an avid explorer and food aficionado. She loves to see the world, experiencing different cultures & traditions. When she’s not off traveling, you’ll most likely find her tucked away with a...Read more

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