15 Best Airbnb Vacation Rentals Near Streeterville, Chicago

Abhishikta
Abhishikta 
Updated
| 7 min read

“Home is where the heart is”, is best realised when we have to stay away from it for one reason on another. Maybe we have to be somewhere for a business meeting, audition, exam or any other work. If the staying away is prolonged, missing home becomes an everyday hassle. All is not lost though, as there are apartments that afford the luxury, comfort and safety that you can find in your own home. Unlike a hotel, these properties also allow you privacy so you can work in peace. The next time you are in Chi-town and are looking for a place to stay, do look up these best Airbnb vacation rentals near Streeterville, Chicago.

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 March 14, 2024.

1. Charming two-bedroom condo with stunning views (from USD 192)

Dubbed one of the best Airbnbs in Chicago with great views, this flat exudes a certain charm that never disappoints. Accommodating up to six persons, it has two bedrooms, each of which comes with an ultra-comfortable mattress. It’s also readily equipped with state-of-the-art smart TVs found in both the master bedroom and spacious living area.

Beside the living area is a well-stocked kitchen that offers stunning views of the lake. Apart from standard amenities such as toiletries, stable WiFi, and an in-unit laundry room, you’ll also be close to the condo building’s shared facilities, including a rooftop patio to cap off a day filled with fun things to do in downtown Chicago.

Stayed at this property?
Chicago, Illinois, United States
180 meters (0.2 ft) from 875 North Michigan Avenue
133 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
apartment is well appointed with all the comforts of home
family friendly location with laundry and nice amenities and space
wendy and matt's place has a great view great location and was extremely comfortable
the beds were super confortable and the smart tv's were an added touch
a fridge wolf e-stove kitchenware towels clean beds smart tv and the most beautiful view
Cleanliness:
the apartment was very clean
it was also very clean quiet and safe
it was very clean and very stylish
the apartment is clean and contemporary and roomy
clean and well equipped this place is exactly as described
Host:
the host has been responsive to our questions/requests
the hosts were very responsive to all our requests
hosts were super responsive and helpful
great hosts are very welcoming and accommodating
matt and wendy are great hosts and local to chicago
Location:
beautiful apartment in perfect location
fantastic location close to bus stop to go anywhere in the city
a wonderful apartment in a great chicago location
it’s walking distance to many attractions and restaurants in chicago downtown area
great location and beautiful interior
Read more reviews

2. Urban chic flat with well-appointed amenities (from USD 275)

With easy access to Chicago’s best shopping malls, restaurants, and other noteworthy destinations, this vacation rental in Streeterville has exactly what you need for a picture-perfect stay. Vibrant patterns and worldly decorations take over much of the living space, where guests can enjoy amazing sights from either the windows or the TV.

At the fully functioning kitchen, you will find a welcome gift from the hosts with a message as well as some water and snacks. Each of the two bedrooms has a queen bed, TV, and overhead lights perfect for nighttime reading. Upon checking in, do note that you will need to take a few flights of stairs to get to this Airbnb near downtown Chicago.

Stayed at this property?
Chicago, Illinois, United States
719 meters (0.5 ft) from 875 North Michigan Avenue
211 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the apartment was stocked with amenities super clean and so cute
the apartment was so beautiful and felt comfortable it was stocked full of essentials for us to use
we had a wonderful stay at tatiana & roupen’s beautiful apartment
i can't say enough good things about this place and was so comfortable for a party of 4
Cleanliness:
it’s clean and fashionable
we found the place extremely clean and organized
this apartment was gorgeous and spotless
beautifully decorated with great amenities extremely clean and excellent communication with hosts
spotless clean and tatiana is amazing — and great location thank you tatiana
Host:
the hosts are also very friendly
our hosts tatiana & roupen were the best
they were helpful when one part of our party had a problem with the keys
hosts checked in to make sure we were happy and even offered early check-in without us asking
they are wonderful hosts
Location:
apartment was cute and great location
a lot of food options near by and great location
this is the cutest apartment in the best location close to everything
the location was perfect half a block off of magnificent mile
it’s in the middle of chicago so perfect if this is the location you need
Read more reviews

3. Cozy sky home near Navy Pier and the Magnificent Mile (from USD 200)

If you’re looking for a comfy place to stay in Chicago where you can enjoy many of the Windy City’s attractions, then this is the perfect accommodation for you. The pad comes with two spacious bedrooms to sleep up to six people in comfort. The living area, dining area, and kitchen have huge floor-to-ceiling windows that offer a beautiful view of the city. WiFi, TV, kitchen and dining essentials, cooling, heating, and other nice amenities are also included to be enjoyed.

The pad is located within the downtown area. This means you will have easy access to pretty much everything including the Navy Pier, Magnificent Mile, shops, restaurants, cafes, bars, and other establishments.

Stayed at this property?
Chicago, Illinois, United States
720 meters (0.5 ft) from 875 North Michigan Avenue
32 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
amazing views of the city great location close to everything and great amenities in the building (gym pool etc)
Cleanliness:
the apartment is gorgeous with great views clean and spotless and the hosts were extremely welcoming and responsive
Host:
everything was great the host was very responsive
the host was very communicative and made for a peaceful and enjoyable stay
the hosts are super responsive and interested in you having a great stay
honest and so easy to deal with rudy was so helpful and knowledgeable
he was extremely courteous and responsive
Location:
great location and a great space
the best location you can find in downtown chicago
the location couldn’t get any better just steps away from michigan ave
this unit was amazing the location was perfect
great place to stay for long term
Read more reviews

4. Comfy studio near Magnificent Mile (from USD 44)

One of the best Airbnbs in Chicago for couples, this studio unit is not only a comfy hub for you to return to but also offers easy access to many of Chicago’s attractions. With hardwood floors, a full-sized bed, a flat-screen TV, and a small kitchen, the studio promises you a restful time.

What this property takes pride in is its convenient location as it’s only 5 minutes away from Oak Street Beach, Magnificent Mile, and John Hancock Tower. Museum of Contemporary Art Chicago is 10 minutes from the property, and Millennium Park is 20 minutes away.

Stayed at this property?
Chicago, Illinois, United States
635 meters (0.4 ft) from 875 North Michigan Avenue
470 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
wifi connection was strong enough to be able to work remotely
had all the amenities we needed for a comfortable stay
window unit for air conditioning keeps the room nice and cool but it really dries out your sinuses
great lil spot on the gold coast i felt safe in the apartment and the neighbors were super sweet
the place was tiny but great for a night’s rest and a hot shower
Cleanliness:
very clean and comfortable space
studio was clean and quiet
it’s really clean and comfortable
studio was really clean and nice and communication with host on point
overall very clean and comfortable for two people
Host:
the host was great about quickly answering any questions
amazing host quick response time and super accommodating
host was very quick to respond and checking in and out was easy
ensavi is really a super host
this was such a great place to stay host was very kind and helpful
Location:
great central location close to the red line and walking distance to downtown
this location is super ideal very walkable centrally located and close to public transit
great location in walking distance to red line and food places
a great location in quiet neighborhood
location is great and easy access to various forms of public transportation
Read more reviews

5. Amazing studio boasting a unique experience (from USD 250)

Experience the best Chicago has to offer in this studio unit for up to three. Boasting a mix of privacy and luxury, this studio offers a unique experience for all travelers and includes a queen-sized bed, laptop-friendly workspace, fully stocked kitchen, 43-inch flat-screen TV, and many others. The rental also boasts a convenient location as Millennium Park and Trump International Hotel and Tower are within 300 m (984 ft). It is also close to Willis Tower, which is only 15 minutes away.

Stayed at this property?
Chicago, Illinois, United States
1.49 km (1.0 mi) from 875 North Michigan Avenue
178 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great apartment with awesome view
i had to work throughout the days i was there and the wifi was strong and reliable
Cleanliness:
very clean upon arrival as well
clean spacious and comfortable
the place was spacious for a studio and was immaculately clean
super clean and convenient to pretty much everything will definitely stay again my next time in chicago
pristine clean space and affable service staff
Host:
matthew is really helpful
matthew was a great host and quickly answered any and all questions i had
matthew was very helpful through the check-in process and with any additional questions i had
clear directions communicative host and great location
matthew is an amazing host great communication
Location:
very nice location & studio style
it was also in a fantastic location being close to the riverwalk michigan ave
absolutely excellent location for great restaurants and main sightseeing of chicago
amazing location & great hospitality
and other great places near the north end of the loop
Read more reviews

6. Modern apartment with vintage decor (from USD 250)

This apartment is tastefully decorated. It is on the fourth floor of a building and features wooden floors, high ceilings, large windows and offers picturesque views of the city. It has a fully equipped kitchen, coffee maker, washer, dryer, toiletries, heating facility and air conditioning, WiFi, television and much more. In terms of safety, it has a smoke detector and fire extinguisher and also has a carbon monoxide detector. The apartment is centrally located with bars, restaurants, grocery stores and shops for other necessities close at hand.

Stayed at this property?
Chicago, Illinois, United States
650 meters (0.5 ft) from 875 North Michigan Avenue
355 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
they had coffee and breakfast items on hand
there are countless amenities plenty of towels great temperature control ample space and a great bathroom
the beds were super comfortable
the apartment has great style and is very comfortable
the space was so cute and would definitely be very comfortable for four people to stay
Cleanliness:
very clean and comfortable home
clean silent and cosy apartment
the space is updated and clean and very comfortable
the unit was beautiful clean and convenient
the apartment is really nice well furnished clean and stylish
Host:
the hosts are truly great people
the hosts were attentive and friendly
the hosts are extremly responsive and friendly
our hosts were very helpful when questions arose and checked in periodically which we appreciated
tatiana and roupen were great hosts and always ready to help and answer any questions
Location:
the location was also great
the location of the apartment is wonderful right off the magnificent mile
within walking distance or a bus/subway ride to almost all major attractions
good place with great location
close to many attractions and restaurant
Read more reviews

7. Luxury apartment with full fitness centre

This accommodation offers its guests not only comfort but also magnificent views of the city of Chicago. The apartment is situated at the top floor of a high-rise and thus can provide picturesque views of the city skyline. Also, the placement of the apartment ensures a quiet environment, something that most do not have in a busy city. The building is equipped with many amenities like laundry room, indoor pool, yoga studio, hot tub and sauna facility, computer lounge and a full fitness centre, all of which the guests can avail. It is a one-bedroom accommodation with two beds, one bathroom and is appropriate for up to three guests. It has a fully equipped kitchen, dining room and all the amenities to make way for a comfortable stay. Besides, the apartment is centrally located with bars and restaurants within close proximity.

Stayed at this property?
Chicago, Illinois, United States
809 meters (0.6 ft) from 875 North Michigan Avenue
285 reviews  
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
beautiful view and amazing apartment
very comfortable bed & couch ( if you like softer beds)
the views from the living room/bedroom are amazing
the view is stunning great location and the bed (and couch) are super comfortable
the apartment is nice and the view is good
Cleanliness:
the apartment is very clean
well appointed and very clean
the apartmentwas very clean and felt like home
would absolutely stay here again clean
the bed was very comfortable and everything was very neat and clean
Host:
hosts had quick response time and were extremely helpful when needed
host was informative and easy to contact
they were very friendly responsive hosts and made sure all expectations were clear and questions were answered
margarita and mike were super responsive before and during our stay when we had questions
margarita was very accommodating and helpful
Location:
great location for our trip to town
great location and stylish space
amazing place in amazing location
the location was super convenient
very neat place with great location
Read more reviews

8. Two-bedroom luxury condo

This property is a condominium that has two bedrooms, two bathrooms and can accommodate up to six guests. It is housed in a modern building that allows breathtaking views of Lake Michigan. The amenities provided to the guests are high end what with hot tub and hot tub facility, indoor pool, gym and a steam and sauna facility to detox and unwind. Besides, the condominium has all the basic facilities available like television, dryer, kitchen equipment, and heating for a comfortable stay. Moreover, the property is centrally located with bars, restaurants, grocery stores and iconic spots of Michigan well within reach.

Stayed at this property?
Chicago, Illinois, United States
921 meters (0.6 ft) from 875 North Michigan Avenue
41 reviews  
Entire condominium 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
a fantastic location with amazing city views & water glimpses from this light-filled spacious apartment
kim's apartment is gorgeous no question
very comfortable beds & lovely bedding
a top notch comfortable apartment with amazing views in central elegant area with many supermarkets restaurants and shops around
Host:
the front desk people are lovely and very helpful
kim was a very helpful host and made the check-in check-out process very easy
Location:
the location is great
great downtown location
a great location in the windy city
place was good - the location was well located
it is a great place near millennium mile
Read more reviews

9. Studio apartment with fully equipped kitchen

This is a studio apartment that has one bed and one bath that can accommodate up to three guests. It also has a private balcony from where you can savour the view of the city skyline and other landmarks of Chicago. The apartment comes with many facilities and amenities, namely a pool, gym, elevator, fully equipped kitchen, coffee maker, dishwasher, television, WiFi, toiletries, hair dryer, ironing facility, heating and air conditioning. Safety is ensured by smoke detectors, a carbon monoxide detector and fire extinguisher. It is situated right in the heart of the city and is just steps away from Chicago’s cultural centres like John Hancock Centre, Navy Pier and Museum of Contemporary Art.

Stayed at this property?
Chicago, Illinois, United States
923 meters (0.6 ft) from 875 North Michigan Avenue
186 reviews  
Entire apartment 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
super surprised with the apt amenities
nice apartment and amenities would stay there again
the apartment was absolutely gorgeous with amazing views of the city
the space is comfortable and the amenities (ie the pool) are a huge bonus
liked the amenities in the apartment complex such as the pool area and gym
Cleanliness:
very clean and cozy
condo was clean and large for studio
apartment was very clean
the place is great very clean and stylish
place is very clean and enjoyable
Host:
the hosts are great quickly respond to any questions
quick and responsive replies
the host was very helpful and communicated very quickly
host was helpful about luggage storage and check in/out was so smooth
the check in process is easy and the door staff were very generous
Location:
cute and comfortable apartment with great location
the location is perfect
great location and nice place
awesome location really close to subway stations and restaurants and the magnificent miles
it is a great location that is close to everything
Read more reviews

10. Condo with excellent city view

This condominium has two bedrooms and two bathrooms and can accommodate up to six guests. It comes with a kitchen, coffeemaker, dishwasher, bedroom comforts, toiletries, washer, dryer, WiFi, television, pool, gym and much more. Thus, the guests will not be lacking in comfort while staying here. Besides, the condo is situated in the 32nd floor of a high rise, Grand Plaza. This affords the guests picturesque views of the Chicago skyline and the John Hancock Centre is visible from the balcony.

Stayed at this property?
Chicago, Illinois, United States
862 meters (0.6 ft) from 875 North Michigan Avenue
18 reviews  
Entire condominium 2 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Cleanliness:
great communication easy check in clean space and comfy beds
very clean and modern- would stay here again
this place was clean and cozy with a fantastic view
Host:
all the people we met in the building were very friendly we felt right at home
Location:
great location with activities for our kids
amazing location walking distance to the pier bean ect
the location is fantastic for getting around and the living space is great
this is the place to stay in chicago especially if you’re traveling with your furry friends (dogs)
Read more reviews

11. Centrally located studio apartment

This is a studio apartment with one bedroom and one bathroom that can accommodate up to two guests. It is nestled in a safe neighbourhood and is centrally located near bars, restaurants, and grocery stores. Besides, popular attractions in Chicago like Navy Pier, Magnificent Mile, River North and The Loop are all within walking distance from the accommodation. The apartment is furnished with all the amenities required for a comfortable stay. It has one queen-size bed and one sofa bed, a heating facility, television, iron, washer, air conditioning, and the guests are provided with basic toiletries. The kitchen is fully equipped for the guests and the building has a pool, gym and facilities for an outdoor barbecue. On top of that, the apartment affords a 180-degree view of the city from the windows that also allow plenty of natural lighting.

Stayed at this property?
Chicago, Illinois, United States
756 meters (0.5 ft) from 875 North Michigan Avenue
10 reviews  
Entire apartment 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

12. Studio apartment with a private workplace

This is a convertible studio apartment that has one bed and one bath and can accommodate up to two guests. The apartment has all the facilities and amenities for a comfortable stay. It has WiFi, a table and chair that can be used as a workplace, air conditioning and heating, a washer, ironing facilities, bathroom essentials, a kitchen, gym, pool, hot tub and much more. The apartment is centrally located and close to many landmarks of Chicago like Magnificent Mile, Millennium Park, Trump Tower and the Riverwalk.

Stayed at this property?
Chicago, Illinois, United States
948 meters (0.6 ft) from 875 North Michigan Avenue
53 reviews  
Entire condominium 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

13. Apartment in a tranquil setting

This apartment consists of one bedroom and one bath that can accommodate up to four guests. It provides its guests with the best of two worlds since the apartment is situated in a city, yet still can offer tranquility. The apartment features floor to ceiling windows from where you can savour the magnificent views of the city skyline and Chicago landmarks, like the lake and the river. The amenities that come with the property are free WiFi, a smart television, indoor spa with steam room and sauna, gym, sky garden, study area and business lounge, outdoor pool and a barbecue area.

Stayed at this property?
Chicago, Illinois, United States
1.24 km (0.8 mi) from 875 North Michigan Avenue
95 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom

14. Homey accommodation close to attractions

This nice accommodation is conveniently located close to pretty much everything you’d want to be close to in the city. Streeterville, River North, Gold Coast, and The Loop are just some of the areas you can find popular attractions like Connors Park, Lake Shore Park, Newberry Library, and Lakefront Trail. Restaurants, bars, shops, cafes, and other commercial establishments are also within easy reach.

The spacious studio apartment can comfortably sleep up to two. Its simple yet cozy design offers a relaxing and homey atmosphere. Unit amenities include WiFi, air-conditioning, a TV, and more. The apartment building also features nice amenities like a shared pool and gym.

Stayed at this property?
Chicago, Illinois, United States
390 meters (0.3 ft) from 875 North Michigan Avenue
5 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
azhar was a great host
azhar was incredibly welcoming and kind and was prompt if i had any questions
Location:
the location was really great and central and really not noisy at all for being in the city
azhar’s place was wonderful it was a great location and perfect room for the weekend
Read more reviews

15. Luxury apartment with fully equipped gourmet kitchen

This luxury apartment has three bedrooms with four beds among them, two bathrooms, and can accommodate up to seven guests. The interior decor is opulent featuring wood and granite floors, and leather sofas with cushions made from Egyptian cotton. It is an incredible condominium that features a fully equipped gourmet kitchen, a pool that is open throughout the year, cabanas, grill and an outdoor lounge to relax. It is centrally located and Chicago attractions like the Magnificent Mile and Navy Pier are just steps away.

Stayed at this property?
Chicago, Illinois, United States
790 meters (0.5 ft) from 875 North Michigan Avenue
185 reviews   Wifi Available
ENTIRE RENTAL UNIT 4 Beds 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
great visit unbelievable views from every room
basic corporate apt amenities good for short term stays
the beds were super comfortable
excellent location and awesome view this apartment had great space and was just perfect for our group
clean quiet plenty of space comfortable beds lovely view (especially at dusk) safe building great location for exploring downtown
Cleanliness:
place was very clean and spacious
unit was big clean and modern
apartment is very clean and nice
the space was clean and pretty close to photos
clean place and full kitchen even though we ordered out almost every night
Host:
also they were kind enough to check me in early
thank your for hosting us
the on-site manager was responsive and helpful
jason was an excellent host who made our stay very easy and hassle free
overall though a good stay with a very responsive host
Location:
the location was excellent
amazing location with everything near by loved it
the location was perfect
great place & great location
fantastic apartment in great location
Read more reviews

A home away from home...

When we travel, whether while vacationing or for work, what we miss the most is the environment of our particular homes. We miss the comfort and safety afforded by the four walls of our establishments, but all hope is not lost. There are some great Airbnb apartments that provide the comfort and safety of home. Stay at one of these Airbnbs in Chicago and see for yourself.

Stayed at this property?

Frequently asked questions about the best Airbnb vacation rentals near Streeterville, 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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