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Top 15 Airbnb Vacation Rentals In Downtown Chicago, Illinois

Kate
Updated Apr 16, 2019

Known for its Bean in the Millennium Park, the downtown area of Chicago, Illinois surely has the glitz and glamour of the surrounding buildings and sights to see such as the Navy Pier and Art Institute. But what can it offer when it comes to vacation rentals for your next vacation in Chicago? Scroll down and check out the top 15 Airbnb vacation rentals in downtown Chicago, Illinois!

1. A modern apartment with unobstructed downtown views (from USD 121)

Staying in a hotel is not always a better choice. If you choose to book this modern apartment, for example, you would be able to marvel at unobstructed downtown views from the full window of the apartment. Moreover, you can enjoy facilities that include a spacious dining room and an equipped kitchen with appliances. You can also comfortably sleep in the bedroom that features a queen-size bed. The bathroom comes with toiletries. In addition, you will have access to a fitness center, an indoor pool and jacuzzi and sauna room, among others.

LUXURY Top-Floor Downtown River North 1BR/1BA Apt
Chicago, Illinois, United States
163 reviews
Entire apartment 2 beds 3 guests 1 bedroom 1 bathroom

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2. Spacious apartment near Millennium Park (from USD 125)

Near the coveted Millennium Park, this apartment rental will surely provide you the relaxation and coziness you need on your next vacation! Get this rental for a week or two and enjoy living the fast-paced life in downtown Chicago with the sights to see and places to visit! Aside from easy access to public transportation, the single-bedroom apartment also comes with one bath, a double bed, access to elevator, wireless internet connection, a well-equipped kitchen, and a comfortable couch in the common space.

Apartment Right by Millennium park!!!
42 reviews
Entire apartment 1 bed 3 guests

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3. Sunny, private room in an apartment (from USD 19)

Found in a safe and quiet neighborhood, this private room gives you the luxury of a hotel room with the amenities it provides! Rent this room and get access to wireless internet, a central air conditioning unit, queen-size bed, access to a well-equipped kitchen, bathroom with bathtub, free parking on premises, and a coded lock in the apartment. Maximize your stay and visit the Millennium Park and Art Institute, which are both just a few minutes away from this rental! After a long day, you may opt to eat at nearby restaurants—both upscale and casual—available for you to choose from!

SUNNY ROOM IN A GREAT LOCATION WITH FREE PARKING!
250 reviews
Private room 1 bed 2 guests

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4. Stylish and cozy pad with stunning views (from USD 76)

This prime rental is ideal for couples looking for a great place to stay in. It also offers the easy accessibility of things you need to do and visit in Chicago, Illinois on your next vacation! Get this rental and enjoy the exquisite ambiance of this single bedroom pad with a queen size bed, a dining room and well-equipped kitchen, a spacious living room with comfortable couches, access to wireless internet, an LED television, bath essentials, and a myriad of windows overlooking the downtown Chicago hustle and bustle!

Stylish, Cozy Apartment Offering Stunning Views
145 reviews
Entire apartment 1 bed 4 guests

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5. A traveler's dream apartment (from USD 166)

Situated in one of the finest buildings in Chicago, this spectacular apartment is every traveler’s dream apartment. Other than the strategic location in the Loop, the apartment offers modern facilities and amenities to make you feel comfortable. You can enjoy two spacious bedrooms with cozy queen-size mattresses, two bathrooms with toiletries, a fully stocked kitchen as well as access to a roof deck (seasonal) where you can relax and enjoy the sun and to the gym, sauna and steam room (24 hours). Make sure to drop by Millennium Park and Buckingham Fountain, the two closest attractions to the apartment.

New! Traveler's Dream 2BR in Chicago Loop by Domio
Chicago, Illinois, United States
17 reviews
Entire serviced apartment 4 beds 7 guests 2 bedrooms 2 bathrooms

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6. A gorgeous penthouse with a view (from USD 409)

Are you ready to unwind in style? Experience luxury at this gorgeous penthouse that comes with three bedrooms for up to ten guests. You can marvel at the view of the lake from the floor-to-ceiling windows all day long by curling up in the armchair. Other facilities offered include a fully equipped kitchen, three bathrooms, high-speed wireless internet and full access to the gym and swimming pool.

Gorgeous 3BR Penthouse with Lake View by Domio
Chicago, Illinois, United States
52 reviews
Entire serviced apartment 3 beds 10 guests 3 bedrooms 3 bathrooms

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7. Cozy, private room in an apartment (from USD 45)

A shared space is available for rent for your next vacation in the modern and exquisite downtown Chicago, Illinois! If you are looking for accessibility and relaxation without hurting your budget, then this rental is for you! The shared apartment boasts its easy access to downtown Chicago’s must-see attractions and gives you the privacy you need. Avail this rental and enjoy the amenities such as a queen-size bed, reliable access to fast wireless internet connection, a private bath, access to the kitchen, and cable television.

Modern Room in the Heart of Loop
135 reviews
Private room 1 bed 2 guests

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8. A minimalist apartment with vintage furnishing (from USD 137)

Featuring minimalist design elements and vintage furnishing, this hip apartment is everything you need for a comfortable and relaxed stay in the city of Chicago. You are going to love the sleek wooden floors and stainless steel bed frames. As a guest at this apartment, you are granted access to facilities such as two bedrooms, one bathroom, a spacious shared kitchen, a TV and wireless internet.

Hip, Minimalist Apartment with Vintage Furnishings
Chicago, Illinois, United States
69 reviews
Entire serviced apartment 5 beds 6 guests 2 bedrooms 1 bathroom

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9. Sunny, private bedroom in a shared apartment (from USD 29)

Looking for a studio type-apartment a short walk away from the renowned sights of downtown Chicago, a private room with a nice bed, and a cozy ambiance? Then this apartment rental is for you! Get this rental and enjoy access to a shared bath, your own private bedroom with a twin bed, access to a kitchen, unlimited access to wireless internet connection, and free parking on the premises.

DOWNTOWN LOCATION, 2 SUNNY BEDROOMS & FREE PARKING
41 reviews
Private room 2 beds 3 guests

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10. A spacious apartment in downtown Chicago (from USD 109)

Situated in one of the best neighborhoods in downtown Chicago, the apartment provides easy and convenient access to major attractions of the metropolitan city. Whether you come with your friends, loved ones or colleagues and business partners, this apartment can surely accommodate your need. Providing seven cozy beds and two bathrooms, the apartment is perfect for fourteen people. Other facilities provided include an equipped kitchen, a TV, wireless internet and a private rooftop deck.

DOWNTOWN! 7BED/2BATH! PRIVATE ROOFTOP! Sleeps 14!!
Chicago, Illinois, United States
91 reviews
Entire apartment 7 beds 14 guests 3 bedrooms 2 bathrooms

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11. Cozy room in a penthouse along Michigan Avenue (from USD 99)

Feel the luxury and class with the fixtures this spacious penthouse has to offer its guests. Aside from its prime location, this rental also offers a massive patio that gives stunning views of downtown Chicago. With the recommended places to visit almost all just a few blocks away, we certainly encourage you to avail this rental, where you’ll have access to wireless internet, a kitchen, a laptop-friendly workspace, cable television, a private bath and a queen-sized bed in the bedroom. There are also plenty of restaurants to eat in as well as fast food chains to fill your hunger for something familiar.

Penthouse on Michigan Avenue!
107 reviews
Private room 1 bed 2 guests

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12. Private guest room in a boutique hotel (from USD 109)

Modernly designed, this boutique hotel offers guests a studio-type guest room with high-end services and fixtures. Need something for your room or have a concern that cannot wait? You may contact the front desk agent available 24/7! A seasonal outdoor bar on the 16th floor is also available as well as an off-site fitness center! Aside from these services, this listing also boasts its accessibility to everything you need just a walking distance from the hotel. Get this studio-type rental and enjoy unlimited access to wireless internet, a cable television, a laptop friendly workspace, central heating and air conditioning system, bath essentials and a private bathroom, and a single bed.

Private guest room at Mag Mile Boutique Hotel
86 reviews
Private room 1 bed 2 guests

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13. Cozy apartment in the heart of downtown Chicago (from USD 39)

Ideal for a solo-backpacker wanting to explore more of the city, this apartment rental surely is one of the most convenient places to stay over in Chicago, Illinois! Enjoy the easy-accessibility of the places to visit, restaurants to eat, and the transportation you need to go around Chicago, Illinois. Get the entire apartment and enjoy amenities such as access to the kitchen, a single bed, a private bath, reliable access to wireless internet, a laptop-friendly workspace, an air conditioning unit and a heating system.

Stay Literally Feet from the Bean!
60 reviews
Entire apartment 1 bed 1 guests

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14. Relaxing, private room in a house (from USD 19)

Looking for a place to stay for a night or two as you explore deeper into the city? Then this private room is for you! Explore the restaurants around the area or navigate your way to the landmarks downtown Chicago is known for! Aside from the free parking on the premises this rental boasts, you get a queen-sized bed, a shared kitchen and bath, a laptop friendly workspace, and access to the wireless internet.

ROOM WITH FREE PARKING 10 MN TO MILLENNIUM PARK
42 reviews
Private room 1 bed 2 guests

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15. Private room in a high-rise apartment (from USD 33)

Situated in the center of downtown Chicago, this shared apartment gives you a great view of the Millennium Park in this high-rise apartment. Enjoy the sunset and food in Navy Pier just a few blocks away or entice your eyes with pieces of art in Art Institute, just two blocks away from this rental! Ideal for two guests, this rental also provides you one queen bed, a shared bath, a kitchen, an LCD television with access to a premium streaming website, a reliable internet connection, access to the fitness center, and an indoor pool in the building.

DOWNTOWN High Rise Apartment In Loop
336 reviews
Private room 1 bed 2 guests

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Everything's smooth downtown

Downtown Chicago, Illinois surely has a lot to offer its guests from its sights to see and visit, as well as the rentals available on this list. We covered the top 15 rentals in Downtown Chicago, Illinois to help you decide on where to stay. Make your stay remarkable and notable and stay comfy and relaxed with this list we created for you!

This article was originally published on Mar 13, 2018

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Kate currently resides in the Philippines and has previously lived in Singapore and Thailand. She has also traveled in a few other countries with her family. She has also traveled by herself to...Read more

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