Apartment vacation rentals in Chicago

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Popular amenities for Chicago apartment rentals

Weekly apartment rentals

Guest favorite
A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.
Apartment in West Lake View
4.95 out of 5 average rating, 112 reviews

Chic retreat near the best of Lakeview & Wrigley

Sifan LydiaRating, 5 stars2 weeks ago
Nice and clean 1 bed unit for a week of comfortable stay. Thank you for hosting us!!
Guest favorite
A welcoming living area features a comfortable brown sofa adorned with colorful throw pillows. Two dark wooden side tables frame the sofa, while a central coffee table holds decorative items. Natural light filters through large windows, accentuated by blue patterned curtains.
Apartment in Joliet
4.95 out of 5 average rating, 203 reviews

*The Belltower Haven*Large*Family Friendly*Wi-Fi

RockyRating, 5 stars5 days ago
Great spot to stay and James was awesome, would highly recommend this place to any of my friends, thanks again!
Guest favorite
A light and airy living area is furnished with a gray sofa and two comfortable armchairs. A round coffee table rests on a patterned area rug, with a window allowing natural light to fill the space. Simple decor adds a touch of warmth.
Apartment in Wicker Park
4.94 out of 5 average rating, 106 reviews

Bright two bedroom garden apartment

MelissaRating, 5 stars5 days ago
We had a wonderful stay at this charming city apartment. It was clean, well decorated, and stocked with all one could need. The location was ideal for exploring the city, with great restaurants, shops, and public transportation nearby. Parking our vehicle was never an issue with off street parking. The hosts were incredibly friendly, responsive, and accommodating - going out their way to make us feel at home. This was one of the smoothest and most enjoyable Airbnb experiences we have had. We would absolutely stay here again and highly recommend it to anyone visiting the area.
Guest favorite
A spacious living area features a fireplace with a decorative mantle and a large television. Two bright red armchairs are positioned across from a modern coffee table. Light streams in through windows, illuminating the hardwood flooring and surrounding decor.
Apartment in Lincoln Square
4.91 out of 5 average rating, 195 reviews

Comfortable Vintage North Side Retreat for 8

EliannaRating, 5 stars6 days ago
A great neighborhood spot! A cozy classic Chicago apartment with gorgeous midcentury accents. Extremely walkable and easy to access the Montrose brown line. The kids loved the trundle beds in the back sunroom. They have very smartly added blackout shades to the room to really create a child friendly sleeping space- a real gift! Loved the whole place, would love to stay there again!
Top guest favorite
A spacious living area features a vibrant area rug with geometric patterns, complemented by a teal sectional couch and circular ottoman. A modern armchair and side table provide additional seating. Natural light flows in through large windows, and indoor plants add a touch of greenery.
Apartment in Irving Park
4.98 out of 5 average rating, 102 reviews

Vibrant Lg Chicago 2BR Close 2 Everything & Nature

JenniferRating, 5 stars3 weeks ago
Tiffany’s place is so comfortable and charming. Beautifully decorated, with comfortable furniture/beds and a fantastically appointed kitchen, you won’t regret booking this spotlessly clean gem. As a coffee snob, the electric kettle and French press were a dream come true. The plants everywhere make it feel warm and inviting and the turntable was a delightful surprise that we really enjoyed. We could not have been more pleased with this beautiful and cosy home.
Superhost
A fully equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. A large island with two metal stools offers additional seating. Natural light streams in through the window near the sink, illuminating the sleek countertops and cabinetry.
Apartment in West Town
4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

SivaRating, 5 stars8 months ago
This was a very spacious and clean apartment that comfortably hosted our family of 6 for several days. Having two separate living areas was very useful and allowed our group to spread out a bit. The full-size crib in the extension area off the master bedroom was also much appreciated as we had a 2-year-old with us. The building is on a quiet street just one block from Humboldt Park and two blocks from restaurants and shops on North Avenue. There was a grocery store within 2 blocks. Dubbs was a very responsive host, and we appreciate his flexibility with checkout time. We would happily stay here again.
Guest favorite
Apartment in Wicker Park
4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BeckieRating, 5 stars1 month ago
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.
Guest favorite
A modern living area features a light-colored sofa adorned with decorative pillows. A small coffee table sits at the center, complemented by a decorative globe and a plant. Two windows allow natural light, while a mirror and dining area are visible in the background.
Apartment in Logan Square
4.83 out of 5 average rating, 262 reviews

BERNARD CHATEAU - LOGAN SQUARE

HyunjinRating, 5 stars1 week ago
it was my first Airbnb experience and it was very pleasant. The location is perfect to get to the place, but perfectly peaceful in the night.

Apartment rentals with air conditioning

Top guest favorite
A comfortable living area is presented, featuring a gray sofa and a cozy loveseat. A round coffee table sits between them, displaying decorative items. A ceiling fan and wall-mounted TV provide additional comfort and entertainment options. Light from a nearby lamp adds to the room's brightness.
Apartment in Near North Side
4.97 out of 5 average rating, 234 reviews

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

MarvinRating, 5 stars1 month ago
Happy I found this listing and stayed. great Host, cummicated and was exactly as advertised. good location a few blocks from downtown 10-15 minutes walking. would definitely stay again.
Guest favorite
A modern living space features a dark sofa adorned with colorful cushions. A round coffee table sits in front, accompanied by a small side table with a decorative vase. A large mirror reflects the cozy atmosphere, while a vibrant city skyline artwork adds visual interest to the wall.
Apartment in Avondale
4.97 out of 5 average rating, 107 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

DarenRating, 5 stars4 days ago
A very nice and welcoming place to stay!
Superhost
A modern living area features a beige sectional sofa and a round coffee table set on a patterned rug. A large flat-screen TV is mounted on the wall, and a potted plant adds a touch of greenery. Natural light illuminates the space.
Apartment in Chinatown
4.82 out of 5 average rating, 185 reviews

New apartment

Gary QilieunRating, 5 stars5 months ago
Loved the walkability and great access to transit and chinatown restaurants. amazing stay! thank you!
Superhost
A light blue sofa is positioned against a textured brick wall, complemented by three framed artworks above. A small, round white coffee table sits in front of the sofa. The adjacent area reveals a glimpse of the dining space and kitchen, featuring natural light from the window.
Apartment in Logan Square
4.9 out of 5 average rating, 154 reviews

Cozy 1BR in the heart of Logan Square

HayleyRating, 5 stars2 weeks ago
Nikka’s place was clean, cozy, well decorated. Easy to find parking on that street. Bed was very comfortable and lots of extra linens if you get chilly. It was a very quiet building. Really enjoyed walking in the neighborhood and being so close to great restaurants and fun things to do.
Guest favorite
A spacious living area features a light-colored sofa and a dark wood coffee table, surrounded by large windows that allow ample natural light. Decorative plants are placed around the room, and a brick fireplace adds a focal point, complemented by framed artwork on the walls.
Apartment in Albany Park
4.9 out of 5 average rating, 180 reviews

Huge Pet Friendly East Albany Park Apartment

SwapnaRating, 5 stars1 month ago
Hugh's place was nice! It's in a cute, quiet neighborhood with most things you need within a ten minute walk. The spot itself was big with lots of plants and nice touches, and both check in and communication were great. We needed an early check in coming from another Airbnb and it was no problem. Overall, it's a good spot to explore the northern side of Chicago from. I'd stay again!
Guest favorite
A spacious living area is depicted, featuring a large, sectional leather couch in a warm tan hue. Colorful framed art posters adorn the walls, adding visual interest. A wooden coffee table and a dining area with a wooden table and chairs are visible in the background.
Apartment in Logan Square
4.96 out of 5 average rating, 250 reviews

Pelotoning while Airbnb'ing in Chicago!

TaylorRating, 5 stars2 weeks ago
Can't say enough good things about this place! This was our first visit back to Chicago after moving away last year, and we already can't wait to go back (and stay here). I cannot stress this enough -- you CANNOT beat this location. I'm a Logan Square evangelist for life, and this is one of those perfect little side streets that's quiet, tree-lined, with plenty of parking, but also steps away from plenty of things to eat, drink, and do. Other things I loved: the apartment was very clean, the beds were super comfy, and there were lots of board and table games available for us to play. We were there as a family of four and it was just the right amount of space. One of the bedrooms is big enough to comfortably fit a travel crib on the floor (which we did). The kitchen is well appointed and we were able to make most of our meals there. Kerilyn and co were extremely responsive and friendly hosts. We can't wait for our next visit!!
Guest favorite
A cozy living room area features a dark leather sofa facing a mounted television on a wooden media console. A round shelf displays books and plants, while a small desk and chair are positioned beside a bright window.
Apartment in Bridgeport
4.94 out of 5 average rating, 131 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

BrandonRating, 5 starstoday
Just what I needed to get away. Perfect place. It was so peaceful and the bed was extremely comfortable. Loved everything about it. I Will definitely be back.
Superhost
A studio room features a spacious bed with a patterned comforter, accompanied by dark curtains on the windows. A flat-screen TV is mounted on the wall, and a small wooden table with a chair is positioned nearby, all on a light wood floor.
Apartment in Near North Side
4.78 out of 5 average rating, 246 reviews

Great Location Studio

AleksanderRating, 5 stars3 weeks ago
This was a great spot. Clean and in a central location to downtown with easy access to transit. Would stay gain next time I’m in town.

Family-friendly apartment rentals

Top guest favorite
The living area is furnished with a striped sofa and a colorful accent chair, complemented by a small side table and a lamp. A neat dresser and a glimpse of the kitchen area are visible. A green area rug enhances the cozy atmosphere.
Apartment in Lincoln Square
4.79 out of 5 average rating, 295 reviews

Cozy Garden-Subterranean Apartment

NikkiRating, 5 stars4 days ago
This is the perfect place for a cozy Chicago getaway, very clean, peaceful, great location, and probably the most well-stocked Airbnb I’ve ever stayed in. Jenny is very friendly and responsive. I would stay here again in a heartbeat!
Guest favorite
A modern bathroom features a light-colored vanity with drawers, a sleek faucet, and two small containers. A white toilet is positioned beside the vanity, with a roll of toilet paper and a tissue box visible nearby. A large mirror above the sink enhances the space's brightness.
Apartment in Austin
4.95 out of 5 average rating, 187 reviews

Flexible Apt. for 8 by Oak Park-CHI

WeikunRating, 5 stars4 days ago
We had a wonderful stay! Lois was very responsive and made everything easy from start to finish. The house was cozy, clean, and well-equipped with everything we needed. Parking was super convenient, and the neighborhood felt safe and quiet. It was a perfect spot to relax after a day out. Highly recommend!
Superhost
A comfortable living area is fitted with a dark leather sofa and two patterned armchairs. Natural light enters through a large window, adorned with turquoise curtains. A round glass coffee table sits at the center, reflecting soft lighting from two nearby lamps.
Apartment in North Center
4.85 out of 5 average rating, 267 reviews

Family Friendly 3BR Duplex in Roscoe Village

KellyRating, 5 stars3 weeks ago
It was really good. It's an older building so it had old-building problems (creeky floors kinda thing). Other than that it was perfect for our family of four: enough room to do our own thing, enough room to be together.
Guest favorite
A cozy seating area is highlighted by a plush sofa, complemented by a textured throw draped over the arm. A vintage-inspired painting hangs above, depicting a pier, while a lamp and a low wooden console table enhance the warm atmosphere. A vibrant area rug adds color beneath.
Apartment in Evanston
4.94 out of 5 average rating, 141 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

TomRating, 5 stars4 days ago
I enjoyed my stay at Letitia's place. I was traveling between the city and northern burbs, and Letitia's place provided a nice centralized location with easy access to both. Letitia's place is clean, charming, and comfortable. Letitia responded quickly to any questions. I recommend this as a comfortable place to explore the greater Chicagoland area.
Guest favorite
A cozy living area features a red couch and a plaid armchair, providing comfortable seating options. A small table stands beside a lamp, illuminating the space softly. Foliage adds a touch of nature, and large windows allow natural light into the room while being partially covered.
Apartment in Hyde Park
4.83 out of 5 average rating, 123 reviews

Garden Apartment in captivating Hyde Park

ThongLengRating, 5 stars2 weeks ago
Nice location with nearby supermarket, cafes and restaurants. The nearby busstop to go downtown is also very nice and near. Great apartment with all the necessary amenities for short stay. 😁
Guest favorite
Apartment in Evanston
4.85 out of 5 average rating, 248 reviews

Adorable 1BR apartment near Northwestern

TaraRating, 5 stars1 week ago
Nice place to stay in a good neighborhood! Would stay here again, thank you!
Guest favorite
A living area features a cozy sectional sofa adorned with pillows and a large ottoman, offering seating and surface space. A wooden television stand holds a flat-screen TV, while house plants and wall decor add warmth. Natural light enters through a window with light curtains.
Apartment in Logan Square
4.88 out of 5 average rating, 120 reviews

Bright, Cheery Logan Square Getaway

MelissaRating, 5 stars5 months ago
Great location! The place was very easy to find and within walking distance some really good restaurants. Loved our stay!
Top guest favorite
A sunlit living area features large windows framed by wooden accents, allowing natural light to illuminate the space. A comfortable futon is positioned alongside an armchair and a glass coffee table on a textured rug, with a small television and simple wooden furniture completing the layout.
Apartment in Logan Square
4.95 out of 5 average rating, 509 reviews

2nd floor of 1908 brick two-flat in Logan Square

KathlynRating, 5 stars1 week ago
Thank you for sharing your wonderful space. It was perfect to spend time as a family while moving our daughter in Logan Square. The park nearby was so easy to manage for our dog who joined us. Paul was responsive and helpful. Got to meet his pup who was adorable. Will definitely stay here again

Quick stats about apartment rentals in Chicago

  • Total rentals

    6.4K properties

  • Total number of reviews

    306K reviews

  • Family-friendly rentals

    3.1K properties are a good fit for families

  • Pet-friendly rentals

    2.2K properties allow pets

  • Rentals with a pool

    840 properties have a pool

  • Rentals with dedicated workspaces

    3.9K properties have a dedicated workspace

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