Apartment vacation rentals in Chicago River

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Popular amenities for Chicago River apartment rentals

Weekly apartment rentals

Guest favorite
A bright living area features a spacious blue sofa alongside a light wooden coffee table. Two chairs provide additional seating, complemented by a decorative wall art piece above the sofa. The kitchen area is visible, showcasing modern appliances and sleek cabinetry.
Apartment in Chicago
4.89 out of 5 average rating, 35 reviews

Spacious w. Pool, gym, free gift. Sleeps 4

FriederikeRating, 5 stars3 weeks ago
Thank you so much. Looking forward to staying at your place again.
A modern living area features a sleek gray sofa adorned with black cushions. Two leaf-patterned artworks hang on the wall above a small table with an orchid plant. A minimalistic desk with a chair is positioned next to a round mirror, providing a functional workspace.
Apartment in Chicago
4.6 out of 5 average rating, 20 reviews

Modern 1BR in Prime West Loop Location

BrodieRating, 5 stars6 days ago
Great spot for a couple nights in the city. Is close to the L though so if you can’t sleep with noises at night that would be a drawback. Was fine for me though.
A living area features a brown leather sofa with decorative cushions, complemented by a light-colored armchair. A wooden coffee table rests on a green area rug. A television is positioned nearby, with natural light entering through expansive windows.
Apartment in Chicago
4.69 out of 5 average rating, 132 reviews

Cozy 1BR in South Loop | Convenience in the City

DavidRating, 5 stars3 months ago
Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.
Superhost
A cozy private room features a twin bed with decorative bedding showcasing French elements. A small nightstand holds a decorative plant, and a wall art piece depicting flowers adds a touch of elegance to the light-colored walls.
Private room in Chicago
4.78 out of 5 average rating, 162 reviews

City Beat Room Amidst Chicago's Downtown Gems

AkiraRating, 5 stars1 month ago
Thank you very much Shammi. I was comfortable and at ease. I was very happy with my stay and I would like to thank you for your hospitality. It is right in front of the entrance to the Red Line Chicago subway station. If you have a big heavy bag, you should try your best to carry it up. However, the main entrance door to the building is self-locking, so you can safely lift them one by one.
Guest favorite
Two individuals are present within an art gallery, observing various wall-mounted artworks. A table with brochures and papers is positioned in the foreground, while colorful paintings of different sizes adorn the walls, contributing to the artistic ambiance of the space.
Private room in Chicago
4.91 out of 5 average rating, 210 reviews

ChicagoTreasure, Art Gallery w/Parking

IzabelRating, 5 stars4 days ago
Absolutely amazing all the way around! Beautiful place to stay in an amazing neighborhood! Colby was so incredibly helpful and kind, gave us a rundown of the neighborhood spots and the history. Bed was the most comfortable place I’ve slept in years! A 10/10
A spacious studio apartment features a light wooden floor and natural light from a skylight. A cozy seating area is present with a white fold-out couch adorned with two brown pillows. The bedroom area is partially visible, indicating a comfortable sleeping space beyond.
Apartment in Chicago
4.78 out of 5 average rating, 78 reviews

Studio w/ Large Terrace & Kitchenette, Lincoln Prk

RachelRating, 5 stars2 weeks ago
Absolutely loved staying here! Coffee on the deck, walking distance to the beach, Lincoln Park, restaurants, grocery stores and even downtown if youre up for a good walk. Ozlem responded to my questions immediately and even sent me a text or two to just check in and see how my stay was going. The place was clean and very comfortable. I would absolutely stay here again!!
A bright living area features a blue sectional sofa oriented towards a wall-mounted television displaying the Netflix logo. A glass coffee table is positioned in front of the sofa, with a decorative candle resting on it. Two large windows provide natural light.
Apartment in Chicago
4.77 out of 5 average rating, 142 reviews

Stylish 1BR South Loop Near McCormick & Wintrust

QuintonRating, 5 stars1 month ago
Great property. Host was very extremely responsive and helpful with any questions I had. I will definitely do business here again once I return to Chicago!
Guest favorite
An open living space features a sleek kitchen with modern appliances and a granite island with stools. Natural light fills the room through tall windows, illuminating the dining area with a round table and black chairs. A comfortable gray sofa is positioned nearby, enhancing the inviting layout.
Apartment in Chicago
5 out of 5 average rating, 14 reviews

Panoramic 2BR Penthouse in the Sky | Roof Deck

LukeRating, 5 stars3 days ago
very nice place, just like pictures. nice views of the lake. pool is a great bonus!

Private apartment rentals

Guest favorite
The living area is furnished with a gray sofa adorned with patterned cushions, positioned next to a natural wood coffee table. A potted plant and a decorative mirror enhance the space. Two windows allow natural light to brighten the room.
Apartment in Chicago
4.95 out of 5 average rating, 151 reviews

Cute, Clean, Cozy Apartment in Pilsen

AnnetteRating, 5 stars1 week ago
I was very impressed and pleased with all of the thoughtful details and extras like Keurig pods, filtered water and parking stickers. The space was cozy and perfect for our small family. It had every possible amenity needed to make ourselves at home for a week and cooking was a breeze. The location was ideal both due to the proximity to our daughter’s place, but also very quiet and walkable to everything you need including restaurants, stores, light rail and bus lines. Leigh-Anne was super responsive and flexible. The only word of caution would be that guests who are very tall (like over 6’) might find the ceilings too low, though they were perfect for us. We would definitely stay here again on a future trip.
Guest favorite
A well-appointed bedroom features a spacious bed with layered linens and decorative pillows. Soft lighting from two bedside lamps complements a small desk and chair positioned near a window. Rich wood tones and a colorful area rug enhance the room's inviting atmosphere.
Apartment in Chicago
4.97 out of 5 average rating, 243 reviews

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

TylerRating, 5 stars2 weeks ago
Clemente's place was in a great location central and walkable to many great areas and the train station, it was clean, it was easy to find, and it was comfortable. The beds were comfortable too, the A/C and heat was great, and the kitchen was well equipped. I would definitely recommend his place as a nicely affordable 2 bedroom in close proximity to the sites and restaurants.
Guest favorite
A modern kitchen features sleek black cabinetry and appliances, complemented by a contrasting white countertop. Stylish stools are arranged around a small kitchen island. The wall is adorned with a framed painting, while decorative items are displayed on open shelves above the countertop.
Apartment in Chicago
4.87 out of 5 average rating, 267 reviews

Spectacular Pilsen Studio for 2!

JillRating, 5 stars5 days ago
Nice area. 18th street has cool restaurants. Wish there was a grocery store close by. The place is super cute. Couch is a little hard. Hera was great with clear instructions. Would definitely stay again.
Guest favorite
A spacious living area is highlighted by large windows that provide ample natural light. A contemporary sofa faces a round black table, complemented by a vibrant red area rug. A striking mural adorns the wall behind the seating, adding a bold artistic touch to the space.
Apartment in Chicago
4.89 out of 5 average rating, 244 reviews

1BR South Loop Loft I SuperHost + Top Rated!

EljinRating, 5 stars1 week ago
If it’s open. Book it! You won’t be disappointed. No matter where you’re going in Chicago or surrounding suburbs this location is a winner. Easy access to both CTA and Metra Union Station and the host are the best!
Guest favorite
A modern living room features a gray sofa adorned with plush pillows, accompanied by stylish accent chairs. A coffee table sits centrally on a textured rug, while a large window bathes the space in natural light, showcasing decorative plants and contemporary wall art.
Apartment in Chicago
4.92 out of 5 average rating, 384 reviews

Bright, Modern Apartment in a Vintage Greystone

MalloryRating, 5 stars1 week ago
Just returned from a stay at one of the most thoughtfully designed Airbnbs I’ve ever experienced. Every detail—from the curated artwork and cozy textures to the seamless layout and soft lighting—was intentionally chosen to create a sense of calm and comfort. It felt like the kind of space that anticipates your needs before you even realize them. A perfect blend of aesthetic beauty and livable design. Grateful for the warmth, care, and creativity that went into making it feel like home. The hosts were truly exceptional—kind, responsive, and incredibly thoughtful. From the moment I booked, they were proactive in ensuring everything was seamless, checking in with just the right balance of presence and privacy. Every message was warm and genuine, and it was clear they cared deeply about creating a welcoming experience. Their attention to detail went beyond the space itself; it extended into how they made me feel—completely at ease, valued, and cared for.
Superhost
An open living area displays a modern kitchen with stainless steel appliances and dark cabinetry. A light-colored sofa is positioned beside a wooden coffee table. A glass dining table accommodates four chairs, while a colorful rug adds warmth to the space.
Apartment in Chicago
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

YvonneRating, 5 stars2 weeks ago
Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.
Guest favorite
A bright living area features a spacious white sofa, a round wooden coffee table, and a cozy armchair. A circular area rug adds texture to the floor. Natural light enters through large windows, illuminating the room's neutral decor. A dining table is partially visible in the background.
Apartment in Chicago
4.95 out of 5 average rating, 128 reviews

BRAND NEW Elegant Renovation in Bucktown (Chicago)

CharlotteRating, 5 stars3 days ago
We absolutely loved our time in Dusanka’s flat, it was spotless clean, with everything you might need. The area is very lovely, lots of cafe and restaurants and very easy to get into the city, the airport and the lake.
Superhost
A spacious living area is illuminated by natural light from large sliding doors that open to a tree-lined street view. A plush area rug covers the hardwood floor, while a sectional sofa and a wooden coffee table create a comfortable gathering space. A ceiling fan enhances airflow.
Apartment in Chicago
4.91 out of 5 average rating, 287 reviews

Gorgeous Penthouse with Stunning Views from Private Rooftop

SirtajRating, 5 stars2 weeks ago
Ross was a great host. There was a slight snafu at check in with the cleaners but Ross made an active and urgent effort to resolve the situation. Other than that, we had a great experience at this place. The master bedroom is lovely and the living room is full of light. The house is well equipped with everyone one could need. We had a great time at Ross’s place.

Apartment rentals with a hot tub

Superhost
An elevated outdoor space features multiple levels, including an upper deck with railing. Lush greenery and carefully arranged seating areas create an inviting atmosphere. The exterior of the structure is painted in soft hues, and large windows allow for ample natural light.
Apartment in Chicago
4.98 out of 5 average rating, 104 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

AngeliqueRating, 5 stars2 weeks ago
It was a perfect place to stay for a few days. The skylights and all the beautiful plants really stood out. We really enjoyed the coffee bar to start our mornings. Lots of indoor and out door space. The room had the ability to adjust temperatures for each room. Great communication on check in etc.
Superhost
An indoor pool area is featured, highlighting a clean, rectangular swimming pool surrounded by large windows. Lounge chairs are positioned along one side, offering a place to relax. The space is bright with neutral-colored walls and a minimalist design.
Apartment in Chicago
4.92 out of 5 average rating, 50 reviews

The Areal Oasis

Sheyla MRating, 5 stars2 weeks ago
I absolutely fell in love with this place! The amenities here alone will have you staying in for days because there is so much to do! The views are breathtaking and waking up to the view of the city will never get old! Everything you need is at a walkable distance and with the target right next door you will never be in need of a thing! Stephanie is a great host and very, very easy going. Will be coming back for sure!
Superhost
A private hot tub is set on a rooftop deck, featuring bubbling water and a city skyline backdrop. Plush seating with soft cushions is arranged nearby, creating a comfortable space for relaxation. The view includes various high-rise buildings against a colorful sky.
Apartment in Chicago
4.83 out of 5 average rating, 54 reviews

Rooftop HotTub As Seen On "Married At First Sight"

KimikoRating, 5 stars8 months ago
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!
Superhost
The living area features a light-filled open layout with floor-to-ceiling windows. A plush sectional sofa is complemented by two stylish lounge chairs. A low coffee table sits on a modern area rug, with a decorative plant adding a touch of greenery to the space.
Apartment in Chicago
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars1 month ago
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.
Superhost
A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.
Apartment in Chicago
4.96 out of 5 average rating, 27 reviews

Skyline Oasis: City & Lake Views

NatalieRating, 5 stars3 weeks ago
Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!
Superhost
A living area features two sofas and a coffee table centered on a colorful area rug. Warm lighting emanates from two table lamps beside the sofas. Artwork adorns the wall, enhancing the cozy ambiance of the space.
Apartment in Chicago
4.88 out of 5 average rating, 16 reviews

Large Studio Apartment with no cleaning fee

Latrice Rating, 5 stars1 week ago
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.
Superhost
A modern living area features a green tufted sofa in the foreground, accompanied by a dining space with a round table and several chairs. Large windows offer expansive skyline views, allowing natural light to fill the space. Minimalist decor elements add a contemporary touch.
Apartment in Chicago
4.83 out of 5 average rating, 120 reviews

Penthouse Near Fulton: Skyline, Spacious

EmadRating, 5 stars4 days ago
Great place nice views , communication with host very smooth !
Superhost
An indoor pool area is framed by tall windows, allowing natural light to fill the space. Elegant seating arrangements are situated around the pool, complemented by lush vertical greenery hanging from above. Soft lighting creates a serene environment for relaxation.
Apartment in Chicago
4.69 out of 5 average rating, 49 reviews

Sentral 1 Bedroom Apt in South Loop Chicago

RichardRating, 5 stars2 weeks ago
Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.

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