Apartment vacation rentals in West Loop, Chicago

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Popular amenities for West Loop, Chicago apartment rentals

Weekly apartment rentals

Top guest favorite
Two red chairs with vibrant, embroidered cushions are positioned in a contemporary living space. A large leafy plant is placed nearby, complementing the colorful decor. A blue door and a piece of wall art featuring abstract imagery add character to the area.
Apartment in Little Village
5 out of 5 average rating, 11 reviews

2B Midcentury Artist Loft w King Bed

IslamRating, 5 stars3 months ago
We watched together with my wife “Frida” is story and house is vibe matching I had an incredible stay at this gorgeous Mexican-style house! The home was beautifully decorated with vibrant colors, traditional touches, and an authentic charm that made the experience truly special. Everything was spotless, the amenities were perfect, and the attention to detail was exceptional. Janet was welcoming and responsive, ensuring a smooth and comfortable stay. The location was also great, making it easy to explore the area. I highly recommend this place to anyone looking for a unique and memorable stay—I can’t wait to come back! It’s in my wishlist Janet thank you soon come back to visit Chicago in a week
Guest favorite
The bedroom is characterized by a spacious bed layered with neatly folded towels and a soft area rug. A full-length mirror reflects natural light from the window. Nearby, a simple bedside table holds a lamp. The bathroom showcases modern fixtures and storage options.
Apartment in West Loop
5 out of 5 average rating, 5 reviews

Stylish 1BR with Laundry In-unit - Aberdeen G

KirbyRating, 5 stars1 week ago
Great spot for a stay in Chicago! Apartment is large, with a full living/kitchen, two bathrooms, and a bedroom with a big closet. It is walkable to the Fulton Market area and the blue line train. Aberdeen Tap is a great spot right down the street! Nick was quick to communicate and there were no issues with check-in. Place was clean and it was a great stay. Would book again!
A spacious bedroom features a large bed dressed in crisp white linens. Two bedside lamps provide soft illumination on either side. An abstract piece of wall art adds a modern touch, while natural light enters through the window, enhancing the clean lines of the room.
Apartment in West Loop
4.72 out of 5 average rating, 324 reviews

Sonder Market Hall | King Studio Apartment

Fernando & SanneRating, 5 stars3 weeks ago
great place to stay, really nice comfortable bed and full equipped kitchen
A modern living space features a combination of comfortable seating arrangements, including a sleek sofa and various chairs. Bright natural light floods the area, highlighting a stylish dining table and a mounted television. Contemporary art and decorative elements add to the inviting ambiance.
Apartment in Chicago
4.8 out of 5 average rating, 319 reviews

Sophisticated River West 2 Bedroom - Near the L

GregRating, 5 stars2 weeks ago
Beautiful place. Clean, modern, fully equipped. Roomy bathroom, to boot One block to the CTA (subway) and as an added bonus, that line (Blue) goes straight to O'Hare when it's time to leave! Bus stop right outside the door, too. Starbucks, 7-11, and Guinness brewery/restaurant (and local bars) within a couple of blocks. Overall, it is a great jumping off point for exploring Chicago as it is just outside the Loop area (one stop on the CTA). We would use this place again when coming to town!
A modern living area is displayed, featuring large windows that provide city views. A gray sectional sofa complements a circular coffee table on a light area rug. A wall-mounted flat-screen television is present, alongside a cleanly designed console. A spacious bed is visible in the background.
Apartment in West Loop
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars3 weeks ago
Had such a great stay! Everything was very clean and all information given was thorough.
Superhost
A cozy living area features a spacious teal couch adorned with cushions, complemented by a coffee table atop a patterned area rug. A large window allows natural light to fill the room, offering a view of the neighborhood outside. A flat-screen TV is mounted on the wall.
Apartment in West Town
4.67 out of 5 average rating, 18 reviews

Cozy 2BR Oasis Near West Loop!

AmyRating, 5 stars1 week ago
Christina is a wonderful host. Any questions that we had were answered within fifteen minutes. Super cordial and we loved the space. It was definitely nice to have two bathrooms in a shared space. The only issue that we had was that the upstairs neighbors have a very heavy step - which was easily remedied with earplugs (if you're a super light sleeper like myself - my friend didn't have the same issues). Seriously, Christina was an excellent host and the location was very walkable and quiet. Maybe a fifteen minute flat walk to restaurant areas. I'm glad I didn't book closer to these areas, because restaurants and patrons are very, very loud.
Superhost
A modern living area features a comfortable gray sofa adorned with blue pillows, accompanied by a round glass coffee table with gold accents. The kitchen area in the background showcases sleek cabinetry, stainless steel appliances, and an organized countertop with dishes and a coffee maker.
Apartment in Near North Side
4.81 out of 5 average rating, 275 reviews

Kasa | Nearby Millennium Park | River North

NicoleRating, 5 stars1 week ago
Everything about this stay was perfect for a chicago getaway. Easy check in! Great price! Great view! All you need for 2 people - had everything equipped for cooking. Loved the breakfast restaurant and coffee shop downstairs. A dog park is only 1 block away - will definitely choose to stay here again! (Also great amenities!)
Apartment in West Loop
4.89 out of 5 average rating, 27 reviews

Heart of Downtown| Full-kitchen|Skyline view

KathleenRating, 5 stars1 month ago
Good things: Host always responded quickly, fabulous view, very sunny, gorgeous sunsets, comfortable place, easy walks to the riverwalk and Fulton market, grocery store very close. just a fun, active place to be! Challenges: a bad smell randomly came up from the kitchen sink and maintenance could not fix it, so we burned candles; no a/c available bc it gets turned on (switched over from heat) when the whole building switches it which made it quite warm some days in April; only had one key for the two of us which made it hard to split up and do different things; saw 1 cockroach, but pest control took care of it immediately and there were never anymore, and we stayed there 1 month!...just being honest here because some of the 5 star reviews are not completely honest. We would stay here again, despite the challenges!

Private apartment rentals

Guest favorite
A modern living area features large windows that provide expansive views of the city. A sleek black sofa with orange and green accent pillows is positioned on a vibrant yellow area rug, complemented by a stylish chair in the corner. A flat-screen TV is mounted on the wall.
Apartment in West Loop
4.82 out of 5 average rating, 17 reviews

2BR Designer Loft: Modern Luxe in City Center

JasonRating, 5 stars3 weeks ago
Great location, clean, well appointed space for business or pleasure. Walking distance to restaurants, coffee shops, and cocktail bars. Highly recommend.
Guest favorite
A modern kitchen features sleek dark cabinetry and a spacious island with high-backed blue chairs. Stainless steel appliances are visible, alongside a decorative arrangement of plants. The open layout allows natural light to illuminate the area, enhancing the overall ambiance.
Apartment in West Town
4.91 out of 5 average rating, 45 reviews

Condo Near Downtown Chicago

SaeedRating, 5 stars1 week ago
This air bnb was very nice! It made you want to spend time in it. Location was 10 min Uber or 20 min train into town.
Superhost
A spacious living area is highlighted by a leather sofa adorned with cozy throw pillows and a glass coffee table. Natural light filters through large windows with sheer drapes, illuminating a modern dining table crafted from reclaimed materials. A decorative plant adds a touch of greenery.
Apartment in River West
4.91 out of 5 average rating, 384 reviews

The Craftsman Gallery at OHC - No Cleaning Fee!

HonoraRating, 5 stars2 weeks ago
I had a great time staying here. Not only does it look exactly like the pictures, but it was even more spacious than it seems in photos. The cleanliness of the space was pristine and spotless. The location is great too; there’s a train station basically a few steps out the front door. There were plenty of amenities including kitchenware, laundry, and toiletries. Matthew was very helpful in giving detailed instructions for check in as well as tips for places to check out in Chicago and the surrounding neighborhood. He was responsive and timely when I had any questions regarding my stay. I will definitely be booking with Matthew again as he has a ton of other awesome listings and I thoroughly enjoyed my experience here!
Top guest favorite
A spacious living area is highlighted by a L-shaped gray couch adorned with decorative pillows. Natural light filters through large windows with sheer curtains, illuminating the room. A wooden coffee table sits in front, complemented by a light-colored rug. The adjacent dining area, featuring a wooden table, is also visible.
Apartment in West Town
5 out of 5 average rating, 27 reviews

Here on Huron—spacious classic Chicago 2flat

KatieRating, 5 stars3 weeks ago
We loved our stay at Jon's place! The apartment was clean and comfortable & the balcony was an added bonus! The location is awesome - I have visited Chicago many times and this was probably my favorite airbnb that I've stayed in because of access to some of the best restaurants in the city. It's a really charming neighborhood and walkable to tons of restaurants, bakeries, and vintage shops. Jon was an awesome host, I would definitely stay here again!
Guest favorite
A modern interior showcases a variety of spaces. The living area features a sleek black sofa and a TV. A bright kitchen is equipped with stainless steel appliances. Two sleeping areas with spacious beds are complemented by minimalist decor. Bathrooms include contemporary fixtures and white towels.
Apartment in West Loop
4.86 out of 5 average rating, 7 reviews

1BR Captivating Apartment

RaquelRating, 5 stars1 week ago
The place is great! I've stayed numerous times before and it never disappoints. The washer/dryer in the unit is a huge plus! Very close to the blue line and many restaurants walking distance. My favorite bakery is just down the street, D'Amato's. I'm looking forward to staying again soon.
A modern living area features a gray sofa and a black armchair beside a circular coffee table. Natural light filters through large windows with blinds. A TV is mounted on the wall above a low entertainment unit, and a small plant adds a touch of greenery.
Apartment in West Loop
5 out of 5 average rating, 6 reviews

Sun-Drenched 1BR Apartment

MadisonRating, 5 stars2 days ago
My husband and I loved staying at Brad’s place for our honeymoon! It was such a great location. It is right by the train so I appreciate that earplugs were provided to sleep! I would definitely recommend figuring out parking before you get there. We tried to figure it out when we got there, the spot hero app wasn’t working, it was weird! But if you have parking figured out, it’s the best place to stay! We might make this a yearly stop for us!
Guest favorite
A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.
Apartment in Pilsen
4.94 out of 5 average rating, 49 reviews

Pilsen Modern Chic Retreat

SorooshRating, 5 stars5 days ago
The place was very nice and modern. Close walking distance to a nice Vietnamese american fusion place. Could reach downtown chicago and riverwalk in 10 to 15 minutes by uber or you could walk for 20 minutes and catch the metro to downtown. Chinatown was 25 minutes walk
Superhost
Apartment in West Town
4.8 out of 5 average rating, 15 reviews

The Annex

SarahRating, 5 stars7 months ago
We had a great stay! I used to live in the neighborhood several years ago and enjoyed seeing how it had changed, but maintained the original charm. We liked being a few blocks from the blue line and it was easy to catch the 66 bus to head downtown. Very walkable, lots of good restaurants around. The space was nice for a family, clean, and quiet for the most part. We did hear loud music from the restaurant below on the weekend nights, but it didn't bother us. Our kids also enjoyed playing at the playground across the street. We hope to return soon!

Apartment rentals with a hot tub

Superhost
A bright living area features floor-to-ceiling windows, offering views of the city. A comfortable sofa is positioned beside a round coffee table, with a decorative vase. A dining table with four chairs is visible, complemented by a textured area rug that adds warmth to the modern space.
Apartment in West Loop
4.86 out of 5 average rating, 91 reviews

Quiet but in the Heart of City walk Everywhere

TomRating, 5 stars1 week ago
Nice appartment in West loop, well equipped and the access to a gym & pool is a plus. Cloud9 staff was responsive and helpful.
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 Humboldt Park
4.98 out of 5 average rating, 102 reviews

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

JessicaRating, 5 stars2 weeks ago
Thank you so much, Matthew! The beds were comfortable, the BNB was extremely clean, but still felt the coziness of Home. The hot tub definitely was the highlight of our wind down at night. We will be booking again!
Superhost
A spacious indoor garden lounge features abundant natural light streaming through large windows. Modern white furniture is arranged around a central coffee table, surrounded by lush greenery and decorative plants. The airy atmosphere is enhanced by hanging light fixtures, creating a serene and inviting space.
Apartment in South Loop
4.67 out of 5 average rating, 309 reviews

Sentral Premium 2BR Apt South Loop Chicago

YvetteRating, 5 stars1 week ago
It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)
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 Bridgeport
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
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 South Side
4.87 out of 5 average rating, 15 reviews

Large Studio Apartment with no cleaning fee

ErikaRating, 5 stars2 weeks ago
We had a good stay and David communicated very well with help that was needed. Good place to stay with anyone traveling with a small child. Thank you!
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 River West
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars2 weeks 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 West Loop
4.96 out of 5 average rating, 25 reviews

Skyline Oasis: City & Lake Views

NatashaRating, 5 stars3 months ago
Let me just say, the pictures don’t do this cute, cozy place justice! I’m big on hospitality and customer service, and Johana and Akos were beyond accommodating and communicative. I would dare to say this is the most accommodating place I’ve experienced so far! The space has such a good energy and flow to it — cozy, inviting, and with a beautiful sunset view from the kitchen window that you can enjoy right from the living room sofa. The views are stunning, and the building itself is upscale, clean, and even smells great! I enjoy playing some of the games that were pervaded( Uno and Jenga) and I appreciated that the TVs had all the apps, HBO, Disney, prime, Netflix etc. It’s in a great location, and I felt very safe throughout my stay. The only con would be some city noise, but it didn’t bother me at all. There’s a nearby train that doesn’t pass often, and again, it wasn’t an issue for me. I would definitely recommend this place!!
Superhost
The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.
Apartment in Dunning
4.98 out of 5 average rating, 116 reviews

Belmont Pleasures - hot tub / arcade gaming room

LizRating, 5 stars1 day ago
Mariam was an amazing host and very communicative with us throughout our stay to ensure check in went smooth and to let us know if we needed anything. The place was just like the pictures and accommodated our bachelorette party perfectly! Plenty of beds and space for everyone! (Party of 10!) The area had plenty of free street parking and a 2 car garage which was very convenient for our stay! Overall we loved our stay and had a great time playing games and enjoying the jacuzzi and patio! Thank you Mariam you were amazing!

Quick stats about apartment rentals in West Loop, Chicago

  • Total rentals

    360 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    210 properties allow pets

  • Rentals with a pool

    180 properties have a pool

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