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Condo vacation rentals in West Loop, Chicago

Find and book unique condos on Airbnb

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Popular amenities for West Loop, Chicago condo rentals

Weekly condo rentals

Guest favorite
A back deck area is presented with two light brown lounge chairs positioned beside a small glass table. The surrounding greenery is visible, creating a natural view. The deck structure features wooden railings and a sunlight-drenched wood floor.
Condo in Chicago
4.93 out of 5 average rating, 68 reviews

Urban Oasis Getaway. 6 stops to downtown!

LydiaRating, 5 stars1 week ago
The hosts are great—very responsive and accommodating. It’s a lovely space, with a fully functioning kitchen and very walkable to a close cta stop that’s a quick 30 minutes downtown. Area around the place is lower income, so if you’re not used to being in a city, you maybe feel less comfortable. Would recommend if you’re comfortable with urban environments though!
Top guest favorite
Condo in West Town
5 out of 5 average rating, 30 reviews

Private rooftop | Breathtaking skyline view

BrianRating, 5 stars1 week ago
The space was exactly as advertised, roof top patio was awesome. Location was great and Anna was easy to work with. Definitely recommend, we would stay here again.
Top guest favorite
A spacious rooftop deck features a charcoal grill alongside a comfortable seating area. A sectional sofa is set on a patterned rug, surrounded by greenery hanging from the trellis above. The deck's wood-planked flooring enhances the outdoor living experience with views of the surrounding city.
Condo in West Town
5 out of 5 average rating, 57 reviews

Sun-Soaked West Loop Penthouse - Private Rooftop

KendallRating, 5 stars2 weeks ago
We stayed at Reggie’s place for Memorial Day weekend as a family of 5 (2 Adults, a 4 year old, twin 2 year olds). Reggie was very easy to communicate with from the first booking request. He let us know that there couldn’t be loud noise after 10 am (no issue for us) before confirming the booking. We had no issues with check in or check out, and he was responsive to every question. The location was perfect and walkable to so many things, including all the restaurants in west loop and worked well for our family and dog.
Guest favorite
An inviting outdoor patio area features comfortable seating on a sectional sofa and two additional chairs. String lights hang above, illuminating the space. A rectangular coffee table sits on a green rug, surrounded by lush greenery, creating a relaxing atmosphere for casual gatherings.
Condo in West Town
4.9 out of 5 average rating, 86 reviews

Welcome to the Chi! Close to Downtown

MartelRating, 5 stars4 weeks ago
Enjoyed my stay at Jasna's. Great unit in a great location
Superhost
A functional kitchen features warm wood cabinetry and modern stainless-steel appliances. A large island with a stainless-steel surface provides additional workspace, while a subtle area rug adds comfort. Natural light is provided by the window above the sink, illuminating the elegant granite countertops.
Condo in West Town
4.89 out of 5 average rating, 37 reviews

Rustic Cozy Haven in West Town

KatieRating, 5 stars1 week ago
Yara was a great host! Very responsive, clear instructions to get into the Airbnb. The place was spacious and very clean, looked exactly like the photos. Would definitely stay there again!
Top guest favorite
A coffee bar area features a sleek coffee machine and a pod system, neatly arranged on a granite countertop. Disposable cups and a variety of coffee pods are organized in trays, providing convenience for guests. Natural wood cabinetry complements the setup.
Condo in Tri-Taylor
5 out of 5 average rating, 28 reviews

Quick Drive to Downtown Chicago & Early Check-In

RoopaRating, 5 stars4 days ago
Thomas is an amazing host! He was very proactive in communicating right from the start of the trip ,was very welcoming and warm. This Airbnb house is spic and span. It is very clean , beautifully decorated and has everything you need to be comfortable in a home. The Kitchen is stocked with all vessels , has basic pantry supplies and has a gas for cooking warm meals. Thomas and his wife were also very thoughtful and considerate and left us a basket full of snacks and coffee pods - that was a really sweet gesture from their end.The coat closet has umbrellas , incase you need one , which I thought was very considerate as well. Thomas also regularly checked in on us to ensure we had a smooth stay - his check in and checkout instructions were uber clear and made it possible to check in and check out without any hassles. There is a starbucks and a bunch of small restaurants on a 10 - 13 min walk from the house.Overall , I would highly recommend his house to other guests.
Superhost
A modern living area is featured, showcasing a dark stone fireplace beneath a wall-mounted television. The space is illuminated by natural light streaming through multiple windows adorned with bamboo shades. A light-toned sectional sofa, paired with a round coffee table, completes the inviting atmosphere.
Condo in West Town
4.86 out of 5 average rating, 153 reviews

Tri-Taylor/Medical Dist. near West Loop

AdánRating, 5 stars2 weeks ago
Excellent service and a very good host, everything in the house was in excellent condition
Guest favorite
An outdoor space is presented with a wooden deck featuring various seating arrangements. Red and blue cushions adorn lounge chairs, while a shaded table and chairs are positioned under a sun umbrella. The surrounding buildings provide a backdrop to this inviting area.
Condo in West Town
4.94 out of 5 average rating, 97 reviews

Great group stay - 10 adults 4 bdrm w workout area

JamesRating, 5 stars3 weeks ago
Nice location with plenty of room. Great mattresses for beautiful nights sleep. Easy covered parking for one car. Layout was great with bedrooms spaced out for privacy and the bathrooms and kitchen were upscale. Multiple living spaces for relaxing.

Pet-friendly condo rentals

Guest favorite
A living area features two tufted gray sofas and a glass coffee table atop a patterned rug. The space is illuminated by natural light from large windows, with decorative accents including throw pillows and a cozy ottoman.
Condo in North Side
4.84 out of 5 average rating, 361 reviews

Chic and Charming Vintage Condominium in Lincoln Park

PatrickRating, 5 stars2 weeks ago
We had a terrific stay and would definitely recommend it to others. Great location, especially if you are doing anything around Lincoln Park, DePaul, etc. The dedicated parking space was really helpful (there are 2 of them, but we only had one car). We had six people and were very comfortable. Colin is very responsive as well.
Superhost
A modern living area is presented with large windows allowing ample natural light. A navy sofa sits beside a decorative coffee table on a patterned rug, with a stylish mirror and television mounted on the wall. The space features sleek wooden accents for a contemporary feel.
Condo in Pilsen
4.84 out of 5 average rating, 134 reviews

816 PLZN Luxury Apt | Rooftop | Garage Parking

HasimeRating, 5 stars1 month ago
The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.
Guest favorite
A spacious living area is highlighted by large windows offering expansive views of the city skyline. A comfortable sofa and two accent chairs are positioned around a coffee table. A dining table with several chairs is visible beside a colorful wall art piece that adds a touch of personality.
Condo in South Loop
4.82 out of 5 average rating, 130 reviews

Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

ErinRating, 5 stars5 days ago
We were staying in Chicago for a concert at Soldier Field. It was extremely walkable and easy to navigate. The condo is just right with the 2 bedrooms and king sized beds. The provided keurig coffee machine and coffee was nice. Easy walk to Roosevelt station for local transportation.
Top guest favorite
The entryway features a wooden door with a glass panel, leading to a cozy living space. Gray walls complement modern kitchen cabinetry and stainless steel appliances. A comfortable sofa, adorned with white pillows and a soft throw blanket, sits invitingly in the foreground. Decorative elements add character.
Condo in Lake View
4.99 out of 5 average rating, 176 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

RebecaRating, 5 stars5 days ago
I can't recommend this Airbnb enough! From the moment I walked in, I felt right at home. The place was not only extremely clean, but also beautifully decorated with a very welcoming atmosphere. The space is also very spacious, which was a huge plus. The host was incredible, super kind and helpful. There’s so many restaurant and fun bars in the area so there was always something to do on our down time. Thanks again Will for sharing your amazing space!
Superhost
A modern living area is presented with a dark gray sofa adorned with neutral pillows and a cozy throw. A round mirror reflects light, while a white coffee table with a decorative plant sits centered on a plush area rug, enhancing the room's inviting atmosphere.
Condo in Pilsen
4.81 out of 5 average rating, 164 reviews

Charming Condo near U.C./Loop/McCormick Place

RashadRating, 5 stars1 week ago
The location was great. The place was very clean and felt homey. I am very happy with the host and will stay again at their place next time I visit Chicago!
Superhost
A modern kitchen area features white cabinetry and a central island equipped with a sink and stools. Stainless steel appliances are visible alongside a decorative backsplash. Natural light fills the space through overhead lighting and a nearby entryway.
Condo in Chicago
4.87 out of 5 average rating, 119 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

AlfredoRating, 5 stars2 weeks ago
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.
Top guest favorite
A comfortable living area features large windows allowing natural light to fill the space. A modern grey sofa is adorned with decorative pillows. A flat-screen television is positioned on a red media console, while a stylish ottoman serves as a focal point. Artwork enhances the wall.
Condo in Lincoln Square
4.97 out of 5 average rating, 412 reviews

Lincoln Square Gem!

EvanRating, 5 stars5 days ago
Great location, and easy access to all main streets. The neighborhood is quiet, and very safe. The people in the neighborhood were very welcoming. The condo was nice, very spacious and a great value for the cost.
Top guest favorite
Condo in North Side
4.92 out of 5 average rating, 347 reviews

Susie's Space. 2BR easy parking & pet friendly

PennyRating, 5 stars2 weeks ago
Great neighbourhood! Susan was very communicative and a great host. Highly recommend.

Condo rentals with a pool

Guest favorite
An outdoor pool area is shown, featuring a clear blue pool surrounded by lounge chairs. Trees provide a touch of greenery, while a modern glass structure offers shaded seating. Sunshine reflects off the water, creating a bright and inviting atmosphere.
Condo in Evanston
4.96 out of 5 average rating, 97 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

AaronRating, 5 stars1 month ago
I would highly recommend Michelle's listing! The listing is spacious and perfect for a couple or small family (we had our <1 year old). Michelle is communicative, all the instructions are clear, and the location is convenient.
Guest favorite
Condo in Evanston
4.95 out of 5 average rating, 106 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

JasonRating, 5 stars1 month ago
Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!
A serene bedroom is illuminated by soft purple lighting. A spacious bed with a polka dot blanket is centered in the room. Floor-to-ceiling glass doors reveal a view of a vibrant city skyline at night, with city lights twinkling in the background.
Condo in River North
4.4 out of 5 average rating, 10 reviews

voco: Balcony & City View

BrookeRating, 5 stars3 weeks ago
Our stay here worked out perfectly. The host was nice, and the location was centrally located to great shopping and restaurants. Very private and safe. The view at night was beautiful.
A cozy living area is highlighted by a wood-burning fireplace, where a warm fire flickers. A sleek coffee table sits in front of a comfortable sectional sofa, complemented by a textured area rug. Two glasses of wine rest atop the table, adding a touch of relaxation.
Condo in Lombard
4.84 out of 5 average rating, 56 reviews

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

LelandRating, 5 stars5 months ago
Briana was responsive before, during and immediately after our stay, always seeking to ensure our comfort and satisfaction. We would have no reservations about staying with them again if they have an opening during a future visit to the area.
An outdoor pool area features a clear, blue body of water surrounded by lounge chairs. Lush greenery is placed in large planters along the perimeter, with a backdrop of modern high-rise buildings and a cloudy sky.
Condo in Magnificent Mile
4.33 out of 5 average rating, 9 reviews

30 E. Huron #2603 Private Residence

Diego HernanRating, 5 stars25 months ago
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.
Guest favorite
The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.
Condo in Elk Grove Village
4.94 out of 5 average rating, 85 reviews

Just remodeled apartment close to airport and mall

MeagRating, 5 stars2 months ago
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️
Guest favorite
An outdoor swimming pool is surrounded by lounge chairs, offering a relaxing space. Trees are strategically placed around the area, and large glass walls provide views to the inside. Sunlight reflects off the water, enhancing the serene setting.
Condo in Evanston
4.91 out of 5 average rating, 126 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

FeiRating, 5 starstoday
You can walk to Northwestern University, and the surrounding environment is clean and comfortable.The house is fully furnished, I love cooking in the kitchen.Our whole family had a great week here.Would stay again.
Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 99 reviews

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

AileenRating, 5 stars5 days ago
Space was clean and in a charming, walkable city. The view in the living room was beautiful. The neighbors were quiet. The coffee in the condo and in the lounge was surprisingly delightful. Our group of friends had a great time, and this would be a perfect place for a family.

Quick stats about condo rentals in West Loop, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    R897 ZAR before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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  2. United States
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  4. Cook County
  5. Chicago
  6. West Loop
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