Condo vacation rentals in West Loop, Chicago

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Popular amenities for West Loop, Chicago condo rentals

Weekly condo rentals

Superhost
The kitchen area features modern appliances, including a stainless steel refrigerator and gas stove. A central island provides additional workspace and seating with three black bar stools. The exposed brick wall adds texture, complemented by white cabinetry and granite countertops.
Condo in Wicker Park
4.84 out of 5 average rating, 184 reviews

Loft-Like Wicker Park Condo Steps from the Cta!

KathyRating, 5 stars1 month ago
Great place! Very well kept and clean. Tom is very responsive from the time you book. Just be mindful that as stated there is NO where to park if you drive. All in all such a great neighborhood.
Top guest favorite
A spacious bathroom features light-colored stone tiles covering the walls. A modern bathtub is set against the wall, complemented by a sleek faucet. A showerhead is mounted above, providing ample water pressure. Personal toiletries are neatly arranged on the side of the bathtub.
Condo in West Town
4.92 out of 5 average rating, 259 reviews

Modern/Spacious 2BR/2BA West Town

JaslynRating, 5 stars1 month ago
We had a great stay! The pictures did not do the space justice, we loved it! And Charissa was so friendly and responsive, it really made our trip so easy
Superhost
A dining area is shown, featuring a circular glass table surrounded by six wooden chairs. Natural light enters through two large windows, highlighting the hardwood floors and warm tones of the surrounding wood paneling. A contemporary chandelier hangs above the table.
Condo in Logan Square
4.8 out of 5 average rating, 249 reviews

Logan Square Beauty with 2 Bedrooms W/parking

SarahRating, 5 stars6 days ago
We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.
Guest favorite
A modern three-story building is depicted, featuring sleek black and gray brick with large windows that reflect the sky. A manicured lawn is visible in front, enclosed by a black fence. Neighbors' contemporary homes are seen in the background, adding to the urban ambiance.
Condo in Chicago
4.92 out of 5 average rating, 153 reviews

Ultra clean/cozy condo, 10 mins south of Downtown!

AbiolaRating, 5 stars2 weeks ago
This was an amazing stay!! Eugene was so so helpful and he responds so quickly. Great location, peaceful, safe. 10/10 would absolutely recommend.
Superhost
Condo in Near West Side
4.86 out of 5 average rating, 145 reviews

Tri-Taylor/Medical Dist. near West Loop

MelindaRating, 5 stars2 weeks ago
We had a great time in your space. We had everything we needed!
Superhost
A spacious living area is highlighted by a large sectional sofa positioned around a light area rug. Natural light filters through the floor-to-ceiling windows, while a sleek TV is mounted on the wall. Decorative plants and modern furnishings add to the inviting atmosphere.
Condo in East Rogers Park
4.81 out of 5 average rating, 135 reviews

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach

NicholasRating, 5 stars4 days ago
Very quick to respond to questions and great detailed instructions. The place was clean and comfortable! Awesome!
Guest favorite
A stylish living area features a white sofa with bright yellow cushions, set against exposed brick walls. A flat-screen TV is positioned above a modern fireplace. A wooden staircase leads to the upper level, while a kitchen bar with dark countertops is visible on the left.
Condo in Lincoln Park
4.95 out of 5 average rating, 488 reviews

Unique Lincoln Park Duplex Apt

JohnRating, 5 stars2 weeks ago
Very nice place. Everything was up-to-date and clean; nice bathroom with roomy shower; enjoyed the fireplace and liked having the bedroom upstairs from living area. Full grocery and two good restaurants just down the street, other good options within ten or fifteen minutes walk. Buses nearby and "L" trains 15 minutes away. Host was responsive and welcoming.
Top guest favorite
The rooftop terrace features modern seating in vibrant blue fabric, overlooking expansive views of Lake Michigan and nearby skyscrapers. A glass railing provides safety while allowing unobstructed sightlines of the lake and cityscape.
Condo in Gold Coast
4.95 out of 5 average rating, 116 reviews

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)

JustinRating, 5 stars2 weeks ago
This condo was exactly what we were looking for. It was clean, close to the hub of Chicago, and just off the Mag Mile enough to be pretty quiet. The beds were comfortable, and the blackout curtains helped cut down a lot of the ambient city lights. The kitchen is large and well-appointed. The couch is comfortable and could easily seat the four of us. I would like to see window coverings in the living/dining area, primarily because there was work being done on the windows while we were there. The parking is such a bonus in the heart of the city. We used the washer and dryer after a spill on some clothing. The rooftop deck is small, but usable. It is a little early in the season for it to be set up for use, but the views are nice. It was a 13 minute walk to the red line and 20 minute walk to Navy Pier. Great restaurants and shopping nearby. The location is pretty hard to beat!

Pet-friendly condo rentals

Guest favorite
Condo in Pilsen Historic District
4.85 out of 5 average rating, 131 reviews

816 PLZN Luxury Apt | Rooftop | Garage Parking

SabrinaRating, 5 stars2 weeks ago
such a great lovely place to stay thank you for the great hospitality!
Superhost
The studio apartment features a spacious open layout with a comfortable bed, muted bedding, and a nightstand. A TV is positioned on a modern media unit, and a mini fridge adds convenience. Natural light filters in through a window, illuminating the neutral decor.
Condo in Magnificent Mile
4.7 out of 5 average rating, 223 reviews

Studio flat in the heart of Chicago's Gold Coast

HeatherRating, 5 stars2 weeks ago
This is our second stay here. the location can't be beat and we will continue to stay here when we are in chicago. I will note that it is VERY loud. Depending on who you have above you can make it even louder. the pipes for the heat are also extremely loud. This doesn't bother us so much as we go in expecting it. This is also not the fault of the host at all and this airbnb and host are both still great!
Guest favorite
A well-lit room features a comfortable couch and a bed with layered bedding in dark and light colors. A small television is positioned near a wooden table. Natural light enters through a window, complemented by curtains that provide additional privacy.
Condo in Lincoln Square
4.93 out of 5 average rating, 114 reviews

The Fox Den

JamesRating, 5 stars2 weeks ago
This place was great from the balcony to the fenced in area behind the house. Parking was easy and free on the side streets. The retro appliances really stood out in the kitchen. Wonderful are for dogs to go out easily and safe to be able to walk them. A few parks nearby. Great place to stay with lots to do within walking distance.
Guest favorite
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
4.89 out of 5 average rating, 112 reviews

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

JasonRating, 5 stars2 weeks ago
Wonderful, everything was clean and lots of fun stuff nearby I recommend anyone book here it’s a great stay
Superhost
Condo in The Loop
4.85 out of 5 average rating, 129 reviews

Downtown Mich Ave #7| Park View Penthouse +gym

SachinRating, 5 stars1 week ago
Best place to stay in Chicago with family and friends: centrally located in downtown Chicago, with public transport and bars & restaurants within walking distance.
Guest favorite
A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.
Condo in East Rogers Park
4.92 out of 5 average rating, 230 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

MartinRating, 5 stars2 weeks ago
This place was fantastic. Exactly what I thought it was going to be from the description and pictures. Kaye was super responsive and helpful when we needed info or to borrow something. She is a super host indeed. Will definitely be back!
Guest favorite
A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.
Condo in Logan Square
4.91 out of 5 average rating, 339 reviews

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

JeffRating, 5 stars1 week ago
This was our second stay at Susan’s. We love the location for visiting family in Logan Square. Convenient to bus on Diversey to go to Wrigley Field, and easy to park on Western to take Blue Line into Loop. Dining room table seats 6, kitchen is perfect for preparing brunch & dinner for all of us (6). Unit is very clean, garage is a great perk. Susan is very responsive and helpful. Will likely stay here again (if available) for future visits to Chicago.
Guest favorite
A spacious living area features a large flat-screen television and a circular glass coffee table, surrounded by comfortably upholstered seating. Natural light floods in through glass block windows, highlighting the open design that connects to a fully-equipped kitchen in the background.
Condo in Wicker Park
4.88 out of 5 average rating, 261 reviews

Spacious & Stylish Home at the ♥ of Wicker Park

ZachariahRating, 5 stars2 weeks ago
Convenient location with lots of space

Condo rentals with a pool

Guest favorite
A modern living area features a blue sofa accented by colorful pillows. A flat-screen TV is positioned on a white media console. A round coffee table sits on a textured area rug, with plants adding a touch of greenery. The open kitchen is visible, showcasing light wood cabinetry.
Condo in Downers Grove
4.92 out of 5 average rating, 62 reviews

Upscale, Washer Dryer, Smoke Free, Pet Free,

NormaRating, 5 stars3 months ago
My husband and I stayed here over the holidays. The apartment was pretty well appointed, clean and is in a good location- centrally located for our purposes of being near family and close enough to the expressway to get to the city.
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, 93 reviews

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

SeanRating, 5 stars1 week ago
Really great place with lots to do nearby!
Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 104 reviews

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

JasonRating, 5 stars4 days 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 The Loop
4.2 out of 5 average rating, 5 reviews

voco: Balcony & City View

GavynRating, 5 stars1 month ago
Overall very nice place for the price. Only disappointment was I got to the location listed on the air bnb listing and the actual location was 3 to 4 blocks away which I was a bit upset with. It is closer to the Chicago station on the redline than it is to the river where the listing states. Host was very responsive and allowed me to check out late to avoid waiting around at the airport for a long time.
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 stars23 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 stars1 month 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, 124 reviews

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

NinaRating, 5 stars4 weeks ago
We had a great stay at Michelle’s “Heart of Evanston.” I loved the indoor garage parking option with easy in and out. If you have a large vehicle /SUV, maneuvering in and out of the spot may be challenging depending if the spot over is occupied. We have a mid-size SUV and had no issues. The room was easily accessed from the garage and we had no issues getting in. The place was clean and well organized. I loved that it smelled clean and also had a faint hint of bleach in the bathroom. It was a little warm in the bedrooms at night but we used the air conditioning to bring the temperature down. Town is very walkable and we enjoyed the local restaurants (Taco Diablo, Bat 17, Bennison’s bakery). We found the town to be very quiet - almost too quiet for what we expected but after our visit to Northwestern found out it was spring break for the students. Michelle was available for any questions and always replied promptly. We had a great stay and would stay again!
Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 97 reviews

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

JohnRating, 5 stars4 weeks ago
We really enjoyed staying at Michelle's place. It was a perfect home away from home while visiting Northwestern University. The area had many cafes and restaurants. The place was spacious with three bedrooms and two bathrooms. The primary suite had a very firm mattress. But this did not bother us at all. The kitchen was well stocked with pots, pans, glasses, plates and utensils. There's a coffee maker and we were able to try some local coffees in the area. We enjoyed having family dinners on the bar style, raised table and stools. The view of the sunset from the balcony was amazing each night with purples, pinks and trees - fantastic views of Evanston. The place is great for watching movies with a long couch lounger, cozy seats and cup holders! The area is a perfect blend of city and nature with Lake Michigan nearby. We will definitely be back.

Quick stats about condo rentals in West Loop, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 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

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