
Condo vacation rentals in West Loop, Chicago
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Top-rated condo rentals in West Loop, Chicago
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Popular amenities for West Loop, Chicago condo rentals
Weekly condo rentals

Loft-Like Wicker Park Condo Steps from the Cta!
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.

Modern/Spacious 2BR/2BA West Town
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

Logan Square Beauty with 2 Bedrooms W/parking
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.

Ultra clean/cozy condo, 10 mins south of Downtown!
This was an amazing stay!! Eugene was so so helpful and he responds so quickly. Great location, peaceful, safe. 10/10 would absolutely recommend.

Tri-Taylor/Medical Dist. near West Loop
We had a great time in your space. We had everything we needed!

Marvelous Condo w/ Pri Prkng Cls to Transit &Beach
Very quick to respond to questions and great detailed instructions. The place was clean and comfortable! Awesome!

Unique Lincoln Park Duplex Apt
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.

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

816 PLZN Luxury Apt | Rooftop | Garage Parking
such a great lovely place to stay thank you for the great hospitality!

Studio flat in the heart of Chicago's Gold Coast
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!

The Fox Den
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.

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Wonderful, everything was clean and lots of fun stuff nearby I recommend anyone book here it’s a great stay

Downtown Mich Ave #7| Park View Penthouse +gym
Best place to stay in Chicago with family and friends: centrally located in downtown Chicago, with public transport and bars & restaurants within walking distance.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
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!

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

Spacious & Stylish Home at the ♥ of Wicker Park
Convenient location with lots of space
Condo rentals with a pool

Upscale, Washer Dryer, Smoke Free, Pet Free,
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.

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Really great place with lots to do nearby!

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

voco: Balcony & City View
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.

30 E. Huron #2603 Private Residence
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

Just remodeled apartment close to airport and mall
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! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

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

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
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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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Moraine Hills State Park