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, 260 reviews

Modern/Spacious 2BR/2BA West Town

BriannaRating, 5 stars1 week ago
Great stay! The apartment is very large with two full bathrooms, which is nice for family stays. No formal kitchen, which is fine - we didn't need one.
Superhost
A spacious outdoor deck features a circular table surrounded by multiple cushioned seating arrangements. Natural light highlights the wooden flooring, while greenery is visible in the background, creating a refreshing and inviting space.
Condo in Logan Square
4.79 out of 5 average rating, 251 reviews

Logan Square Beauty with 2 Bedrooms W/parking

SarahRating, 5 stars1 week 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, 155 reviews

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

AllondaRating, 5 stars1 week ago
Eugene is an amazing host that is very communicative and flexible. This property looked just like the pictures, clean, safe and bigger than expected. The property is in walking distance of two amazing restaurants Taqueria Varitas and a breakfast place called peaches. 10/10 highly 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 stars3 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 stars1 week 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 stars3 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.
Guest favorite
A cozy living area features a leather sofa and a light-colored chaise lounge, set against walls adorned with framed artwork. Tall windows are dressed with navy curtains, allowing for natural light. A patterned rug covers the hardwood floor, adding warmth to the space.
Condo in Berwyn
4.92 out of 5 average rating, 102 reviews

Vintage 3 Bed Condo In Chicagolands Trendy Berwyn

RositaRating, 5 stars3 months ago
The hosts were very responsive to our needs. They went out of their way to be helpful. We were celebrating a late Christmas and the hosts left up the Christmas tree and put a Christmas tablecloth on the lovely dining room table. The apartment was cozy and met our needs. I liked the beautiful woodwork and plants. The apartment was warm enough except for the front bedroom.

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!
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, 115 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 stars3 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, 130 reviews

Downtown Mich Ave #7| Park View Penthouse +gym

ThanhRating, 5 stars1 week ago
Beautiful spot, cannot be be beat, was a block away from our favorite pizza spot and a few blocks from our dumpling place. The rooftop view is stunning, panoramic view of the city. As for the apt — it was very well laid out, maximizing all of the space and the softest couch we’ve had in any Airbnb to date. Hosts were in constant communication and we were only there for a long weekend university visit. Very happy with the place, would use again this summer or for any future visits to the city.
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, 231 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

DianneRating, 5 stars2 weeks ago
Love this place! It’s peaceful, walkable, plenty of things to do in the area and close to the Lake. Will definitely be back to stay here and visit family. Thanks Kaye, for always being responsive and helpful.
Top 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, 340 reviews

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

MegRating, 5 stars6 days ago
We loved our stay here. The place was very comfortable and spacious. The area was close to restaurants either walking distance or a short drive. Parking was super easy and Susan was very accommodating with us having 2 cars. Would highly recommend this place!
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 stars3 weeks ago
Convenient location with lots of space
Top guest favorite
A spacious living area features a red sofa, a coffee table, and a flat-screen TV mounted on a brick wall. Large windows allow natural light to fill the space. Decorative plants are positioned near the windows, accentuating the room's inviting atmosphere.
Condo in Lincoln Park
4.98 out of 5 average rating, 249 reviews

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

KristinRating, 5 stars3 weeks ago
Great stay!! Perfect location and it suited our family and dogs wonderfully while we weee in Chicago for 4 nights. I passed this listing along to a friend who is looking to stay in the same area. Overall great experience and we loved our time there!

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, 94 reviews

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

PeteRating, 5 stars4 days ago
This condo is well appointed and stocked with coffee, creamer and seasonings. The building has a nice common area with fancy coffees and a decent work out room. We love the location near downtown Evanston and the public transportation to Chicago. We’ve stayed here many times and plan to stay here for all our Chicago visits.
Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 104 reviews

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

JasonRating, 5 stars1 week 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!
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 stars1 month 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 stars1 month 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.
Guest favorite
Condo in Evanston
4.96 out of 5 average rating, 113 reviews

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

XavierRating, 5 stars2 weeks ago
Great place to stay if you visit your daughter or son at Northwestern. The apartment is modern, clean, comfortable, super quiet, walkable distance from commodities. The communication with Mihyun was flawlessly, proactive, helpful. She offered flexibility on check in/out time as well as responsive advice on the surroundings. Thank you, Michelle

Quick stats about condo rentals in West Loop, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    $50 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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