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Browse Select West Side Condo Rentals

Experience Chicago living near United Center
Enjoy cooking in this well-equipped kitchen with a central island, white cabinetry, and granite countertop.

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (16)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center
The Suite Spot • Eclectic • Modern • Central • Sleeps 6
Enjoy a peaceful retreat on the balcony with a seating area and stunning views.

The Suite Spot • Eclectic • Modern • Central • Sleeps 6

10.0 out of 10, Exceptional, (18)
"Great Place, would stay there again!"
The Suite Spot • Eclectic • Modern • Central • Sleeps 6
NEW LUXURY PENTHOUSE CONDO
Relax in a stylish seating area with a wicker sofa, armchair, and coffee table, surrounded by lush greenery and a brick wall.

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (185)
"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "
NEW LUXURY PENTHOUSE CONDO
Entire 2 bedroom with Office & Deck!
Enjoy panoramic views of the surrounding cityscape from this rooftop terrace.

Entire 2 bedroom with Office & Deck!

9.0 out of 10, Wonderful, (12)
"Good stay"
Entire 2 bedroom with Office & Deck!
NEW LUXURY CONDO WITH PATIO DECK
Relax on the covered patio with a wooden deck, wicker table, and chair.

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (175)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK
Elizabeth by Coast to Cactus | Chic Artists Loft
Enjoy a formal dining experience with a beautifully set table, complete with teapot and pitcher, in this stylish space.

Elizabeth by Coast to Cactus | Chic Artists Loft

9.2 out of 10, Wonderful, (20)
"Great place, excellent location and close to the trains!!!!"
Elizabeth by Coast to Cactus | Chic Artists Loft
Experience Chicago living near United Center
Enjoy cooking in this well-lit kitchen with a dishwasher, microwave, and oven.

Experience Chicago living near United Center

9.2 out of 10, Wonderful, (26)
"overall place is good, the only bad thing is the location!"
Experience Chicago living near United Center
Chicago 1BR Condo w Free Gated Parking & Highspeed Internet
Relax in this stylish living room with a sofa, armchair, and coffee table.

Chicago 1BR Condo w Free Gated Parking & Highspeed Internet

10.0 out of 10, Exceptional, (1)
"Nate was an extremely accommodating host, and his apartment has everything you need for your stay. Location is 10 minutes from downtown and if you have a car, the parking spot in the back made it very convenient. Would highly recommend Nate’s apartment to anyone! "
Chicago 1BR Condo w Free Gated Parking & Highspeed Internet
GARAGE PARKING! Stay in, Walk to Great Local Spots, Grab the CTA, or Hop on I-290 - the Perfect Location for All Your Adventures by AllSet Turnover
Relax in this inviting living space with a comfortable sofa, coffee table, and kitchen area.

GARAGE PARKING! Stay in, Walk to Great Local Spots, Grab the CTA, or Hop on I-290 - the Perfect Location for All Your Adventures by AllSet Turnover

9.2 out of 10, Wonderful, (11)
"Very nice stay with one issue that was taken care of , we will stay there again next year"
GARAGE PARKING! Stay in, Walk to Great Local Spots, Grab the CTA, or Hop on I-290 - the Perfect Location for All Your Adventures by AllSet Turnover
Hidden East Village Gem
Smart TV

Hidden East Village Gem

9.4 out of 10, Exceptional, (42)
"Great property, host, location and stay!"
Hidden East Village Gem
Chicago-Themed Apartment in West Town, Close to transportation and shops.
Relax outdoors with a patio featuring a table, chairs, and lush greenery.

Chicago-Themed Apartment in West Town, Close to transportation and shops.

8.0 out of 10, Very good, (5)
"Great apartment "
Chicago-Themed Apartment in West Town, Close to transportation and shops.
Prime Location! Modern 3 Bed 3 Bath Rental in Chicago
Relax in this inviting living room with a sofa, chairs, and a coffee table, offering a view of the outdoors through the large window.

Prime Location! Modern 3 Bed 3 Bath Rental in Chicago

10.0 out of 10, Exceptional, (30)
"Stayed here for a weekend to explore Chicago and this place was perfect. House was clean, well kept and has a great layout. The location is also perfect for exploring the greater Chicago area. Would definitely stay here again. "
Prime Location! Modern 3 Bed 3 Bath Rental in Chicago
Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District
Stunning residential area with multi-story buildings, balconies, and lush greenery.

Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District

10.0 out of 10, Exceptional, (1)
"Jorie was wonderful she was really helpful with navigating the area and finding food. She was also very accommodating and made tasty popcorn. And although it’s a shared space she was very happy to offer what ever was needed to make you comfortable I really enjoyed her company and staying in her house only downside is the fire station which isn’t too bad just they are there but the location is great the bus to get downtown is right outside the building and to get to most attractions is just a 2-3...
Sunlit Room+Bath in Chicago Condo near United Center, West Loop, & Med District
The Upscale Getaway Near Downtown
Enjoy cooking in this well-equipped kitchen with a central island, dishwasher, and stainless steel stove.

The Upscale Getaway Near Downtown

9.8 out of 10, Exceptional, (91)
"Great stay! The rental was clean, well-maintained, and conveniently located right next to the Blue Line train, making it easy to get around & into the city & surrounding areas. "
The Upscale Getaway Near Downtown
Relaxing Chicago Vibe - Minutes away from major attractions
Enjoy cooking in this well-equipped kitchen with a stainless steel range, microwave, and gas stove.

Relaxing Chicago Vibe - Minutes away from major attractions

2.0 star property
Relaxing Chicago Vibe - Minutes away from major attractions
Spacious Wicker Park Hideaway with Parking!
Enjoy meals in the kitchen with a central island and dining area, featuring a stove, microwave, and refrigerator.

Spacious Wicker Park Hideaway with Parking!

8.6 out of 10, Excellent, (14)
"Need more chairs Need more hooks Need more kitchen plates, glasses, pots and pans Noise was a serious detracting factor Convenient location"
Spacious Wicker Park Hideaway with Parking!
West Town Wonder
Stylish residential building with a distinctive corner section and balcony.

West Town Wonder

9.6 out of 10, Exceptional, (4)
"Great location and the place is very comfortable."
West Town Wonder
3BD West Town Gem: Explore the Windy City in Style
Enjoy cooking in this kitchen with a stainless steel refrigerator, oven, and gas stove, plus a window with a view.

3BD West Town Gem: Explore the Windy City in Style

10.0 out of 10, Exceptional, (3)
"Great place to stay for our group of 5 adults - clean, spacious enough to spread but also cozy and comfortable to spend time together. We loved the neighborhood - good walkability and a short walk to the train station so we could easily get around the city. The host was very helpful and responsive. Would stay here again. "
3BD West Town Gem: Explore the Windy City in Style
Luxuriant, Foodie, Culture,
Relax on the balcony with a sofa and armchairs, taking in the view of the surrounding residential area.

Luxuriant, Foodie, Culture,

9.2 out of 10, Wonderful, (22)
"Perfect location, condo was amazing. Thank you very much!"
Luxuriant, Foodie, Culture,
Updated Designer Duplex In Fulton Market W/parking
Relax in this stylish living room with a large sofa, coffee table, and side table, offering a view of the city.

Updated Designer Duplex In Fulton Market W/parking

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay! The place was spotless and looked exactly like the photos online—no surprises, just as advertised. The space was well-appointed with everything we needed, from stylish cocktail glasses to quality pans and bowls. The beds were super comfortable, and the outdoor area was a really nice bonus. We felt right at home and will definitely be back the next time we're in Chicago!"
Updated Designer Duplex In Fulton Market W/parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Side Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Nice hotel and with easy access"
Kayla 3-night trip
Posted 2 days ago
Crowne Plaza Chicago West Loop by IHG