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Featured Condo Rentals in Southwest Side

Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

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 Chic Urban Oasis Near the Lake!
Beach

The Chic Urban Oasis Near the Lake!

8.0 out of 10, Very good, (7)
"Everything about the host and stay was amazing this will be my go to spot for my family and me"
The Chic Urban Oasis Near the Lake!
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Fridge, microwave, oven, stovetop

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (37)
"Fantastic! Great location, parking spot available, very clean! "
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Downtown Mich Ave #7| Park View Penthouse +gym
Property grounds

Downtown Mich Ave #7| Park View Penthouse +gym

9.8 out of 10, Exceptional, (6)
"Great location...host quick response..."
Downtown Mich Ave #7| Park View Penthouse +gym
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Fridge, microwave, stovetop, dishwasher

Urban Chicago Escape ~ 1 Mi to Local Beaches!

9.4 out of 10, Exceptional, (20)
"We met friends for the weekend. This was such a fun, comfortable place to stay. Plus it was a 5 minute walk to the train station, which made sight seeing in Chicago so accessible! We would definitely stay again!"
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Entire 2 bedroom with Office & Deck!
Property grounds

Entire 2 bedroom with Office & Deck!

9.0 out of 10, Wonderful, (12)
"Good stay"
Entire 2 bedroom with Office & Deck!
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

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
Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (183)
"We enjoyed our stay in Rogers Park. The property was nice and a welcome retreat at the end of the day. "
Walking distance to restaurants, shops and Lake Michigan,
Elizabeth by Coast to Cactus | Chic Artists Loft
Interior

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
NEW LUXURY CONDO WITH PATIO DECK
Property grounds

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (173)
"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
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Exterior

Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions

8.0 out of 10, Very good, (8)
"We enjoyed our stay, and the condo was perfect for my daughter and me. Great location, prompt responses to all communication with owner, super clean and very comfy beds! Main building corridor could use some sprucing up, but nothing major. Overall, very satisfied! Thanks, Khoy!"
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Walk to Train: Convenient Skokie Condo!
Interior

Walk to Train: Convenient Skokie Condo!

2.0 star property
10.0 out of 10, Exceptional, (2)
"The condo was spacious and situated in a nice area. Place is located nearby the yellow Skokie CTA line to take you into the city for activities. Host was helpful and quick to respond to any questions we had."
Walk to Train: Convenient Skokie Condo!
Wrigleyville Inn - Unit 1
Terrace/patio

Wrigleyville Inn - Unit 1

10.0 out of 10, Exceptional, (25)
"This home is beautiful, clean, and very well appointed. The location is great and in walking distance to so much. "
Wrigleyville Inn - Unit 1
Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba
Smart TV, books

Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba

9.4 out of 10, Exceptional, (26)
"Location was super close to everything downtown Chicago has to offer! Host was super responsive and was communicative the whole time"
Downtown MICH AVE#4 King Beds Grant Park, 2bd/2ba
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

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
Fun Downtown Penthouse #3 | Vintage +balcony&gym
Exterior

Fun Downtown Penthouse #3 | Vintage +balcony&gym

9.6 out of 10, Exceptional, (13)
"The location is fantastic with the red L line popping out across the street. Small markets to get necessities nearby with plenty of restaurants. We had a family of four but it worked great for us. We had a few questions that came up and the management was very quick to respond. A"
Fun Downtown Penthouse #3 | Vintage +balcony&gym
Just remodeled apartment close to airport and mall
Private kitchen

Just remodeled apartment close to airport and mall

10.0 out of 10, Exceptional, (11)
"The location was great for my purposes, nice apartment, great neighborhood and close to the airport."
The price is AU$392
includes taxes & fees
9 Aug - 10 Aug
Just remodeled apartment close to airport and mall
Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (109)
"Very clean, good location. "
Stunning 3 BR in prime Chicago location
The Upscale Getaway Near Downtown
Fridge, microwave, oven, stovetop

The Upscale Getaway Near Downtown

9.8 out of 10, Exceptional, (90)
"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
Safe Dtown Park VIEWS Mich Ave, Museums 2bd/2ba
Interior

Safe Dtown Park VIEWS Mich Ave, Museums 2bd/2ba

9.8 out of 10, Exceptional, (38)
"The property was exactly as described. It’s in a great location close to the museum campus. Bedrooms were spacious with comfortable beds and excellent closet space. Kitchen was well stocked with everything we needed. it was perfect for our trip and we would consider staying again."
Safe Dtown Park VIEWS Mich Ave, Museums 2bd/2ba
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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