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Southwest Side Holiday Rentals
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Our top choices for Southwest Side holiday rentals
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
Rachel
The price is HK$684
HK$2,227 total
includes taxes & fees
26 May - 27 May
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | ArcadeBrighton Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
Jessica H.
The price is HK$799
HK$2,306 total
includes taxes & fees
2 Jun - 3 Jun
9.2 out of 10, Wonderful, (1,169 reviews)
"Spacious apartment with stunning view. A great stay!!"
Tina
The price is HK$1,192
HK$1,629 total
includes taxes & fees
25 May - 26 May
9.4 out of 10, Exceptional, (760 reviews)
"Great place to stay."
Benedictine
The price is HK$1,227
HK$1,900 total
includes taxes & fees
25 May - 26 May
Chic Studio in the Heart of the Gold Coast
Chic Studio in the Heart of the Gold CoastDowntown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
Seynabou
The price is HK$1,151
HK$2,080 total
includes taxes & fees
8 Jun - 9 Jun
Sunlit 1BR Apartment | Warm & Welcoming Space
Sunlit 1BR Apartment | Warm & Welcoming SpaceDowntown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
Tyler B.
The price is HK$846
HK$1,733 total
includes taxes & fees
25 May - 26 May
9.0 out of 10, Wonderful, (480 reviews)
"Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again. "
Lissa
The price is HK$1,345
HK$1,772 total
includes taxes & fees
26 May - 27 May
West Loop Living – Bright 1BR
West Loop Living – Bright 1BRDowntown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
2k G.
The price is HK$846
HK$1,733 total
includes taxes & fees
25 May - 26 May
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 Southwest Side Hotel Reviews
Hilton Chicago/Magnificent Mile Suites
8/10 Good
Find out more about Southwest Side
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Look no further and take a look at our great range of rental properties in Southwest Side!
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