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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, (1 review)
The price is CHF 221
includes taxes & fees
6 Apr - 7 Apr

9.2 out of 10, Wonderful, (1,118 reviews)
The price is CHF 134
includes taxes & fees
5 Apr - 6 Apr

West Loop Living – Bright 1BR
West Loop Living – Bright 1BRDowntown Chicago
10.0 out of 10, Exceptional, (8 reviews)
The price is CHF 182
includes taxes & fees
8 Apr - 9 Apr

Modern Comfort: 1BR Unit w/ Laundry
Modern Comfort: 1BR Unit w/ LaundryDowntown Chicago
9.4 out of 10, Exceptional, (16 reviews)
The price is CHF 141
includes taxes & fees
12 Apr - 13 Apr

Sunlit 1BR Apartment | Warm & Welcoming Space
Sunlit 1BR Apartment | Warm & Welcoming SpaceDowntown Chicago
10.0 out of 10, Exceptional, (2 reviews)
The price is CHF 182
includes taxes & fees
8 Apr - 9 Apr

Modern 2BR Retreat Near Old Town & Lincoln Park
Modern 2BR Retreat Near Old Town & Lincoln ParkNear North Side
10.0 out of 10, Exceptional, (12 reviews)

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, (5 reviews)
The price is CHF 171
includes taxes & fees
27 Apr - 28 Apr

9.0 out of 10, Wonderful, (456 reviews)
The price is CHF 210
includes taxes & fees
5 Apr - 6 Apr
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

Eurostars Magnificent Mile
10/10 Excellent
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