
Westchester Vacation Rentals
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Our top choices for Westchester vacation rentals

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!Westchester
9.8 out of 10, Exceptional, (20 reviews)

Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway
Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private drivewayWestchester
The price is ¥50,921
¥122,182 total
includes taxes & fees
May 25 - May 26

Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer Stay
Modern Luxury 2BR Near Downtown Chicago - Sleeps 6 & Designer StayWestchester
The price is ¥30,036
¥65,488 total
includes taxes & fees
May 11 - May 12

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 ¥18,175
¥35,139 total
includes taxes & fees
May 13 - May 14

Modern Comfort: 1BR Unit w/ Laundry
Modern Comfort: 1BR Unit w/ LaundryDowntown Chicago
8.8 out of 10, Excellent, (18 reviews)
The price is ¥23,032
¥43,941 total
includes taxes & fees
May 26 - May 27

Modern West Loop Gem-City Views & Prime Location 6
Modern West Loop Gem-City Views & Prime Location 6Downtown Chicago
10.0 out of 10, Exceptional, (22 reviews)
The price is ¥25,696
¥90,121 total
includes taxes & fees
May 13 - May 14

Sunlit 1BR Apartment | Warm & Welcoming Space
Sunlit 1BR Apartment | Warm & Welcoming SpaceDowntown Chicago
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥35,410
¥60,567 total
includes taxes & fees
May 21 - May 22

9.4 out of 10, Exceptional, (751 reviews)
The price is ¥25,151
¥38,722 total
includes taxes & fees
May 11 - May 12
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 Westchester Hotel Reviews

Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
Find out more about Westchester
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