Vacation rentals in West Side
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Top-rated vacation rentals in West Side
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for West Side vacation rentals
Other great vacation rentals in West Side
Guest favorite
Apartment in Chicago
4.98 out of 5 average rating, 296 reviewsRedesigned Lower Level Studio in Historic Building
Sep 23 – 30
R2,448 ZAR per night
Superhost
Apartment in Chicago
4.84 out of 5 average rating, 130 reviewsPerfect Private Getaway in Perfect Pilsen
Jul 20 – 27
R1,866 ZAR per night
Guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 117 reviewsDesigner Avondale Attic
Jul 8 – 15
R2,184 ZAR per night
Superhost
Apartment in Chicago
5.0 out of 5 average rating, 3 reviewsPerfect 2BD/1BA FREE Park/Laundry minutes to DT
May 9 – 16
R2,443 ZAR per night
Guest favorite
Apartment in Chicago
4.96 out of 5 average rating, 50 reviewsComfy & Private Chicago Studio
Dec 6 – 13
R1,695 ZAR per night
Guest favorite
Apartment in Forest Park
4.86 out of 5 average rating, 14 reviewsCity-Accessible Basement Retreat
Nov 10 – 17
R1,698 ZAR per night
Guest favorite
Home in Chicago
4.89 out of 5 average rating, 35 reviewsBrand New Spacious Duplex
Sep 2 – 9
R3,186 ZAR per night
Guest favorite
Apartment in Chicago
5.0 out of 5 average rating, 18 reviewsCozy Garden Unit in Logan Square
Nov 7 – 14
R1,858 ZAR per night
Destinations to explore
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- Bed and breakfasts West Side
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