Apartment vacation rentals in West Side
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Top-rated apartment rentals in West Side
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for West Side apartment rentals
Weekly apartment rentals
Apartment in Logan Square
4.96 out of 5 average rating, 220 reviewsSpacious apartment in Logan Square
Sep 7 – 14
Apartment in Forest Park
5.0 out of 5 average rating, 222 reviewsLike a Treehouse!
Sep 26 – Oct 3
Apartment in Avondale
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
Jul 22 – 29
Apartment in Wicker Park
4.95 out of 5 average rating, 172 reviewsWicker Park/Bucktown Location
Apartment in Chicago
4.85 out of 5 average rating, 111 reviewsConvenient local, private apt. on the Northside!
Apartment in Chicago
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Apr 21 – 28
Apartment in Oak Park
4.97 out of 5 average rating, 164 reviewsChic Retreat in Historic Victorian House-Park Free
Jan 17 – 24
Apartment in Oak Park
4.88 out of 5 average rating, 128 reviewsA Little Slice of Heaven in Oak Park, IL
Mar 9 – 16
Private apartment rentals
Apartment in Chicago
4.96 out of 5 average rating, 163 reviews2BR Centrally Located in Cozy Hip Logan Square
Apr 17 – 24
Apartment in West Town
4.92 out of 5 average rating, 326 reviewsBright, Modern Apartment in a Vintage Greystone
Mar 4 – 11
Apartment in Chicago
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
Oct 1 – 8
Apartment in Chicago
4.95 out of 5 average rating, 109 reviewsComfortable, modern apartment 20 Min from Downtown
Mar 8 – 15
Apartment in Chicago
4.89 out of 5 average rating, 243 reviewsModern
Oct 17 – 24
Apartment in Chicago
4.81 out of 5 average rating, 370 reviewsWESTERN AVE ARTISTS LOFTS- Park Free
Oct 16 – 23
Apartment in Chicago
4.87 out of 5 average rating, 123 reviewsRemodeled Boho Chic 1 Bed in Hip Logan Square
Jul 23 – 30
Apartment in Chicago
4.85 out of 5 average rating, 273 reviewsHUGE|3br/2ba/Near DT/Free Parking/WI-FI/Pilsen
Nov 18 – 25
Apartment rentals with a hot tub
Apartment in Chicago
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Jul 10 – 17
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Oct 3 – 10
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Mar 27 – Apr 3
Apartment in Chicago
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apr 8 – 15
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 7 – 14
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Jul 26 – Aug 2
Apartment in Chicago
4.95 out of 5 average rating, 19 reviewsSpacious Beautiful Condo
Oct 14 – 21
Apartment in Chicago
5.0 out of 5 average rating, 26 reviewsBelmont Pleasures - hot tub / arcade gaming room
Jan 14 – 21
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