Condo vacation rentals in West Side
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Top-rated condo rentals in West Side
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for West Side condo rentals
Weekly condo rentals
Condo in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Dec 5 – 12
Condo in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
Oct 17 – 24
Condo in Chicago
4.86 out of 5 average rating, 437 reviewsHumboldt Park Traveler's Lodge
Jun 20 – 27
Condo in Oak Park
4.98 out of 5 average rating, 126 reviewsPicture Perfect 3Bed Steps from Train and FLW
Sep 9 – 16
Condo in Chicago
4.93 out of 5 average rating, 187 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Dec 26 – Jan 2
Condo in Chicago
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Nov 21 – 28
Condo in Chicago
4.93 out of 5 average rating, 217 reviewsThe Upscale Getaway Near Downtown
Aug 25 – Sep 1
Condo in Chicago
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Jun 15 – 22
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 567 reviewsSpacious Evanston Unit - Walk to Northwestern U
Feb 18 – 25
Condo in Chicago
4.95 out of 5 average rating, 129 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Oct 18 – 25
Condo in Chicago
4.99 out of 5 average rating, 182 reviewsPets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Nov 1 – 8
Condo in Chicago
4.91 out of 5 average rating, 297 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 19 – 26
Condo in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Sep 17 – 24
Condo in Lincoln Park
4.78 out of 5 average rating, 199 reviewsModern Luxury In Old Town - Sleeps 4
Oct 20 – 27
Condo in Chicago
4.87 out of 5 average rating, 239 reviewsSpacious & Stylish Home at the ♥ of Wicker Park
Dec 23 – 30
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
Jul 14 – 21
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 146 reviewsCentral Downtown Location-Modern 2BR Condo
Jul 21 – 28
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Dec 2 – 9
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
Jan 28 – Feb 4
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Oct 26 – Nov 2
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Oct 2 – 9
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Oct 30 – Nov 6
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Jul 21 – 28
Room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Dec 11 – 18
Destinations to explore
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