Apartment vacation rentals in West Side
Find and book unique apartments on Airbnb
Top-rated apartment rentals in West Side
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for West Side apartment rentals
Weekly apartment rentals
Apartment in Chicago
4.98 out of 5 average rating, 300 reviewsRedesigned Lower Level Studio in Historic Building
Apartment in Chicago
4.95 out of 5 average rating, 111 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Berwyn
4.87 out of 5 average rating, 387 reviewsBerwyn Musical Apartment
Apartment in Chicago
4.89 out of 5 average rating, 341 reviewsSunny Logan Square Artists' home
Apartment in Chicago
4.98 out of 5 average rating, 199 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Apartment in Chicago
4.87 out of 5 average rating, 126 reviewsRemodeled Boho Chic 1 Bed in Hip Logan Square
Apartment in Chicago
4.99 out of 5 average rating, 145 reviewsChicago Airbnb Newly Remodeled 2-Unit Apartment!
Apartment in Berwyn
4.87 out of 5 average rating, 140 reviewsThe Green Bungalow: Charming 1-BR apt. with patio
Private apartment rentals
Apartment in Forest Park
5.0 out of 5 average rating, 226 reviewsLike a Treehouse!
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Apartment in Oak Park
4.84 out of 5 average rating, 497 reviewsSunny Jumbo Studio NO cleaning fee!
Apartment in Chicago
4.86 out of 5 average rating, 236 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Apartment in Chicago
4.98 out of 5 average rating, 132 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in Forest Park
4.93 out of 5 average rating, 588 reviewsPeaceful oasis in Forest Park
Apartment in Chicago
4.95 out of 5 average rating, 256 reviewsHeart of Bucktown
Apartment in Chicago
4.89 out of 5 average rating, 244 reviewsModern
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
Apartment in Berwyn
4.91 out of 5 average rating, 205 reviews“Dream slice of urban homesteading.”
Apartment in Near South Side
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Chicago
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apartment in Chicago
4.91 out of 5 average rating, 33 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Chicago
4.82 out of 5 average rating, 22 reviewsSpacious Beautiful Condo
Apartment in Chicago
5.0 out of 5 average rating, 28 reviewsBelmont Pleasures - hot tub / arcade gaming room
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsThe Downtown Oasis (2BD / 2BA)
Destinations to explore
- Downtown Chicago Vacation rentals
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- Rentals with a hot tub West Side
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