Holiday rentals with a pool in West Loop, Chicago
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Loop, Chicago
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Loop, Chicago rentals with a pool
House rentals with a pool
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
25 May – 1 Jun
Home in Chicago
4.86 out of 5 average rating, 36 reviewsLuxury Cabin in Lakeview
7–12 Jul
Home in Chicago
4.8 out of 5 average rating, 15 reviews2Bed+2Bath PentHouse in South Loop
23–30 Nov
Home in Skokie
Skokie town home
2–9 Aug
Apartment rentals with a pool
Apartment in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
9–16 Dec
Apartment in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
21–28 Nov
Apartment in Downers Grove
4.9 out of 5 average rating, 52 reviewsUpscale, Washer Dryer, Smoke Free, Pet Free,
28 May – 4 Jun
Apartment in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
29 Jan – 5 Feb
Apartment in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
7–14 Jul
Apartment in Evanston
4.96 out of 5 average rating, 78 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
10–17 Dec
Apartment in Evanston
4.97 out of 5 average rating, 71 reviews"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
29 Jan – 5 Feb
Apartment in Evanston
4.94 out of 5 average rating, 69 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
24–31 Jul
Quick stats about holiday rentals with a pool in West Loop, Chicago
Total rentals
250 properties
Wifi availability
250 properties include access to wifi
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Pet-friendly rentals
210 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
770 reviews
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