Holiday rentals with a pool in Illinois
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Illinois
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 Illinois rentals with a pool
House rentals with a pool
Home in Highland Park
4.9 out of 5 average rating, 125 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
23 – 30 Jan
Home in Galena
4.97 out of 5 average rating, 124 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
2 – 9 Feb
Home in Galena
4.96 out of 5 average rating, 242 reviewsComfortable 4 Bed 4 Bath in the Galena Territory!
16 – 23 Feb
Home in Galena
4.97 out of 5 average rating, 125 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
29 July – 5 Aug
Home in Farmer City
4.98 out of 5 average rating, 93 reviewsPlatypus Hills, Lake, Heated Pool, Hot tub,Firepit
16 – 23 Apr
Home in Cobden
4.94 out of 5 average rating, 33 reviewsSkyline Getaways
20 – 27 Feb
Home in Galena
5.0 out of 5 average rating, 40 reviewsCozy Galena Townhome
28 Dec – 4 Jan
Home in Saybrook
4.89 out of 5 average rating, 28 reviewsTranquil modern country retreat w/hot tub & pool
16 – 23 May
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
30 June – 7 July
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
2 – 9 Dec
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
15 – 22 Jan
Condo in Champaign
5.0 out of 5 average rating, 22 reviewsModern Feel Condo 2 bd /2 bath 1 car garage
26 Jan – 2 Feb
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
8 – 15 Nov
Condo in Galena
5.0 out of 5 average rating, 6 reviewsLucky Bunker
7 – 14 Jan
Condo in Galena
4.9 out of 5 average rating, 29 reviewsThe Getaway - Chic 2bd Condo, Golf, Pool & More
9 – 16 Apr
Condo in Downers Grove
4.9 out of 5 average rating, 52 reviewsUpscale, Washer Dryer, Smoke Free, Pet Free,
28 May – 4 June
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