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*
17–24 Feb
Home in Galena
4.97 out of 5 average rating, 125 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
2–9 Feb
Home in Galena
4.92 out of 5 average rating, 185 reviewsGalena Getaway
7–14 May
Home in Galena
4.97 out of 5 average rating, 125 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
11–18 Jun
Home in Farmer City
4.98 out of 5 average rating, 93 reviewsPlatypus Hills, Lake, Heated Pool, Hot tub,Firepit
21–28 Apr
Home in Cobden
4.94 out of 5 average rating, 33 reviewsSkyline Getaways
30 Nov – 7 Dec
Home in Morris
5.0 out of 5 average rating, 14 reviewsEvents Welcome! 10-Acre 12,000SF Estate w/ 2 Pools
4–11 Dec
Home in Saybrook
4.89 out of 5 average rating, 28 reviewsTranquil modern country retreat w/hot tub & pool
15–22 Apr
Apartment rentals with a pool
Apartment in Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
14–21 Jul
Apartment in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
2–9 Dec
Apartment in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
24–31 Dec
Apartment in Champaign
5.0 out of 5 average rating, 22 reviewsModern Feel Condo 2 bd /2 bath 1 car garage
21–28 Mar
Apartment in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
8–15 Sep
Apartment in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
26 Oct – 2 Nov
Apartment in Galena
5.0 out of 5 average rating, 6 reviewsLucky Bunker
30 Jun – 7 Jul
Apartment in Galena
4.9 out of 5 average rating, 29 reviewsThe Getaway - Chic 2bd Condo, Golf, Pool & More
13–20 Dec
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