Holiday rentals with a pool in Near North Side, Chicago
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Near North Side, Chicago
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Near North Side, Chicago rentals with a pool
House rentals with a pool
Home in Chicago
4.87 out of 5 average rating, 38 reviewsLuxury Cabin in Lakeview
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Schaumburg
5.0 out of 5 average rating, 4 reviewsParadise 4BR w/ Pool & Games
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Home in Gary
4.82 out of 5 average rating, 214 reviewsOasis , Near Beach, Hard Rock and Dunes
Home in Chicago
4.81 out of 5 average rating, 16 reviews2Bed+2Bath PentHouse in South Loop
Apartment rentals with a pool
Apartment in Chicago
4.74 out of 5 average rating, 148 reviewsCentral Downtown Location-Modern 2BR Condo
Apartment in Lisle
4.96 out of 5 average rating, 45 reviewsPeaceful Condo in Lisle, Illinois
Apartment in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Apartment in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Apartment in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Apartment in Chicago
4.78 out of 5 average rating, 18 reviewsLovely condo studio
Apartment in Evanston
4.95 out of 5 average rating, 79 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Apartment in Evanston
4.94 out of 5 average rating, 71 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Quick stats about holiday rentals with a pool in Near North Side, Chicago
Total rentals
720 properties
Wifi availability
720 properties include access to wifi
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Pet-friendly rentals
470 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
5.8K reviews
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