Vacation 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.
Vacation 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 Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Chicago
4.87 out of 5 average rating, 39 reviewsLuxury Cabin in Lakeview
Home in Chicago
4.82 out of 5 average rating, 17 reviews2Bed+2Bath PentHouse in South Loop
Home in Riverwoods
Riverwoods Nature Retreat
Home in Bloomingdale
5.0 out of 5 average rating, 3 reviewsWhole House in Bloomingdale, IL
Home in Skokie
Skokie town home
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 150 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Lisle
4.96 out of 5 average rating, 47 reviewsPeaceful Condo in Lisle, Illinois
Condo in Elk Grove Village
4.95 out of 5 average rating, 57 reviewsJust remodeled apartment close to airport and mall
Condo in Lombard
4.97 out of 5 average rating, 37 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Condo in Chicago
4.79 out of 5 average rating, 19 reviewsLovely condo studio
Condo in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Condo in Evanston
4.94 out of 5 average rating, 72 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
Condo in Evanston
4.95 out of 5 average rating, 79 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Quick stats about vacation 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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