Apartments for Rent in Winnetka, IL with Swimming Pool (6 Rentals)

Elaine Luxury Apartments
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms
Winnetka, IL Local Guide

How much does it cost to rent an apartment in Winnetka?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winnetka Studio Apartments with Swimming Pool | $1,570 | $1,570 | $1,570 |
Winnetka 1 Bedroom Apartments with Swimming Pool | $2,039 | $1,195 | $2,440 |
Winnetka 2 Bedroom Apartments with Swimming Pool | $2,690 | $1,850 | $5,211 |
Browse Top Apartments in Winnetka
See all Apartments in WinnetkaExplore Winnetka
Winnetka, IL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Winnetka, IL
Crow Island Elementary School
New Trier Township H S Winnetka
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winnetka, IL Rentals by Map
See the most popular apartments and homes in Winnetka, IL
Getting Around Winnetka, IL
Walk Score®
80 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
68 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winnetka Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winnetka?
Currently the most affordable Apartment in Winnetka with Swimming Pool is at Elaine Luxury Apartments listed at $2,300.
How much is the average rent for Winnetka Apartments with Swimming Pool?
The average rent for a Apartment in Winnetka with Swimming Pool is $2,897.
What is the largest Winnetka Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winnetka is a 1,153 square feet unit starting from $2,300 at Elaine Luxury Apartments.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.