
Luxury Homes for Rent in Winnetka, IL (40 Rentals)
The most luxurious Homes in Winnetka with high-end amenities, features, and finishes.


772 Green Bay Rd

701 Elm St

116 Woodland Ave

1443 Scott Ave

510 Ash St

314 Woodland Ave

82 Woodley Rd

10033 Frontage Rd
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

822 Skokie Blvd

1703 Colonial Ln

1703 Northfield Square

330 Forestway Dr

620 Prairie Ave

821 Long Rd

530 Dundee Rd

245 Sunset Dr

335 Leclaire Ave

823 Leclaire Ave

1725 N Happ Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

418 Ridge Rd

1836 Wildberry Dr

138 Green Bay Rd

419 Greenleaf Ave

608 Lavergne Ave

3001 Hartzell St

634 Laporte Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

3036 Highland Ave

630 Vernon Ave, Unit 12

630 Vernon Ave

1524 Gregory Ave

1128 Greenleaf Ave

621 Prairie Ave

1636 Forest Ave

624 Vernon Ave

1005 Ashland Ave

3234 Park Pl

159 Abingdon Ave

2117 Wilmette Ave

21 Lakewood Dr
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 a home in Winnetka?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winnetka 2 Bedroom Homes for Rent | $2,926 | $2,395 | $3,595 |
Winnetka 3 Bedroom Homes for Rent | $4,158 | $2,250 | $7,000 |
Winnetka 4 Bedroom Homes for Rent | $6,543 | $3,600 | $10,000+ |
Winnetka 5 Bedroom Homes for Rent | $12,780 | $7,200 | $10,000+ |
Winnetka 6 Bedroom Homes for Rent | $13,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winnetka
Explore Winnetka
Winnetka, IL Local Guide
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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.
Frequently Asked Questions about Winnetka
What type of rentals are currently available in Winnetka?
There are currently 83 Apartments for Rent in Winnetka, IL with pricing that ranges from $1,400 to $7,170. There are also 60 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winnetka ranging from $1,445 to $29,000.
What is the current price range for Rental Homes in Winnetka?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winnetka ranges from $1,445 to $29,000 with an average monthly rent of $6,150.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.