$1,995
1 bed • 1 bath • 750 sqft • Condo
545 Chestnut St, Winnetka, IL, 60093
13 Results
$1,995
1 bed • 1 bath • 750 sqft • Condo
545 Chestnut St, Winnetka, IL, 60093
$2,250
2 beds • 1 bath • 800 sqft • Condo
896 Green Bay Rd 6, Winnetka, IL, 60093
$1,895
1 bed • 1 bath • 750 sqft • Condo
896 Green Bay Rd, Winnetka, IL, 60093
$3,300
3 beds • 1.5 baths • 1,460 sqft • Townhome
1714 Colonial Ln 1, Northfield, IL, 60093
$3,745
3 beds • 2.5 baths • 1,500 sqft • Townhome
158 Green Bay Rd Unit 158, Glencoe, IL, 60022
$2,350
1 bed • 1 bath • 700 sqft • Apartment
545 Chestnut St Unit 817-205, Winnetka, IL, 60093
$2,695
2 beds • 1 bath • 900 sqft • Apartment
545 Chestnut St Unit 307, Winnetka, IL, 60093
$1,995
1 bed • 1 bath • 600 sqft • Apartment
545 Chestnut St Unit 203, Winnetka, IL, 60093
$1,745
1 bed • 1 bath • 750 sqft • Apartment
918 Green Bay Rd Unit 3E, Winnetka, IL, 60093
$2,250
2 beds • 1 bath • 900 sqft • Apartment
894 Green Bay Rd Unit 896-06, Winnetka, IL, 60093
$1,870
1 bed • 1 bath • 770 sqft • Apartment
460 Winnetka Ave., Winnetka, IL, 60093
$1,950
1 bed • 1 bath • 915 sqft • Apartment
460 Winnetka Ave., Winnetka, IL, 60093
$2,750
2 beds • 2 baths • 1,400 sqft • Apartment
800 Oak Street, Winnetka, IL, 60093
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Based on 11 active Rentler listings in Winnetka, IL. Updated daily.
The fastest way to find affordable rentals in Winnetka is to use Rentler's price filters — browse apartments under $800, under $1,000, or under $1,500 to see current inventory at each threshold. Availability at the lower price tiers changes quickly, so checking back regularly or setting a listing alert is worth doing. Older buildings and units further from city center tend to offer the most room on price.
Yes — Winnetka has pet-friendly rentals listed on Rentler across apartments, houses, and townhomes. Use the pet-friendly filter to see only properties that accept animals. Policies vary by landlord — breed restrictions, weight limits, and whether a pet deposit or monthly pet rent applies are all worth confirming directly before submitting an application. Large-dog-friendly inventory tends to be stronger in suburban and townhome-style properties than in dense apartment buildings.
Rentler doesn't have a dedicated luxury filter, but you can surface higher-end rentals in Winnetka by sorting listings by highest price and combining the recent-build and furnished filters. Newer construction properties typically offer the most upscale finishes available — in-unit laundry, stainless appliances, quartz countertops, and on-site amenities like a fitness center or pool.
Rentler focuses on traditional lease rentals rather than short-term or vacation stays. For stays under 3 months, platforms like Furnished Finder or Airbnb may have more options. For 3–6 month furnished leases in Winnetka, use Rentler's furnished filter, which occasionally includes properties with flexible lease terms. Contact landlords directly to ask about lease length flexibility before applying.
Some landlords on Rentler offer move-in incentives like first month free, reduced security deposits, or waived application fees — especially during slower leasing seasons (October through February). These aren't filterable on Rentler directly. The best approach is to contact landlords on listings you're interested in and ask about current promotions before submitting an application.
Most landlords in Winnetka require a government-issued photo ID, proof of income (typically 2.5–3x the monthly rent in gross income), recent pay stubs or bank statements, and consent for a background and credit check. Rentler applications are saved to your account so you can submit to multiple properties without re-entering your information each time. Having all documents ready before you find a unit puts you ahead of applicants who need extra time to gather materials.
State law provides several baseline protections for all renters: security deposits must typically be returned within a set window after move-out with an itemized deduction statement; landlords must give advance notice before entering a unit except in emergencies; and all rentals must meet basic habitability standards. For city-specific tenant protections, check with your local municipality — some cities have additional renter ordinances beyond state law.











