Rentals in Chesterton
Rentals in Chesterton, Indiana
Charming small-town living at the edge of Indiana Dunes National Park, 60 miles southeast of Chicago.
- Average rent range
- ~$900–$1,300/mo
- Commute to Chicago
- ~60 min by South Shore rail
- Population
- ~14,000
Rental data is representative. Check A+ Enterprises for current availability and pricing.
Available now in Chesterton
A selection of current rentals — view all on the A+ Enterprises portal.
Check the A+ Enterprises portal for current availability.
Top schools
- Chesterton High School (9–12)
- Liberty Middle School (7–8)
- Westchester Intermediate (5–6)
- Jackson Elementary (K–4)
Getting around
South Shore Line stop provides rail access to Chicago. US-20 and I-94 nearby. Town is walkable at the center. Car recommended for most errands.
What to do
- Indiana Dunes State Park (direct beach access)
- Downtown Chesterton shops and cafés
- Coffee Creek Watershed Preserve
- European Market (seasonal weekends)
Looking for a furnished short-term stay?
VIA Realty Partners also manages furnished short-term rentals in the Chesterton and greater NWI area. Ideal for those working near the Dunes or in transition.
Browse short-term stays →Questions about renting in Chesterton
Rentals in Chesterton typically range from $900 to $1,300 per month depending on size and location. Check the A+ Enterprises portal for current availability and pricing in the area.
Yes — Chesterton borders Indiana Dunes State Park and is minutes from multiple Indiana Dunes National Park access points. It is one of the closest residential communities to the Dunes lakefront.
Yes. The South Shore Line stops in Chesterton with service to Chicago Millennium Station in approximately 60 minutes. It is one of the few NWI communities with convenient rail access.
Ready to find your home in Chesterton?
Browse current listings through A+ Enterprises or reach out to us with questions.
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