A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chesterton condo rentals

A wooden deck with a barbecue, outdoor seating, and a swing.

1. The RoofTop Skybar @ Lake Avenue Mansion #2

The RoofTop Skybar @ Lake Avenue Mansion #2
Michigan City
8.0 out of 10, Very good, (2 reviews)
"Good amenities and great location. House is nice and clean and is an 2 minute walk to the beach. Would be an awesome spot to rent out for an 2-3 day trip in the middle of the summer when it is really warm outside. The host was very easy to communicate with. The only downfall was that the fire pit wasn’t working during our visit, and the grill was dirty the scraper was broke. "
United States
Jerry M.
$460 nightly
The price is $491
Sep 30 - Oct 1
Total with taxes and fees
The RoofTop Skybar @ Lake Avenue Mansion #2
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

2. Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
$256 nightly
The price is $287
Oct 22 - Oct 23
Total with taxes and fees
Free Breakfast. Indoor Pool. Gym. Business Center.
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

3. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
$393 nightly
The price is $440
Oct 22 - Oct 23
Total with taxes and fees
2 Bedroom | Free Daily Breakfast. Indoor Pool.
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

4. King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very good, (1 review)
$393 nightly
The price is $440
Oct 22 - Oct 23
Total with taxes and fees
King Bed Suite | Indoor Pool. Free Breakfast.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterton Hotel Reviews

Spring House Inn

Spring House Inn

8/10 Good
"The pool and sauna were a wonderful perk and well-maintained. The place would be beautiful if they didn't have an overly large parking lot and chunks of concrete where the woods should be if this were truly a 'woodsy' retreat as they advertise. They could go a long way to improve the woods around their area."
Patricia 2-night trip
Posted 1 hour ago
Spring House Inn

Find out more about Chesterton

Chesterton Condo Rentals information

Number of reviews
2
Accommodation
34 Condo Rentals
Lowest Price
$287
Highest Price
$491

Frequently asked questions

Why book your condo in Chesterton with Expedia?
Booking a condo in Chesterton is as easy as clicking on your travel dates and picking a place that meets your needs. Looking for something luxurious or low cost, or a stay that also includes a pool? Use Expedia's search filters to further narrow your search results and find your perfect match.
How can I find cheap condos in Chesterton?
With Expedia's handy filter tool, scoring cheap condos in Chesterton is a breeze. To view properties that'll make your wallet happy, narrow down your search by star rating, budget and amenities.
What is there to do in Chesterton near my condo?
There are tons of fun things to put on your itinerary in Chesterton. Don't miss renowned attractions like Indiana Dunes State Park, Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve. Lustron House, Chellberg Farm and Cowles Bog Trailhead are other must-do's.

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