Chesterton Apartment Rentals from CA $199

A wooden staircase ascending a sandy hill with sparse vegetation.

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Our top choices for Chesterton apartments

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Chesterton

Piotr S.

CA $234 total

includes taxes & fees

Aug 2 - Aug 3

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

Porter

Cody

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Michigan City

Sean B.

CA $503 total

includes taxes & fees

Aug 10 - Aug 11

The Moroccan Hideaway

Michigan City

Irene D.

CA $485 total

includes taxes & fees

Jul 20 - Jul 21

Downtown Getaway 2

Michigan City

Elise B.

CA $303 total

includes taxes & fees

Jul 20 - Jul 21

Cozy loft inside a vintage store on an animal rescue farm in Westville, IN

Westville

Mary A.

CA $439 total

includes taxes & fees

Jul 17 - Jul 18

Newely Remodeled Studio!

Michigan City

JoC S.

CA $249 total

includes taxes & fees

Aug 9 - Aug 10

1 bedroom, iron/ironing board, WiFi (free), bed sheets

Classic One-Bedroom apartment with King Bed

La Porte

CA $521 total

includes taxes & fees

Aug 4 - Aug 5

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Top Chesterton Hotel Reviews

Quality Inn Near Interstate I94

8/10 Good

"Nice place for the price. The rooms could use a little TLC. Ripped carpet and “stuff” on walls."

Four Winds Casino Resort – New Buffalo

10/10 Excellent

"This place is really nice, the slot machines were fair, we didn't hit any big jackpots but did come out ahead with all the lower jackpot wins. The really only kinda negative thing was we had to park in the customer parking lot and haul our luggage up a sidewalk quite a far distance to check in. We could've came in thru the casino entrance and walk down the long hallway to get to the check-in counter but didn't. It would've been nice to have a drive up to the check-in area. But we were totally satisfied with everything else, the lady checking us in was super nice and answered all our questions and really made us feel that our visit was appreciated. We ate at the Timbers Cafe and they had a $5.50 cheeseburger special and it was a really good burger too. The king size bed standard room was really nice too. We will definitely go back to this place again."

Comfort Inn & Suites Porter near Indiana Dunes

10/10 Excellent

"Very nice stay at this hotel. The breakfast was "minimal" continental style. Would have liked to see some additional fruit choices besides apples. Bananas or oranges would have been nice options. The pool and hot tub area was nice. The floor is very slippery when wet so be careful! Overall this was a great location for us and visiting the Dunes areas."

The Blue Heron Inn

8/10 Good

"We had a relaxing stay at the Blue Heron. They have a nice breakfast in a cute breakfast area. The dockside bar and restaurant was very good and convenient with excellent service. We also tried out the onsite steakhouse (T-bones), great food and drinks. One of the best things about our stay was the view from our balcony. We had an upper floor facing the lake. The sunset was beautiful. The check-in staff was very nice and helpful. My one disappointment with our stay was we were charged a different price than what the original confirmation stated. "

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

10/10 Excellent

"The house was amazing! Kitchen was fully stocked. House was clean and had everything we needed for my family of 4. The views were spectacular and the beach was pristine! Already booked for vacation next year!"

Hilton Garden Inn Chesterton

10/10 Excellent

"We really enjoyed our stay! It was clean and the staff was very friendly. We traveled with our 2 dogs and there is a large lawn for them to stretch their legs. My only very minor complaints: the ice maker on our floor wasn’t working properly, and our bathroom sink drain was clogged and drained very slowly. I would recommend this hotel to other travelers."

Find out more about Chesterton

Chesterton Apartments information

Number of reviews	301
Accommodation	122 Apartments
Lowest Price	CA $199
Highest Price	CA $970

Frequently asked questions

What's it like to stay at an apartment in Chesterton?

You'll find 8 apartments to choose from in Chesterton for your trip. While you're here, why not visit the shops and enjoy the beaches? Indiana Dunes National Park and Lake Michigan are top sights to visit.

Why would you choose an apartment over a traditional hotel room?

Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.

What's the best apartment for a stay in Chesterton?

Here's a top apartment in the area to consider: The Neighborhood Hotel - Grand Beach: Located in New Buffalo, 17.4 mi/28.1 km away. Includes free WiFi, premium mattresses, and Smart TVs. Free parking and onsite laundry facilities are on site.

How many apartments should I expect to find in Chesterton?

Expedia has 8 apartments to book in Chesterton.

What can I expect from the weather in Chesterton?

Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Chesterton. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.

What should I see in Chesterton?

Chesterton is known for its beaches and shops. Indiana Dunes National Park and Lake Michigan are a couple of scenic spots to enjoy the outdoors, whereas Chesterton Art Center is one of the cultural attractions. Indiana Dunes State Park and Lustron House are other places to visit while you're in town.

What's the best way to get to and around Chesterton?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the city center. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 50.2 mi (80.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterton apartments

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes