A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chesterton apartments

Beach nearby

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

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Chesterton
8.8 out of 10, Excellent, (137 reviews)
"Very cozy, comfortable, and relaxing we’ll stay there again"
United States
Vanski M.
The price is AED 437
AED 572 total
includes taxes & fees
22 Sep - 23 Sep
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Beach nearby

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

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (22 reviews)
"Awesome place to stay and plenty to do"
United States
Cody
The price is AED 731
AED 897 total
includes taxes & fees
22 Sep - 23 Sep
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Interior

3. 2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Portage
9.8 out of 10, Exceptional, (64 reviews)
"Room was spacious with a nice layout, perfect for our group. Enjoyed the tea and coffee maker too. Free parking made it easy to explore the area without hassle."
United States
Anonymous traveler
The price is AED 302
AED 381 total
includes taxes & fees
22 Sep - 23 Sep
2 Full Bed | Non-Smoking
Interior

4. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (63 reviews)
"A solid choice if you're in town. Felt welcomed by friendly staff at the 24-hour front desk who assisted us promptly when we arrived late at night."
United States
Anonymous traveler
The price is AED 325
AED 411 total
includes taxes & fees
26 Sep - 27 Sep
Premium King Bed|Portage
Interior

5. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (67 reviews)
"Can't beat the prices here given what you get! Comfortable bedding made sleeping feel easy after a busy day exploring nearby sights."
United States
Anonymous traveler
The price is AED 302
AED 381 total
includes taxes & fees
3 Oct - 4 Oct
King Bed | Non-Smoking
Coffee/tea maker, fridge, microwave, stovetop

6. Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (26 reviews)
"Renovated very well! Great use of small space. Appreciated amenities--laundry pod, coffee, toiletries. Could not find a hair dryer--fortunately I packed one. Also the outdoor entrance is uneven and the inside stairs are poorly lit and difficult to negotiate w/ luggage. Assuming still in the construction process. Great central location."
United States
Jill G.
The price is AED 298
AED 559 total
includes taxes & fees
22 Sep - 23 Sep
Newely Remodeled Studio!
Interior

7. Premium King Room with Jetted Tub

Premium King Room with Jetted Tub
Portage
10.0 out of 10, Exceptional, (84 reviews)
"Nice hot tub and friendly staff made our stay enjoyable."
United States
Anonymous traveler
The price is AED 668
AED 842 total
includes taxes & fees
3 Oct - 4 Oct
Premium King Room with Jetted Tub
Interior

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

Cozy loft inside a vintage store on an animal rescue farm in Westville, IN
Westville
10.0 out of 10, Exceptional, (17 reviews)
"Close to Indiana dunes. Had a great stay!"
United States
Jean G.
The price is AED 900
AED 1,102 total
includes taxes & fees
2 Oct - 3 Oct
Cozy loft inside a vintage store on an animal rescue farm in Westville, IN
Interior

9. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (83 reviews)
"Loved how peaceful it was. Perfect place to recharge after our daily outings."
United States
Anonymous traveler
The price is AED 362
AED 458 total
includes taxes & fees
26 Sep - 27 Sep
King Bed | Non-Smoking
1 bedroom

10. Portage|Suite - Two Double

Portage|Suite - Two Double
Portage
10.0 out of 10, Exceptional, (48 reviews)
"Spacious area for two people, felt cozy yet roomy enough for comfort while hanging out together."
United States
Anonymous traveler
The price is AED 362
AED 458 total
includes taxes & fees
26 Sep - 27 Sep
Portage|Suite - Two Double
Interior

11. Downtown Getaway 2

Downtown Getaway 2
Michigan City
9.2 out of 10, Wonderful, (39 reviews)
"Clean property, easy parking, nice area"
United States
Sandi B.
The price is AED 380
AED 792 total
includes taxes & fees
22 Sep - 23 Sep
Downtown Getaway 2
Property grounds

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

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (140 reviews)
"Such a beautiful location, easy access to the the beach, and the view was gorgeous. Also, the entertainment options in the Miami were incredible. Will absolutely visit again."
United States
Katie K.
The price is AED 459
AED 967 total
includes taxes & fees
22 Sep - 23 Sep
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Living area

13. The Moroccan Hideaway

The Moroccan Hideaway
Michigan City
9.8 out of 10, Exceptional, (7 reviews)
"Cute and cozy. "
United States
Irene D.
The price is AED 592
AED 1,370 total
includes taxes & fees
22 Sep - 23 Sep
The Moroccan Hideaway
Interior

14. Full Bed Accessible|Portage

Full Bed Accessible|Portage
Portage
10.0 out of 10, Exceptional, (82 reviews)
"Spotless bathrooms with enough towels were greatly appreciated, cleanliness makes such a difference!"
United States
Anonymous traveler
The price is AED 283
AED 358 total
includes taxes & fees
3 Oct - 4 Oct
Full Bed Accessible|Portage
Exterior

15. Private & Plush Retreat_Great Location!

Private & Plush Retreat_Great Location!
Michigan City
The price is AED 489
AED 961 total
includes taxes & fees
20 Oct - 21 Oct
Private & Plush Retreat_Great Location!
Exterior

16. Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!

Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Michigan City
9.8 out of 10, Exceptional, (52 reviews)
"This was a beautiful property, so clean and modernized. The decor was beautiful. The house is on the street parallel to “downtown” with good restaurants and coffee shops. Also, it’s a short drive to the beach."
United States
Diane
The price is AED 584
AED 1,300 total
includes taxes & fees
12 Oct - 13 Oct
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Exterior

17. Boutique Studio Apartment

Boutique Studio Apartment
La Porte
8.0 out of 10, Very good, (1 review)
"My bf, dogs, and I had planned a spur of the moment trip. The host was very attentive to our needs. The studio apartment was very clean with modern updates throughout."
United States
Nicole S.
The price is AED 420
AED 1,200 total
includes taxes & fees
22 Sep - 23 Sep
Boutique Studio Apartment
1 bedroom, iron/ironing board, WiFi (free), bed sheets

18. Classic One-Bedroom apartment with King Bed

Classic One-Bedroom apartment with King Bed
La Porte
9.0 out of 10, Wonderful, (2 reviews)
"Very accommodating given our situation. Easy to get ahold of and fast at trouble shooting. It's a really nice place in a good part of town. We appreciated them so much"
United States
Stephanie D.
The price is AED 380
AED 1,084 total
includes taxes & fees
27 Sep - 28 Sep
Classic One-Bedroom apartment with King Bed
WiFi (free)

19. 1 Full Bed | ADA/RI Shower

1 Full Bed | ADA/RI Shower
MERRILLVILLE
The price is AED 267
AED 300 total
includes taxes & fees
26 Sep - 27 Sep
1 Full Bed | ADA/RI Shower
Exterior

20. Boutique One Bedroom Apartment

Boutique One Bedroom Apartment
La Porte
8.0 out of 10, Very good, (1 review)
"Clean and spacious. Deck was great and the location was great for what I was looking for"
United States
J P.
The price is AED 460
AED 1,253 total
includes taxes & fees
22 Sep - 23 Sep
Boutique One Bedroom Apartment
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

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Clean and quiet"
Travis 1-night trip
Posted 4 hours ago
Ameristar Casino Hotel East Chicago

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? Favorite sights to explore include Lake Michigan.
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. Lake Michigan and Indiana Dunes Visitor Center are a couple of scenic spots to enjoy the outdoors, whereas Chesterton Art Center is one of the cultural attractions. Lustron House and Bailly Homestead - American Indians and Fur Traders 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.