A wooden staircase ascending a sandy hill with sparse vegetation.

Apartments in Chesterton

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chesterton apartments

A beach with a parking lot and buildings in the background.

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, (139 reviews)
"Very cozy, comfortable, and relaxing we’ll stay there again"
United States
Vanski M.
The price is NZ$277
includes taxes & fees
22 Oct - 23 Oct
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A beach with sand dunes and grass.

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 NZ$444
includes taxes & fees
18 Oct - 19 Oct
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A multi-story hotel with a parking lot and a red vehicle parked in front.

3. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (68 reviews)
"The place is not clean and it smells really bad. It did not look anything like the pictures."
United States
Luis
The price is NZ$180
includes taxes & fees
18 Oct - 19 Oct
King Bed | Non-Smoking
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

4. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (65 reviews)
"Sketchy property location, not clearly marked on the street (kind of hard to find), unnecessary poor communication regarding check-in procedures, (just like a regular front desk experience but they make it complicated) The room was ok, bed was fine, staff was very helpful, property condition was just ok."
United States
Dave
The price is NZ$194
includes taxes & fees
16 Oct - 17 Oct
Premium King Bed|Portage
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

5. 2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Portage
9.6 out of 10, Exceptional, (67 reviews)
"This was one of the worst places I have stayed in! The place was in sad need of repairs and although it said no smoking the lobby smelled strongly of smoke, The whole place seemed unclean. I would not recommend it nor will i ever stay there again."
United States
Jacki
The price is NZ$180
includes taxes & fees
16 Oct - 17 Oct
2 Full Bed | Non-Smoking
A hotel lobby with a dining area, a reception desk, and a computer station.

6. 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 traveller
The price is NZ$217
includes taxes & fees
16 Oct - 17 Oct
King Bed | Non-Smoking
A hotel room with two beds, a desk, a TV, and a seating area with a sofa and chairs.

7. 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 traveller
The price is NZ$217
includes taxes & fees
24 Oct - 25 Oct
Portage|Suite - Two Double
A hotel lobby with a dining area, seating, a reception desk, and a fire extinguisher.

8. 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 traveller
The price is NZ$170
includes taxes & fees
1 Nov - 2 Nov
Full Bed Accessible|Portage
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

9. 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 traveller
The price is NZ$398
includes taxes & fees
1 Nov - 2 Nov
Premium King Room with Jetted Tub
A hot tub with a control panel, a wooden wall, and a stone-like exterior.

10. 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, (142 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 NZ$463
includes taxes & fees
19 Oct - 20 Oct
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A compact kitchen with a stove, microwave, and a dining area with a glass table and chairs.

11. Downtown Getaway 2

Downtown Getaway 2
Michigan City
9.2 out of 10, Wonderful, (40 reviews)
"Clean property, easy parking, nice area"
United States
Sandi B.
The price is NZ$376
includes taxes & fees
25 Oct - 26 Oct
Downtown Getaway 2
A modern kitchen with stainless steel appliances, wooden cabinets, and built-in shelves.

12. Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (26 reviews)
"It was amazing and close by the dunes for our National Park and hiking day. Nice area with lots of restaurants around, and the place was super clean and cozy!"
United States
JoC S.
The price is NZ$298
includes taxes & fees
27 Oct - 28 Oct
Newely Remodeled Studio!
A staircase leading to a second floor in a building with a rustic interior, wooden beams, and a vintage poster on the wall.

13. 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, (18 reviews)
"Close to Indiana dunes. Had a great stay!"
United States
Jean G.
The price is NZ$550
includes taxes & fees
18 Oct - 19 Oct
Cozy loft inside a vintage store on an animal rescue farm in Westville, IN
Beach

14. The Greengrass Getaway

The Greengrass Getaway
Michigan City
7.6 out of 10, Good, (4 reviews)
"We liked the location. It would've been nice to have more towels, washcloths, laundry soap, and more than 1 roll of toilet paper, instructions for the TV. Information on the area and tourist attractions. We will definitely recommend this place. We enjoyed exploring places."
United States
Kaylene G.
The price is NZ$377
includes taxes & fees
27 Oct - 28 Oct
The Greengrass Getaway
A large, multi-story building with arched windows and a flat roof, situated on a sandy area with a reflective water surface in the foreground.

15. Private & Plush Retreat_Great Location!

Private & Plush Retreat_Great Location!
Michigan City
The price is NZ$420
includes taxes & fees
19 Oct - 20 Oct
Private & Plush Retreat_Great Location!
A two-story brick house with a front porch, a black door, and a number '621' above the door.

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, (54 reviews)
"Great place, clean and friendly host"
United States
Mims S.
The price is NZ$612
includes taxes & fees
18 Oct - 19 Oct
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
A hotel room with a large bed, a TV, a coffee table, and a seating area with a sofa and armchairs.

17. 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 NZ$614
includes taxes & fees
15 Nov - 16 Nov
The Moroccan Hideaway
A bedroom with bunk beds, a patterned bedspread, and a decorative rug.

18. Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
Portage
The price is NZ$1,819
includes taxes & fees
24 Oct - 25 Oct
Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
A bedroom with a large bed, a ceiling fan, a desk, and a TV.

19. 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 NZ$504
includes taxes & fees
17 Oct - 18 Oct
Classic One-Bedroom apartment with King Bed
A two-story brick building with a black facade, large windows, and a prominent entrance.

20. 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 NZ$559
includes taxes & fees
16 Oct - 17 Oct
Boutique Studio 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterton Hotel Reviews

Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

8/10 Good
"For a small waterfront Town feel, you pay for what you get compared to other hotels in the area its nice/clean and kid friendly, I was on the 1st floor and my room opened up to this villa type area on the way to the pool area it was an adventure almost like you were in a different country, yes, I would go back and will go back. I give The Pine Lake Resort 8 of 10"
Robert 1-night trip
Posted 2 hours ago
Pine Lake Resort and Banquets

Find out more about Chesterton

Chesterton Apartments information

Number of reviews
881
Accommodation
122 Apartments
Lowest Price
NZ$170
Highest Price
NZ$1,819

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? Favourite sights to visit while in town include Lake Michigan.
Why should you consider apartments instead of traditional hotels?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travellers 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 top apartment I should consider for a stay in Chesterton?
Below you'll find a favourite apartment in the area to consider: The Neighborhood Hotel - Grand Beach: Located 17.4 mi/28.1 km away in New Buffalo . Free WiFi, a comfy bed and a Smart TV are included . Free parking and on-site laundry facilities are on site .
How many apartments are there in Chesterton?
Expedia has 8 apartments to book in Chesterton.
What can I expect from the weather when I travel to 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm 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 make your trip smoother when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) away. Otherwise, look for flights into Chicago O'Hare International Airport (ORD), which is 50.2 mi (80.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia