A wooden staircase ascending a sandy hill with sparse vegetation.

Apartments in Chesterton for Rent

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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)
"Perfect for location to walk to local winery or brewery for a little fancy and fancy-free!We’d recommend"
United States
Laura H.
$139 nightly
The price is $156
Oct 27 - Oct 28
Total with taxes and fees
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
$225 nightly
The price is $252
Oct 28 - Oct 29
Total with taxes and fees
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

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
$91 nightly
The price is $101
Oct 27 - Oct 28
Total with taxes and fees
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
$99 nightly
The price is $109
Oct 27 - Oct 28
Total with taxes and fees
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
$91 nightly
The price is $101
Oct 27 - Oct 28
Total with taxes and fees
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 traveler
$110 nightly
The price is $122
Oct 27 - Oct 28
Total with taxes and fees
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 traveler
$110 nightly
The price is $122
Oct 27 - Oct 28
Total with taxes and fees
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 traveler
$86 nightly
The price is $95
Nov 1 - Nov 2
Total with taxes and fees
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 traveler
$202 nightly
The price is $224
Nov 1 - Nov 2
Total with taxes and fees
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, (143 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.
$205 nightly
The price is $230
Oct 27 - Oct 28
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A living room with a sofa, armchair, coffee table, and a lamp.

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.
$193 nightly
The price is $216
Oct 27 - Oct 28
Total with taxes and fees
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)
"Good location for walking to the train stop and a few restaurants"
United States
Athena F.
$150 nightly
The price is $167
Oct 27 - Oct 28
Total with taxes and fees
Newely Remodeled Studio!
Beach

13. 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.
$193 nightly
The price is $216
Oct 27 - Oct 28
Total with taxes and fees
The Greengrass Getaway
A staircase leading to a second floor in a building with a rustic interior, wooden beams, and a vintage poster on the wall.

14. 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)
"The property was beautiful, spotlessly clean, and Jen was the perfect hostess. This was one of our favorite places we've ever stayed."
United States
Jessica H.
$280 nightly
The price is $314
Oct 27 - Oct 28
Total with taxes and fees
Cozy loft inside a vintage store on an animal rescue farm in Westville, IN
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
$213 nightly
The price is $228
Oct 27 - Oct 28
Total with taxes and fees
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.
$312 nightly
The price is $350
Oct 27 - Oct 28
Total with taxes and fees
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
A two-story brick building with a black front door, white trim, and a number '621' above the door. There are two potted plants on either side of the door, and a small garden area with trimmed bushes.

17. The Moroccan Hideaway

The Moroccan Hideaway
Michigan City
9.8 out of 10, Exceptional, (7 reviews)
"Renee is a great host. She met us and made sure we were comfortable. We are looking for a halfway place for family weekends and will definitely book again. Very close to Franklin street with fun shops and good restaurants."
United States
Bea S.
$297 nightly
The price is $333
Nov 1 - Nov 2
Total with taxes and fees
The Moroccan Hideaway
A bedroom with a large bed, a ceiling fan, a desk, and a TV.

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.
$287 nightly
The price is $291
Oct 27 - Oct 28
Total with taxes and fees
Classic One-Bedroom apartment with King Bed
A modern living room with a sofa, armchair, and a coffee table. There is a bunk bed in the background, a large rug, and a ceiling fan.

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

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
Portage
$929 nightly
The price is $1,041
Oct 27 - Oct 28
Total with taxes and fees
Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
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.
$300 nightly
The price is $324
Oct 27 - Oct 28
Total with taxes and fees
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.
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Top Chesterton Hotel Reviews

Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Room was clean. Was in town for a wedding and it was close to the venue. Nice spot."
Julissa 2-night trip
Posted 5 hours ago
Best Western Indian Oak

Find out more about Chesterton

Chesterton Apartments information

Number of reviews
882
Accommodation
111 Apartments
Lowest Price
$95
Highest Price
$1,041

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 favorite apartment in the area to consider: The Neighborhood Hotel - Grand Beach: Located 17.4 mi/28.1 km away in New Buffalo. Free WiFi, premium mattresses, and Smart TVs are included. 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.

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