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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare Apartments in Chesterton with updated reviews, rates, and availability.

The Neighborhood Hotel - Grand Beach
Property grounds

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (39)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
The Neighborhood Hotel - Grand Beach
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Private Hot Tub On The Edge Of Wilderness Area - 7 Feet x 7 Feet With 35 Jets.

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

9.4 out of 10, Exceptional, (100)
"Good for relaxing "
The price is SAR 300
SAR 714 total
includes taxes & fees
3 Feb - 4 Feb
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Living area

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

9.8 out of 10, Exceptional, (22)
"We really enjoyed this propert. Centrally located, easy to get to, and good food options within walking distance. The prompt was very well appointed and clean. If we are in the area we’d absolutely stay again."
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Downtown Getaway 2
Living area

Downtown Getaway 2

9.4 out of 10, Exceptional, (11)
"Everything was exactly as stated. We had a very good experience staying here. was easy to find and very clean and comfortable. Would definitely stay here again. "
The price is SAR 405
SAR 811 total
includes taxes & fees
26 Feb - 27 Feb
Downtown Getaway 2
Downtown Getaway 1
Living area

Downtown Getaway 1

8.8 out of 10, Excellent, (17)
"Over all good place to stay except for all the stairs. Communication was very good when we had a problem he answered right away and took care of the problem."
Downtown Getaway 1
Portage Studio: 11 Miles to Indiana Dunes!
Portage Vacation Rental | Studio | 1BA | Stairs Required | 400 Sq Ft

Portage Studio: 11 Miles to Indiana Dunes!

Portage Studio: 11 Miles to Indiana Dunes!
Brick Bungalow Upper Unit: Beach, Casino, Wineries
Private kitchen

Brick Bungalow Upper Unit: Beach, Casino, Wineries

Brick Bungalow Upper Unit: Beach, Casino, Wineries
The Neighborhood Hotel - New Buffalo 100 - King + Bunk Beds
Room

The Neighborhood Hotel - New Buffalo 100 - King + Bunk Beds

10.0 out of 10, Exceptional, (2)
"Well located. Well appointed. Great amenities."
The Neighborhood Hotel - New Buffalo 100 - King + Bunk Beds
Brand New - 1bd Aptmt. at Sheridan Beach
Living Room

Brand New - 1bd Aptmt. at Sheridan Beach

2.0 star property
9.0 out of 10, Wonderful, (2)
Brand New - 1bd Aptmt. at Sheridan Beach
The View from this Lakeside Cottage with Beach in Backyard, is BEAUTIFUL!
This lovely beach side deck is a nice place to hang out.

The View from this Lakeside Cottage with Beach in Backyard, is BEAUTIFUL!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a fantastic stay! The location was perfect, just a short distance from the beach and the nearby state park, which made it easy to enjoy the beautiful scenery and local spots. The home itself was cozy, peaceful, and ideal for relaxing during our downtime. The host was great with communication and made sure everything was smooth for our visit. Highly recommend for anyone looking for a relaxing getaway!"
The price is SAR 540
SAR 1,589 total
includes taxes & fees
3 Feb - 4 Feb
The View from this Lakeside Cottage with Beach in Backyard, is BEAUTIFUL!
Pet friendly, Beautiful downstairs King bed/1bth charmer

Pet friendly, Beautiful downstairs King bed/1bth charmer

9.4 out of 10, Exceptional, (22)
"This was a wonderful home with a great location!"
Pet friendly, Beautiful downstairs King bed/1bth charmer
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
Extra large Hot Tub. 8 feet x 8 feet.

BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

9.6 out of 10, Exceptional, (307)
"Such a cool spot for a relaxing getaway…so many amenities packed in one place! great view, big outdoor hot tub, indoor whirlpool tub, sauna, massage chair and pet friendly. We had a great time!"
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS
4 PERSON HOT TUB WITH OUTDOOR SHOWER

BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS

9.4 out of 10, Exceptional, (145)
"My family and I stayed for a weekend so we could be close to Chicago for a basketball game. The beachfront property is in a great location on the beach with a hot tub overlooking the lake. The game room was fun and easy access in and out. The price was reasonable for the space provided. We will try to make it back in the summer."
BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
The Downtown Apartment in Chesterton. Convenient, cozy, and completely private!

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

9.0 out of 10, Wonderful, (48)
"I booked this stay as a birthday gift for my son. He and his fiancé stayed for 2 nights/3 days. They absolutely enjoyed there stay. The place was clean and just like the pictures displayed. They had an issue with the code not working to enter the property, Don the host got in touch with us immediately and even refunded some money for the inconvenience! I will definitely be booking again for my daughters birthday!!"
The price is SAR 296
SAR 416 total
includes taxes & fees
3 Feb - 4 Feb
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
The Greengrass Getaway
Interior

The Greengrass Getaway

6.8 out of 10, (3)
"I like that it was set in a quiet neighborhood. But still conveniently located to the Dunes and Washington park. I would suggest bringing more bath towel. But other than that it was perfect for my son an i an we really enjoyed our stay."
The price is SAR 259
SAR 802 total
includes taxes & fees
3 Feb - 4 Feb
The Greengrass Getaway
The Sunshine House: Breezy Beach Unit!
Eat in kitchen with 4 person table

The Sunshine House: Breezy Beach Unit!

9.8 out of 10, Exceptional, (7)
"There is nothing seriously *wrong* with this place, but it is exceedingly odd. From the weird notes everywhere, to the sign telling you to wash dishes despite there not being any means provided to do this to the $12 couch to the lack of outlets in the bedroom in the year of our Lord 2024 (seriously, there are a lamp and sound machine in the bedroom which are kept unplugged because their wires can't reach an outlet either! Please get an extension cord so people don't have to literally sleep with...
The Sunshine House: Breezy Beach Unit!
Steps From Lake Mich I 1 BD Condo

Steps From Lake Mich I 1 BD Condo

10.0 out of 10, Exceptional, (4)
"Great property, and convenient access to the beach. Was perfect for me and my two teens. "
Steps From Lake Mich I 1 BD Condo
Dune Sky is a 2 Bedroom/2 Full Bath upper level duplex unit just a 2 minute walk to Lake Michigan
Living area

Dune Sky is a 2 Bedroom/2 Full Bath upper level duplex unit just a 2 minute walk to Lake Michigan

10.0 out of 10, Exceptional, (28)
"All four of us were pleased with our stay at Dune Sky. We were hesitant about the stairs but they weren't a problem at all. We didn't spend a lot of time in the duplex; we filled our days with walking the beach, going out to eat, wine tasting, dancing at Sonny's Speakeasy, and even riding the train at Hesston Steam Museum in LaPorte! We had so much fun playing cards and just talking and catching up in the time we did spend in the duplex. And having that second bathroom was a real plus! ...
Dune Sky is a 2 Bedroom/2 Full Bath upper level duplex unit just a 2 minute walk to Lake Michigan
Cozy 1 Bed room apartment, all to yourself!
Living area

Cozy 1 Bed room apartment, all to yourself!

The price is SAR 334
SAR 731 total
includes taxes & fees
10 Feb - 11 Feb
Cozy 1 Bed room apartment, all to yourself!
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
The "Pool Barn" offers plenty to do inside, outside, and in the area.

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

9.0 out of 10, Wonderful, (14)
"We loved it. We had our five grandkids with us and they were entertained the entire time we were there. We all enjoyed the pool, hot tub and the game room. It's a short drive to Indiana dunes. Would highly recommend this place. Hoping to return next year. Kim and Don were great hosts."
The price is SAR 896
SAR 1,134 total
includes taxes & fees
9 Feb - 10 Feb
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
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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Other property types in Chesterton

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

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

10.0 out of 10, Exceptional, (80)
"This cabin has an amazing views of Lake Michigan!! We loved our stay here...so peaceful and relaxing. The cabin was clean and the hosts provided lots of little extras (shampoo, bar soap, coffee pods). It is not a "luxury" feel....but everything is well maintained and very clean. We will definitely stay here again!!! "
The price is SAR 675
SAR 1,101 total
includes taxes & fees
3 Feb - 4 Feb
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
The Downtown Apartment in Chesterton. Convenient, cozy, and completely private!

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

9.0 out of 10, Wonderful, (48)
"I booked this stay as a birthday gift for my son. He and his fiancé stayed for 2 nights/3 days. They absolutely enjoyed there stay. The place was clean and just like the pictures displayed. They had an issue with the code not working to enter the property, Don the host got in touch with us immediately and even refunded some money for the inconvenience! I will definitely be booking again for my daughters birthday!!"
The price is SAR 296
SAR 416 total
includes taxes & fees
3 Feb - 4 Feb
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
The Neighborhood Hotel - Grand Beach
Property grounds

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (39)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
The Neighborhood Hotel - Grand Beach
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.

Frequently asked questions

What's it like to stay at an apartment in Chesterton?
You can choose from 9 apartments in Chesterton for your trip. While you’re here, why not visit the shops and enjoy the beaches?
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 9 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 Visitor Center and Indiana Dunes National Park are a couple of lovely local spots to get outside and enjoy nature. Indiana Dunes State Park and Kemil Beach 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.