Search Apartments in Chesterton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 121 Apartments in Chesterton with updated reviews, rates, and availability.

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (40)
"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

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

9.0 out of 10, Wonderful, (51)
"Nice quiet an around everything "
The price is AED 250
AED 362 total
includes taxes & fees
24 Mar - 25 Mar
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

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

9.4 out of 10, Exceptional, (102)
"It was a great time . My wife loved the beach. It got me some brownie points.. definitely gonna rent it again in the future.. "
The price is AED 459
AED 905 total
includes taxes & fees
23 Mar - 24 Mar
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"I enjoyed having a nice view and really appreciated having baby equipment at my disposal, will definitely be coming back in the summer with the family "
The price is AED 551
AED 1,606 total
includes taxes & fees
24 Mar - 25 Mar
The View from this Lakeside Cottage with Beach in Backyard, is BEAUTIFUL!

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

Charming 2 Bedroom Apt. Close to Valparaiso University- Short-term

9.6 out of 10, Exceptional, (34)
"As advertised. Easy communication. Would stay again if in the area."
Charming 2 Bedroom Apt. Close to Valparaiso University- Short-term

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

9.6 out of 10, Exceptional, (311)
"Place was very clean. Instructions pasted to the wall a little odd but helpful all the same. Place feels a touch dated but has been very well maintained. The hot tub was very clean had very little smell and was a hi light of the whole place."
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

Pet friendly, Beautiful downstairs King bed/1bth charmer

9.0 out of 10, Wonderful, (26)
"It was an amazing place and it felt like home wish I could live there."
Pet friendly, Beautiful downstairs King bed/1bth charmer

2 BD Condo I Steps From Lake Mich

9.2 out of 10, Wonderful, (7)
"The condo was very conveniently located to the beach, outlet mall, and a short drive to New Buffalo,MI. Justin was very helpful and even made sure we had beach chairs and a canopy should we need it. Everyth MI"
2 BD Condo I Steps From Lake Mich

Stay on State 2 bed

The price is AED 459
AED 695 total
includes taxes & fees
22 Apr - 23 Apr
Stay on State 2 bed

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

10.0 out of 10, Exceptional, (1)
"This property is fantastic. It is truly a unique and fun experience and every single detail was perfect. We’ll be back in the near future. One of my favorites. "
The price is AED 1,047
AED 1,341 total
includes taxes & fees
23 Mar - 24 Mar
Cozy loft inside a vintage store on an animal rescue farm in Westville, IN

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

Portage Studio: 11 Miles to Indiana Dunes!

Portage Studio: 11 Miles to Indiana Dunes!

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 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 AED 253
AED 786 total
includes taxes & fees
23 Mar - 24 Mar
The Greengrass Getaway

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 AED 878
AED 1,107 total
includes taxes & fees
24 Mar - 25 Mar
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

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

9.6 out of 10, Exceptional, (23)
"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."
The price is AED 364
AED 913 total
includes taxes & fees
24 Mar - 25 Mar
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!

Newely Remodeled Studio!

8.8 out of 10, Excellent, (9)
"Everything was brand new and really clean"
The price is AED 275
AED 535 total
includes taxes & fees
27 Mar - 28 Mar
Newely Remodeled Studio!

Close to the beach, 2 Bedroom, Pet Friendly

9.4 out of 10, Exceptional, (18)
"Cute place. Stocked with everything you will need for your stay. Great location to walk to outlet mall and other cute shops in MC. "
Close to the beach, 2 Bedroom, Pet Friendly

Spacious 1bd, Close to Beach, Shops, Food & Mall

8.8 out of 10, Excellent, (13)
"I am a union electrician and I am working in the area. This was a great price for a great place "
Spacious 1bd, Close to Beach, Shops, Food & Mall
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.
Don't see what you're looking for?
See all available properties in Chesterton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesterton

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

10.0 out of 10, Exceptional, (85)
"Great beach location near the park. The cabin had terrific views, an open floor plan, and everything we needed. Will was a wonderful host, and we enjoyed our stay :) Looking forward to coming back."
The price is AED 790
AED 1,246 total
includes taxes & fees
30 Mar - 31 Mar
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

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

9.0 out of 10, Wonderful, (51)
"Nice quiet an around everything "
The price is AED 250
AED 362 total
includes taxes & fees
24 Mar - 25 Mar
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (40)
"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’ll find 9 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 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 National Park is a spot to get out into nature, whereas other top attractions include Lake Michigan. Lustron House and Indiana Dunes Visitor Center 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.