Search Apartments in Chesterton

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Compare 92 Apartments in Chesterton with updated reviews, rates, and availability.

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

8.8 out of 10, Excellent, (45)
"Perfect for our stay. Hot tub, vanity, kitchen & utensils/ appliances, etc. Nice weekend getaway spot and felt safe."
The price is SAR 297
SAR 417 total
includes taxes & fees
5 Jan - 6 January 2025
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

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. "
The price is SAR 304
SAR 922 total
includes taxes & fees
6 Jan - 7 January 2025
Steps From Lake Mich I 1 BD Condo

The Nest 1-bedroom apartment in Downtown Valparaiso- short-term stays

The Nest 1-bedroom apartment in Downtown Valparaiso- short-term stays

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 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

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. "
Downtown Getaway 2

Portage Studio: 11 Miles to Indiana Dunes!

Portage Studio: 11 Miles to Indiana Dunes!

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

Vintage Apartment in Historic Downtown La Porte!

10.0 out of 10, Exceptional, (3)
"We truly enjoyed this fun and unique apartment in the heart of downtown LaPorte IN. The decor is delightful, and the host has thoughtfully left everything you need to make your stay enjoyable. The location is great if you want to tour antique shops there are several in walking distance, along with other shops and restaurants. If you’re going to a Notre Dame game it’s a quick drive to South Bend. I’d love to have a girls weekend here with wine and cheese, and just curl up and enjoy the...
Vintage Apartment in Historic Downtown La Porte!

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 Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (38)
"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.

9.4 out of 10, Exceptional, (99)
"The hosts were very communicative and gave good advice for places to check out in the area (some interesting antique shops). The rental is snug, as expected, but the amenities were pleasant and you can’t go wrong with beach access! Would recommend for others interested in checking out the area ."
The price is SAR 334
SAR 753 total
includes taxes & fees
23 Dec - 24 Dec
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

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

9.6 out of 10, Exceptional, (306)
"We stayed here for the weekend. We are originally from Michigan City and it was great to have a place to stay nearby that was not a hotel. The arcade games were a nice touch. Didn’t get a chance to use the hot tub, but it was an added bonus. Everything was clean and in good working order. Would definitely stay here again! "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

Close to the beach, 2 Bedroom, Pet Friendly

9.4 out of 10, Exceptional, (17)
"All in all, it was a good rental for us. The location was convenient. It served our needs and the host was very responsive. One suggestion would be that the unit could use a thorough cleaning. "
Close to the beach, 2 Bedroom, Pet Friendly

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

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

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 804 total
includes taxes & fees
23 Dec - 24 Dec
The Greengrass Getaway

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

9.4 out of 10, Exceptional, (143)
"Wife and I wanted a week to just be secluded with a good location, and we really enjoyed this place! Lots to do, but also still home-y enough that you could just relax. Very good location, close to the beach, very nice vibe. We loved it and would definitely come back!"
BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS

The Neighborhood Hotel Grand Beach Cottage 14 - Queen, (2) Twin Beds Upstairs, Pet Friendly

9.0 out of 10, Wonderful, (2)
"I put a 3 for cleanliness only because there were various children's toys left in the dresser from a previous occupant. Also, the coffee tables were sticky. Not a big deal really. Otherwise, this is a very nice place to stay."
The Neighborhood Hotel Grand Beach Cottage 14 - Queen, (2) Twin Beds Upstairs, Pet Friendly

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

8.6 out of 10, Excellent, (11)
"Very nice. Our family got 2 apartments and loved being close together. We really liked being able to walk to town for food or shopping."
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.
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Other property types in Chesterton

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

10.0 out of 10, Exceptional, (72)
"My husband, 2 year old daughter, and I needed to find a place last minute to stay in Northern Indiana and stumbled upon this. We had no idea that there was a National/State Sand Dune park, or a beautiful beach in this area. We were beyond excited to find this beautiful gem of a cottage to stay in. "
The price is SAR 676
SAR 1,102 total
includes taxes & fees
6 Jan - 7 January 2025
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Blue Birdhouse by the Beach

9.2 out of 10, Wonderful, (21)
"We had a fantastic stay at the Blue Birdhouse. Super close to the beach and a very clean little house. Wagners Ribs were walking distance away and delicious food. We had an issue accessing the house that the owner quickly resolved. Great little place. "
The price is SAR 447
SAR 928 total
includes taxes & fees
6 Jan - 7 January 2025
Blue Birdhouse by the Beach

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

9.8 out of 10, Exceptional, (8)
"Would reserve this again wonderful host"
The price is SAR 297
SAR 417 total
includes taxes & fees
23 Dec - 24 Dec
The "Pool Barn Camper" w/Hot Tub 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.

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 National Park and Indiana Dunes State Park are a couple of lovely local spots to get outside and enjoy nature. Kemil Beach and Lake Michigan 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.