Apartments in Chesterton for Rent

Compare 84 Apartments in Chesterton with updated reviews, rates, and availability.

Beach nearby, beach towels
The Neighborhood Hotel - Grand Beach
4.0 star property
9.4 out of 10, Exceptional, (23)
"Un lugar maravilloso para descansar y desconectar. Él apartamento estaba muy bien equipado y super limpio."
The Neighborhood Hotel - Grand Beach
Property grounds
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
9.2 out of 10, Wonderful, (77)
"Very relaxing"
The price is $150
$281 total
includes taxes & fees
May 28 - May 29
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Fridge
Downtown Getaway 1
9.2 out of 10, Wonderful, (11)
"This place worked well for a short trip visiting Indiana Dunes. The only issue we had was that the cleaning crew hadn’t come by before we got there, but that was likely just a fluke and the host was very quick to respond when I messaged him about it and had it completely taken care of within an hour. Michigan City is a good location to find nearby restaurants and is just 10 minutes to the eastern side of the National Park."
The price is $75
$162 total
includes taxes & fees
May 28 - May 29
Downtown Getaway 1
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
TV, video games, offices
Walking distance to beach, 2 Bedroom, Pet Friendly
9.8 out of 10, Exceptional, (8)
"We wanted to do some outlet shopping. This lovely old house is right across the street from the mall. It was very clean and well furnished. The beds were comfy and the neighborhood was quiet. We had a lovely weekend."
Walking distance to beach, 2 Bedroom, Pet Friendly
Beach nearby
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, (18)
"This is a great place to stay for the weekend. The location is amazing (you can see glimpses of Lake Michigan out the window) and it was very clean and nice to be in. The ammenities are basic (i.e. think only overhead lighting in the living room, no lamps) and other reviews weren't lying that the couch cushions slide off when you're sitting on them, but overall would recommend this. Owner is super responsive, too."
The price is $165
$417 total
includes taxes & fees
May 28 - May 29
Dune Sky is a 2 Bedroom/2 Full Bath upper level duplex unit just a 2 minute walk to Lake Michigan
On the beach, sun loungers
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
9.6 out of 10, Exceptional, (291)
"The place was a perfect location on the beach with several added activities which made the stay enjoyable."
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
Beach nearby, beach towels
Spacious 1bd, Walk to Beach, Shops, Food & Mall
9.2 out of 10, Wonderful, (5)
"College classmates from Ohio and Wisconsin met after sixty-four years to renew friendship, share memories, cook together, explore dunes and beaches. Weather was April spring--cool but pleasant walking the beaches, exploring dunes, watching white waves, feeling the lake breeze. Michigan City is not just a summer vacation spot! We will come back!"
Spacious 1bd, Walk to Beach, Shops, Food & Mall
Smart TV, books, stereo
Couples Retreat Close to the Beach, Pet Friendly
10.0 out of 10, Exceptional, (3)
"We came to the Market House for our 7 year wedding anniversary. The space was perfect for the two of us. On Saturday we were heading to the Indiana Dunes State Park and walked out to a farmer's market in the parking lot behind the building. We're big hikers so we did the 3 dune challenge, but I saw there was an outlet mall nearby if shopping is more your speed. There's also a tram that runs through the area and into Chicago if you need a day trip to the big city. Easy in, easy out, dedicated...
The price is $149
$286 total
includes taxes & fees
Jun 17 - Jun 18
Couples Retreat Close to the Beach, Pet Friendly
Terrace/patio
This 3 bedroom, 2 bathroom home is in a scenic area but closes to Indiana Dunes National Park.
8.6 out of 10, Excellent, (7)
"Our family of three adults plus one dog really enjoyed our stay. This property is very clean, attractive, and had extra touches that made us feel comfortable and welcome. Beds were comfortable. Location is very convenient for the Dunes, beaches, and good restaurants. If we’re ever up this way again we’ll definitely want to stay here 😊👍."
The price is $75
$331 total
includes taxes & fees
May 28 - May 29
This 3 bedroom, 2 bathroom home is in a scenic area but closes to Indiana Dunes National Park.
Beach nearby
Pet friendly, Beautiful downstairs King bed/1bth charmer
9.6 out of 10, Exceptional, (15)
"Everything was pretty stellar. Communication. Amenities. Location! All on point. One small thing, which I feel bad for even sharing because I enjoyed communicating with Michelle and enjoying the home.. but there was ants. I had them crawling on me.. while I was on the couch a couple times.. which had me paranoid etc. They ruined the mood a couple times. Their handymen came in and did a treatment for them.. but yeah, still found and killed dozens the day after etc. So yeah, Unfortunately there...
Pet friendly, Beautiful downstairs King bed/1bth charmer
On the beach, sun loungers
BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS
9.4 out of 10, Exceptional, (128)
"We are raising our special needs grandson who is almost 8. He really liked the hot tub and all the arcade games. I especially enjoyed the full size pinball machine. The veiw was spectacular. The walk to the beach was over the dunes. The water was just a little too cold for us to make use of the paddle boards or kayaks. Mark the rental manager was very helpful. If you want a relaxing getaway this may be the answer."
BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS
Beach nearby
Studio w/King Bed, Walking distance to Beach & Shops
9.4 out of 10, Exceptional, (3)
"If you want a place to crash this will work! The outlet mall is definitely walking distance. The beach and many great places to eat are within 5 minutes by car. Be mindful this an apartment type setting so you are going to hear your neighbors. The TV is streaming only so be prepared for that. The host was very responsive."
Studio w/King Bed, Walking distance to Beach & Shops
Interior
Portage Studio: 11 Miles to Indiana Dunes!
Portage Studio: 11 Miles to Indiana Dunes!
Outdoor dining
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
1 bedroom, bed sheets
The Neighborhood Hotel - New Buffalo 200 - King
10.0 out of 10, Exceptional, (1)
"A weekend away"
The Neighborhood Hotel - New Buffalo 200 - King
Dining
Gorgeous La Porte Apartment in Heart of Dtwn!
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...
Gorgeous La Porte Apartment in Heart of Dtwn!
Fridge, microwave, oven, stovetop
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
10.0 out of 10, Exceptional, (17)
"We went to just get away. The property is in town in an ok neighborhood, building older, but when you enter the apartment its like being transformed into cozy heaven. Relaxation at its finest. The bed was amazing the couch was difficult to get off it was so cozy. Perfecr space for comfy getaway."
The price is $249
$446 total
includes taxes & fees
May 31 - Jun 1
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Beach
The Greengrass Getaway
8.0 out of 10, Very Good, (1)
"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."
The price is $150
$319 total
includes taxes & fees
May 28 - May 29
The Greengrass Getaway
Smart TV, fireplace, table tennis
The Neighborhood Hotel Grand Beach Cottage 14 - Queen, (2) Twin Beds Upstairs, Pet Friendly
10.0 out of 10, Exceptional, (1)
"The cottage unit was super clean and modern. Very close to the beach and restaurants and great amenities. I would definitely come back!"
The Neighborhood Hotel Grand Beach Cottage 14 - Queen, (2) Twin Beds Upstairs, Pet Friendly
Beach nearby
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
9.4 out of 10, Exceptional, (10)
"Clean property, manager was available for any questions, the pool and games were fun. Would recommend. We will most likely be back in the future and bring the grandparents next time."
The price is $239
$306 total
includes taxes & fees
Jun 3 - Jun 4
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Don't see what you're looking for?
See all available properties in Chesterton
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.

Other property types in Chesterton

View from property
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, (33)
"My husband and I spent our 25 wedding anniversary here. We took our 2 dogs with us. The house was spectacular and so was the beach. The sunsets were just beautiful. We will be back"
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Property grounds
Blue Birdhouse by the Beach
9.6 out of 10, Exceptional, (12)
"My Niece and I stayed at the Blue Birdhouse for her Spring Break and to see if we wanted to visit this area in the summertime, as we had never been there. The Owner of this house was gracious and kind and very responsive to any questions or requests. We also took our dogs with us and they had a blast in the fenced back yard! Every time we went to look somewhere up to visit, it seemed like everywhere was between 5 - 10 minutes away! Location is absolutely awesome and close to virtually...
Blue Birdhouse by the Beach
Beach nearby
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
10.0 out of 10, Exceptional, (6)
"Great Stay!"
The price is $179
$230 total
includes taxes & fees
May 28 - May 29
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.

Chesterton Apartments information

Number of reviews
548
Accommodation
84 Apartments
Lowest Price
$75
Highest Price
$249

Frequently asked questions

What's it like to stay at an apartment in Chesterton?
You’ll find 5 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?
Below are some of the top apartments in the area to choose from: The “Pool Barn” w/Pool, Hot Tub, Billiards & more near Indiana Dunes: Includes free WiFi, private patios, and Smart TVs. Access to an outdoor pool is available on site. 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. HOTTUB/Beach3 minute walk/STEAMROOM/Massage Chair/Pinball/Bikes/kayaks/PaddleBd: Located in Michigan City, 12.4 mi/19.9 km away. Includes free WiFi, private patios, and fireplaces. A spa tub and a sauna are on site. This 3 bedroom, 2 bathroom home is in a scenic area but closes to Indiana Dunes National Park.: 9.1 mi/14.6 km away in Michigan City. Free WiFi, private patios, and Smart TVs are included. Walking distance to beach, 2 Bedroom, Pet Friendly: It’s located in Michigan City, 10.8 mi/17.4 km from Chesterton. Includes sofa beds.
How many apartments should I expect to find in Chesterton?
Expedia has 5 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. Indiana Dunes Visitor Center and Indiana Dunes State Park 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.

Recent reviews of Chesterton hotels
Expedia verified reviews

Best Western Indian Oak

Best Western Indian Oak

5/5 Excellent
"Staff was amazing, friendly. Hotel/room clean and cozy "
A verified traveler stayed at Best Western Indian Oak
Posted 1 day ago
Best Western Indian Oak