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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 125 Apartments in Chesterton with updated reviews, rates, and availability.

The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (48)
"Great hotel. Firepits, common area, s’mores bar and a great patio too. Within walking distance of the beach and you’ll get to see deer too. "
The Neighborhood Hotel - Grand Beach
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Beach nearby

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

9.0 out of 10, Wonderful, (55)
"Donnie was so kind, and was very prompt with responding. It was a very cute space with plenty of amenities. Would definitely recommend to others. "
The price is AED 290
AED 407 total
includes taxes & fees
14 May - 15 May
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Property grounds

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

9.2 out of 10, Wonderful, (105)
"Good for relaxing "
The price is AED 327
AED 745 total
includes taxes & fees
13 May - 14 May
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
The View from this Lakeside Cottage with Beach in Backyard, is BEAUTIFUL!
Fridge, microwave, oven, stovetop

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

2.0 star property
9.6 out of 10, Exceptional, (5)
"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 AED 1,010
AED 2,216 total
includes taxes & fees
13 May - 14 May
The View from this Lakeside Cottage with Beach in Backyard, is BEAUTIFUL!
BEACHFRONT/HOT TUB/ SAUNA/PETS/JACUZZI/MASSAGE CHAIR//ARCADE GAMES/KAYAKS
On the beach, sun loungers

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

9.4 out of 10, Exceptional, (149)
"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
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
On the beach, sun loungers

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

9.6 out of 10, Exceptional, (314)
"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
Pet friendly, Beautiful downstairs King bed/1bth charmer
Beach nearby

Pet friendly, Beautiful downstairs King bed/1bth charmer

9.0 out of 10, Wonderful, (26)
"This was a wonderful home with a great location!"
Pet friendly, Beautiful downstairs King bed/1bth charmer
Close to the beach, 2 Bedroom, Pet Friendly
TV, video games, offices

Close to the beach, 2 Bedroom, Pet Friendly

9.6 out of 10, Exceptional, (20)
"This location was close to our relatives, coffee shop, lighthouse mall and the beach. It was a perfect stay for my family of 3."
Close to the beach, 2 Bedroom, Pet Friendly
Charming 2 Bedroom Apt. Close to Valparaiso University Short-Term Stay
2 bedrooms, WiFi, bed sheets

Charming 2 Bedroom Apt. Close to Valparaiso University Short-Term Stay

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 Stay
2 BD Condo I Steps From Lake Mich
Exterior

2 BD Condo I Steps From Lake Mich

9.2 out of 10, Wonderful, (7)
"Clean and convenient to the beach. Communicated well with us!"
2 BD Condo I Steps From Lake Mich
Stay on State 2 bed
Private kitchen

Stay on State 2 bed

The price is AED 459
AED 695 total
includes taxes & fees
18 May - 19 May
Stay on State 2 bed
The Neighborhood Hotel - New Buffalo 100 - King + Bunk Beds
Property grounds

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

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. "
Cozy loft inside a vintage store on an animal rescue farm in Westville, IN
The Loft- Adorable Studio, Valparaiso University Short Term stays
1 bedroom, WiFi, bed sheets

The Loft- Adorable Studio, Valparaiso University Short Term stays

10.0 out of 10, Exceptional, (3)
"The unit is maintained very well & clean. It is a great place to stay!"
The Loft- Adorable Studio, Valparaiso University Short Term stays
Crown Point 1 Bedroom Stylish Apartment close to the Square/Downtown
Exterior

Crown Point 1 Bedroom Stylish Apartment close to the Square/Downtown

6.0 out of 10, (1)
"This one-bedroom attic apartment is cute and efficient. It was sufficient for my needs. Due to the age of the original home that houses four (4) residential units, it is a little loud in its mechanics, structure, and location. The people were friendly and helpful. It is closely located to the Crown Point Square which offers multiple shopping and gastro-pub options within the Historic Downtown area. The property manager was pleasant enough and prompt in his communications."
Crown Point 1 Bedroom Stylish Apartment close to the Square/Downtown
Portage Studio: 11 Miles to Indiana Dunes!
Interior

Portage Studio: 11 Miles to Indiana Dunes!

Portage Studio: 11 Miles to Indiana Dunes!
Brand New - 1bd Aptmt. at Sheridan Beach
On the beach

Brand New - 1bd Aptmt. at Sheridan Beach

2.0 star property
9.0 out of 10, Wonderful, (2)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My wife and I just celebrated our 10th anniversary and have decided to visit all national parks. This place was in very close proximity to Indiana dunes national park. The property was very clean and well maintained. I was happy that there was a...
Brand New - 1bd Aptmt. at Sheridan Beach
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Beach nearby

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

9.0 out of 10, Wonderful, (14)
"Good location to towns and restaurants. Quiet neighborhood. Close to beach and hiking trails. Host was very helpful and kind."
The price is AED 878
AED 1,111 total
includes taxes & fees
14 May - 15 May
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (25)
"My family and I enjoyed the stay! "
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Newely Remodeled Studio!
Fridge, microwave, stovetop, dishwasher

Newely Remodeled Studio!

8.8 out of 10, Excellent, (9)
"Comfy bed!"
The price is AED 364
AED 634 total
includes taxes & fees
13 May - 14 May
Newely Remodeled Studio!
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

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

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

9.0 out of 10, Wonderful, (55)
"Donnie was so kind, and was very prompt with responding. It was a very cute space with plenty of amenities. Would definitely recommend to others. "
The price is AED 290
AED 407 total
includes taxes & fees
14 May - 15 May
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Outdoor dining

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

10.0 out of 10, Exceptional, (98)
"Bright, cleam and welcoming. The view of the lake and beach access makes it the perfect getaway."
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (48)
"Great hotel. Firepits, common area, s’mores bar and a great patio too. Within walking distance of the beach and you’ll get to see deer too. "
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. Indiana Dunes Visitor Center 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.