Title: Chesterton Vacation Rentals from CA $162: Short-Term Rentals for 2026 | Expedia.ca

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![Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. 
#hiking](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Ruslian

![](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=7214&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterton vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/a5e3e3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/4b623c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/927385a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/ecb842fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago 

[](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information)

Chesterton

9.0/10

Wonderful

(10 reviews)

"It was great. The host was very responsive and kind"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherry M.

CA $132

CA $431 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/3c1f7b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/w1024h494x0y95-d174f20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/47cadd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69390000/69386000/69385955/w894h683x65y0-0fccdb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-Camper-WHot-Tub-Near-Indiana-Dunes.h69385955.Hotel-Information)

Porter

9.0/10

Wonderful

(12 reviews)

"Great Stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin

CA $117

CA $162 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-Camper-WHot-Tub-Near-Indiana-Dunes.h69385955.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/fb8be5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/da2b62d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/d3f9da38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/13dec7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

[](https://www.expedia.ca/Chesterton-Hotels-Blue-Birdhouse-By-The-Beach.h94689032.Hotel-Information)

Chesterton

9.4/10

Exceptional

(36 reviews)

"Great location, very relaxing atmosphere at the house. 2 miles from the National park, straight shot from house. Awesome vacation spot!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael S.

CA $253

CA $289 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chesterton-Hotels-Blue-Birdhouse-By-The-Beach.h94689032.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y0-2001df05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1435h950x0y4-962b42a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y5-c37c59a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1435h955x2y2-baabc10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

[](https://www.expedia.ca/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information)

Chesterton

9.8/10

Exceptional

(65 reviews)

"The house was very clean and served us well. It was in a great walkable small town with plenty of good restaurants, and only a short drive to the dunes"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sue

CA $114

CA $477 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/1ab6d529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/0357983e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/c1bf66fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/88000000/87910000/87908400/87908321/ae500cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chesterton-Hotels-Private-Downtown-Apt.h87908321.Hotel-Information)

Chesterton

8.8/10

Excellent

(94 reviews)

"Great stay on every level "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tom M.

CA $122

CA $168 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chesterton-Hotels-Private-Downtown-Apt.h87908321.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/8f20fe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/cacec885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/c15b3e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/a2b68ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago 

[](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information)

Chesterton

9.4/10

Exceptional

(3 reviews)

"I enjoyed my short stay and visit to The Indiana National Dunes. The Host was friendly and she put special effort into setting the place up for my stay. I 100% would rent again from this host and would recommend "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

T J.

CA $144

CA $533 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/771dd1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/b2c50422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/90955807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/105000000/104450000/104442100/104442031/c1b631b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

[](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information)

Chesterton

9.2/10

Wonderful

(20 reviews)

"I really enjoyed my stay even though I did not venture out but the house was like a dreamy oasis. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kendall C.

CA $202

CA $730 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chesterton-Hotels-Roomy-Retreat-Family-Friends2-King-BGame-Room-Valpo-University-Dunes.h104442031.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1024h569x0y58-4410e30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-3917a528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1008h569x0y57-d627387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-5b7990bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Beautiful Riverfront Home on 10 Acres!

[](https://www.expedia.ca/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information)

Chesterton

8.0/10

Very good

(9 reviews)

"Very tranquil and private stay. The house was clean and comfortable, the fire pit was very nice,. CLose to town, and close to the beach. We loved it."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeff S.

CA $218

CA $541 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/7cfedc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/10372699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/w894h683x65y0-32f3f4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/70000000/69390000/69385700/69385681/w1024h495x0y94-e2667f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-WPool.h69385681.Hotel-Information)

Porter

9.0/10

Wonderful

(17 reviews)

"Great place to stay with kids."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jane H.

CA $278

CA $354 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chesterton-Hotels-The-Pool-Barn-WPool.h69385681.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/536e84f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/fcc72464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/5b26cf9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109320000/109317500/109317487/32406705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### That 70’s Loft- Peace, Love and a Funky Stay!

[](https://www.expedia.ca/Chesterton-Hotels-That-70s-Loft-Peace.h109317487.Hotel-Information)

Chesterton

10/10

Exceptional

(6 reviews)

"We had a lovely stay in this charming, little set-up"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna K.

CA $241

CA $448 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chesterton-Hotels-That-70s-Loft-Peace.h109317487.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/29e63479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/2f70f777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/bc5589af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101220000/101216500/101216471/ee5580a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 miles from Dunes National Park. A Unique Boutique Hotel. 

[](https://www.expedia.ca/Chesterton-Hotels-2-Miles-From-Dunes-National-Park-A-Unique-Boutique-Hotel.h101216471.Hotel-Information)

Chesterton

9.0/10

Wonderful

(4 reviews)

"Beautiful historic building. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah S.

CA $1,544

CA $2,147 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Chesterton-Hotels-2-Miles-From-Dunes-National-Park-A-Unique-Boutique-Hotel.h101216471.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112097900/112097831/b4083b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112097900/112097831/w3600h2360x0y40-6481bfeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112100000/112097900/112097831/02b8662e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112100000/112097900/112097831/2d14d4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated 1971 Airstream on an 80 acre animal rescue farm in Westville IN

[](https://www.expedia.ca/Westville-Hotels-Renovated-1971-Airstream-On-An-80-Acre-Animal-Rescue-Farm-In-Westville-IN.h112097831.Hotel-Information)

Westville

10/10

Exceptional

(1 review)

"What a unique and lovely stay! The airstream was thoughtfully renovated and the property was beautiful. Lots of trails to walk and animals to talk to. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stef K.

CA $303

CA $387 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Westville-Hotels-Renovated-1971-Airstream-On-An-80-Acre-Animal-Rescue-Farm-In-Westville-IN.h112097831.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/ac28e003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/fa11119c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/w2099h1399x1y1-76a54d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/w2100h1399x0y1-98d8f1b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Boutique at Midtown Central / Hot Tub / Pet Friendly

[](https://www.expedia.ca/Michigan-City-Hotels-The-Train-House-Michigan-City.h105098759.Hotel-Information)

Michigan City

9.8/10

Exceptional

(12 reviews)

"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy W.

CA $167

CA $411 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Michigan-City-Hotels-The-Train-House-Michigan-City.h105098759.Hotel-Information)

![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/98000000/97510000/97500100/97500047/67e17a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/98000000/97510000/97500100/97500047/dbcba1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97510000/97500100/97500047/6b395ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, stereo](https://images.trvl-media.com/lodging/98000000/97510000/97500100/97500047/fd01bea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### UncleLarry's LakePlace, Hot Tub

[](https://www.expedia.ca/Unclelarrys-Lakeplace.h97500047.Hotel-Information)

La Porte

10/10

Exceptional

(7 reviews)

"Beautiful lake house stay, very refreshing! Lovely views of the lake and quiet area when we were there in November. Super comfy beds, great hot tub, and amazing view. Would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica E.

CA $315

CA $801 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Unclelarrys-Lakeplace.h97500047.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/dc796397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/5fac8014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/2bc4fa82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/89853d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bed 3 Ba Screenporch/Sunset Lake Views

[](https://www.expedia.ca/La-Porte-Hotels-CaLLinG-All-LaKe-LoVers.h91117026.Hotel-Information)

LaPorte, Indiana, US

10/10

Exceptional

(68 reviews)

"Beautiful lake house. So spacious & decorated so cute. Jamie was very helpful & easy to communicate with! We’d love to come back when the weather is warmer and we can enjoy the lake. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Toni N.

CA $312

CA $762 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/La-Porte-Hotels-CaLLinG-All-LaKe-LoVers.h91117026.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/76000000/75770000/75766800/75766752/50024efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75770000/75766800/75766752/702d72ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/76000000/75770000/75766800/75766752/3fc4887d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/76000000/75770000/75766800/75766752/d3d97fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse Bungalow- Quaint and Cozy Getaway! 

[](https://www.expedia.ca/Michigan-City-Hotels-Treehouse-Bungalow-Quaint-And-Cozy-Getaway.h75766752.Hotel-Information)

Michigan City

8.6/10

Excellent

(55 reviews)

"Very cute and comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacqueline C.

CA $246

CA $655 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Michigan-City-Hotels-Treehouse-Bungalow-Quaint-And-Cozy-Getaway.h75766752.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112740000/112733400/112733347/9d8c9b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112740000/112733400/112733347/2bb9dc41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/113000000/112740000/112733400/112733347/c7069d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112740000/112733400/112733347/0de38273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New Cottage Walkable to All Downtown Michigan City & Beach!

[](https://www.expedia.ca/Michigan-City-Hotels-Brand-New-Cottage-Walkable-To-All-Downtown-Michigan-City-Beach.h112733347.Hotel-Information)

Michigan City

9.8/10

Exceptional

(16 reviews)

"Cute place, extremely clean, comfortable and well-outfitted. It's very convenient, with easy parking and great proximity to downtown Michigan City. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather O.

CA $161

CA $421 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Michigan-City-Hotels-Brand-New-Cottage-Walkable-To-All-Downtown-Michigan-City-Beach.h112733347.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34520000/34512900/34512802/eb541ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34520000/34512900/34512802/9b766e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34520000/34512900/34512802/3019420f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34520000/34512900/34512802/90-6159383e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Beach Steps to the Beach.

[](https://www.expedia.ca/Union-Pier-Hotels-Private-Beach.h34512802.Hotel-Information)

Union Pier

10/10

Exceptional

(93 reviews)

"Great stay for a week by the beach with family! Perfect location to walk right down to the beach each day. Excited to come back one day!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jalen W.

CA $755

CA $1,504 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Union-Pier-Hotels-Private-Beach.h34512802.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94630000/94626400/94626390/1b13d87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94630000/94626400/94626390/fbca2424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94630000/94626400/94626390/5a9e2031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94630000/94626400/94626390/75fd5276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

[](https://www.expedia.ca/Valparaiso-Hotels-Black-Cabin-Getaway-In-Beautiful-Woods-I-Valpo-University-Flint-Lake-Dunes.h94626390.Hotel-Information)

Valparaiso

9.0/10

Wonderful

(44 reviews)

"It was peaceful and we all had a great experience."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bala G.

CA $144

CA $424 total

includes taxes & fees

Apr 22 - Apr 23

[](https://www.expedia.ca/Valparaiso-Hotels-Black-Cabin-Getaway-In-Beautiful-Woods-I-Valpo-University-Flint-Lake-Dunes.h94626390.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/01933d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/ee53c125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/4eee2579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/ded3c13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Rustic Cabin for Two!

[](https://www.expedia.ca/Griffith-Hotels-Beautiful-Rustic-Cabin-For-Two.h111821529.Hotel-Information)

Griffith

9.0/10

Wonderful

(21 reviews)

"Nice and cozy place to stay. We enjoyed our secluded area during our time here."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allison A.

CA $92

CA $134 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Griffith-Hotels-Beautiful-Rustic-Cabin-For-Two.h111821529.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09&regionId=7214&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America&regionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America&regionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America&regionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America&regionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America&regionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America&regionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL)

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## Top Chesterton Hotel Reviews

![FairBridge Inn Express Merrillville](https://images.trvl-media.com/lodging/1000000/130000/123900/123860/070e258c_y.jpg)

### FairBridge Inn Express Merrillville

10/10 Excellent

"Loved "

[](https://expedia.ca/Merrillville-Hotels-FairBridge-Inn-Express-Merrillville.h123860.Hotel-Information)

![Four Winds Casino Resort – New Buffalo](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/a7566650_y.jpg)

### Four Winds Casino Resort – New Buffalo

10/10 Excellent

"Clean and spacious room."

[](https://expedia.ca/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.Hotel-Information)

![Comfort Inn Hobart-Merrillville I-65](https://images.trvl-media.com/lodging/1000000/50000/42500/42459/d222dd8e_y.jpg)

### Comfort Inn Hobart-Merrillville I-65

10/10 Excellent

"Plenty of food within a few hundred feet. Great location great staff and was overall a great stay!"

[](https://expedia.ca/Hobart-Hotels-Comfort-Inn-Hobart-Merrillville.h42459.Hotel-Information)

![Holiday Inn Express & Suites New Buffalo by IHG](https://images.trvl-media.com/lodging/1000000/550000/544000/543985/adce6183_y.jpg)

### Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent

"Clean room! Nice staff! "

[](https://expedia.ca/Benton-Harbor-Hotels-Holiday-Inn-Express-Suites-New-Buffalo.h543985.Hotel-Information)

![Country Inn & Suites by Radisson, Merrillville, IN](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/5e19e0aa_y.jpg)

### Country Inn & Suites by Radisson, Merrillville, IN

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information)

![Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2615544f_y.jpg)

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

10/10 Excellent

"One of the best stay we ever had. Amazing view of Michigan Lake and Chicago Skyline. Place was very clean and well maintained, easy parking and host is very friendly and helpful. Will definitely visit again in Summer. "

[](https://expedia.ca/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information)

![Comfort Inn & Suites Porter near Indiana Dunes](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/c493a250_y.jpg)

### Comfort Inn & Suites Porter near Indiana Dunes

2/10 Terrible

"This was easily one of the worst hotel stays I’ve ever survived. Check-in started strong with after waiting 30+ min staff telling me I didn’t even have a reservation of the room with garden tub (shoutout to Expedia for apparently having imaginary photos of rooms). After settling, we got a room that smelled like a mix of gas station weed and straight-up farts. Amenities? Questionable. The hot tub had commitment issues (half the jets didn’t work), and the “heated” pool felt like an ice bath training session. The thermostat in the room was broken, so we got to enjoy a full-on sauna experience all night—paired nicely with highway noise loud enough to simulate sleeping on the shoulder. Then came the 1:30 AM fire alarm. We all marched down three flights of stairs and stood around for 20 minutes with zero staff in sight. Turns out someone’s vape caught fire… which we learned from the person responsible in the elevator later. Reassuring. Breakfast was the final boss: broken cereal dispenser, coffee that tasted aggressively like hazelnut regret, and warm yogurt (??). Honestly, I would’ve felt safer and more comfortable sleeping in my car. 0/10, would not return. "

[](https://expedia.ca/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information)

![Holiday Inn Express & Suites Hammond by IHG](https://images.trvl-media.com/lodging/23000000/22250000/22247400/22247367/91a75de2_y.jpg)

### Holiday Inn Express & Suites Hammond by IHG

10/10 Excellent

"Todo muy cómodo y comida muy buena "

[](https://expedia.ca/Hammond-Hotels-Holiday-Inn-Express-Suites-Hammond.h22247367.Hotel-Information)

![Best Western Indian Oak](https://images.trvl-media.com/lodging/1000000/50000/49800/49736/527d397d_y.jpg)

### Best Western Indian Oak

6/10 Okay

"There are many restaurants very close. The rooms were very clean and the one person that shined at this property was a Staff member that cleaned all the rooms and helped guests with all their questions. She alone is a 5 star 🌟 "

[](https://expedia.ca/Chesterton-Hotels-Best-Western-Indian-Oak.h49736.Hotel-Information)

## Find out more about Chesterton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesterton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Chesterton ](https://expedia.ca/Chesterton-Private-Vacation-Homes.d7214-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chesterton ](https://expedia.ca/Chesterton-Apartments.d7214-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Chesterton ](https://expedia.ca/Chesterton-Cottages.d7214-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Chesterton ](https://expedia.ca/Chesterton-Condos.d7214-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Chesterton ](https://expedia.ca/Chesterton-Guest-Houses.d7214-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Chesterton ](https://expedia.ca/Chesterton-Motels.d7214-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesterton ](https://expedia.ca/Chesterton-Cabins.d7214-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Chesterton ](https://expedia.ca/Chesterton-Agritourism.d7214-aaAgritourism.Travel-Guide-Accommodation)
- [RV Parks in Chesterton ](https://expedia.ca/Chesterton-RV-Parks.d7214-aaRVParks.Travel-Guide-Accommodation)
- [Villas in Chesterton ](https://expedia.ca/Chesterton-Villas.d7214-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Chesterton ](https://expedia.ca/Chesterton-Apart-Hotels.d7214-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Chesterton ](https://expedia.ca/Chesterton-Inns.d7214-aaInns.Travel-Guide-Accommodation)
- [B&B in Chesterton ](https://expedia.ca/Chesterton-Bed-And-Breakfast.d7214-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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