Chesterton, IN Vacation Homes from AED 763

Chesterton Vacation Homes
Indiana
United States of America
Expedia.ae

A wooden staircase ascending a sandy hill with sparse vegetation.

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Our top choices for Chesterton vacation homes

A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

A bedroom with a bed, a ceiling fan, two bedside lamps, a black rug, and wooden flooring.

A compact kitchen with a built-in oven, a refrigerator, and a television mounted on the oven.

A compact kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a window with blinds.

1. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

Porter

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"

Amanda E.

The price is AED 347

AED 347

AED 862 total

includes taxes & fees

4 Nov - 5 Nov

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

A modern kitchen with a stainless steel refrigerator, a gas stove, and a coffee station with cups and a coffee maker.

A bedroom with a bed, two windows, a nightstand, and a patterned rug.

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

2. Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Chesterton

9.6 out of 10, Exceptional, (75 reviews)

9.6/10

Exceptional

(75 reviews)

"Very nice space, with plenty of room and a great location. "

Briana R.

The price is AED 373

AED 373

AED 1,347 total

includes taxes & fees

7 Oct - 8 Oct

Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

A modern kitchen with a central island, wooden dining table, and chairs. There is a ceiling fan, a microwave, and a refrigerator.

A bedroom with a bed, a nightstand, a ceiling fan, a window with curtains, and a view of greenery outside.

A modern kitchen with a central island, stainless steel appliances, and a clock on the wall.

A compact kitchen with grey cabinets, a wooden countertop, and a coffee maker.

3. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!

Chesterton

7.8 out of 10, Good, (13 reviews)

7.8/10

Good

(13 reviews)

"A nice house, everything is fine, you just have to take into account that there are many mosquitoes and flies"

Maria jose S.

The price is AED 584

AED 584

AED 1,448 total

includes taxes & fees

1 Nov - 2 Nov

NEW! Beautiful Riverfront Home on 10 Acres!

A bedroom with two beds, a ceiling fan, a TV on a dresser, and a window with blinds.

A bedroom with a bed, a desk, a chair, a television, and a ceiling fan.

A bedroom with a large bed, two bedside tables, a ceiling fan, and a chair.

A bedroom with a bed, a ceiling fan, a window, a desk, and a chair.

4. Full House booking of a history building close to the Dunes

Full House booking of a history building close to the Dunes

Chesterton

9.4 out of 10, Exceptional, (6 reviews)

9.4/10

Exceptional

(6 reviews)

"Beautiful historic building. "

Deborah S.

The price is AED 6,545

AED 6,545

AED 8,376 total

includes taxes & fees

12 Oct - 13 Oct

Full House booking of a history building close to the Dunes

A hot tub with water, a wooden deck, and a chair.

A living room with a fireplace, leather sofas, a flat-screen TV, and a lamp.

A hallway with wooden flooring, a potted plant, a metal shelf with decorative items, and a sliding glass door leading to an outdoor area.

5. Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Portage

9.8 out of 10, Exceptional, (11 reviews)

9.8/10

Exceptional

(11 reviews)

"Nice place close to the beach."

Zdenek M.

The price is AED 551

AED 551

AED 1,102 total

includes taxes & fees

31 Oct - 1 Nov

Charming 1-bedroom apt in house by creek with AC, in delightful Portage

A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

A bedroom with a bed, two bedside lamps, a window, and a painting on the wall.

A covered patio area with a ceiling fan, string lights, and a small Christmas tree.

A living room with a fireplace, a television, a dining area, and a kitchen in the background.

6. No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

Michigan City

9.8 out of 10, Exceptional, (46 reviews)

9.8/10

Exceptional

(46 reviews)

"Real cozy spot in a good location!"

Tomas O.

The price is AED 694

AED 694

AED 860 total

includes taxes & fees

12 Oct - 13 Oct

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

A modern kitchen with white cabinets, a stainless steel refrigerator, granite countertops, and a brick accent wall.

A modern kitchen with white cabinetry, a granite countertop, and pendant lighting.

A house with a red door, number 215, and a covered porch with wooden railings.

A modern kitchen with white cabinets, a stainless steel microwave, and a bar area with teal stools.

7. Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6

Michigan City

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."

Billie Farrar f.

The price is AED 371

AED 371

AED 898 total

includes taxes & fees

3 Nov - 4 Nov

Newly Renovated / Dog Friendly / Sleeps 6

A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

A modern hotel with a curved glass facade, a prominent 'Blue Chip' sign, and a landscaped courtyard.

A dining area with a wooden table, metal chairs, and a large painting on the wall.

A modern kitchen with white cabinets, a stainless steel sink, a microwave, and a blender.

8. The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly

Michigan City

9.6 out of 10, Exceptional, (19 reviews)

9.6/10

Exceptional

(19 reviews)

"Cute and cozy"

angel R.

The Boutique at Midtown Central / Hot Tub / Pet Friendly

A modern living room with a white sofa, a white chair, and a patterned rug.

A modern hotel with a curved glass facade, a prominent Blue Chip sign, and a landscaped entrance area.

A modern kitchen with white cabinets, a stainless steel oven, and a microwave.

9. Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year

Michigan City

8.4 out of 10, Very good, (19 reviews)

8.4/10

Very good

(19 reviews)

"It’s was very clean , comfortable beds too "

Donna

The price is AED 265

AED 265

AED 763 total

includes taxes & fees

21 Oct - 22 Oct

Duplex | Firepit | Game Room | Hot Tub-all year

A modern outdoor patio with a hot tub, two barbecue grills, and a white brick wall.

A modern living room with a foosball table, a sofa, a coffee table, a TV, and a staircase.

A dining area with a wooden table set for four, white chairs, a hanging light fixture, and a window with vertical blinds.

Drift off in a serene and inviting bedroom.

10. Game room / Hot Tub / Pet Friendly / Duplex

Game room / Hot Tub / Pet Friendly / Duplex

Michigan City

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"We had a great stay! Jason was quick to respond to any messages and sent us detailed communications leading up to our stay. Space was perfect for me, my husband, and our two dogs. Location is super close to the beach, casino, and outlet shopping. Would for sure recommend!"

Missy S.

The price is AED 424

AED 424

AED 1,065 total

includes taxes & fees

12 Oct - 13 Oct

Game room / Hot Tub / Pet Friendly / Duplex

A kitchen with granite countertops, white cabinets, a ceiling fan, and pendant lighting.

A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and pendant lighting.

A dining area with a large table, chairs, and potted plants.

A hot tub in a backyard with a wooden deck and a wooden fence.

11. Cozy Duplex Retreat | Hot Tub + Full Kitchen

Cozy Duplex Retreat | Hot Tub + Full Kitchen

Michigan City

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Very clean, beautiful home, great location! I look forward to visiting again "

Josh K.

Cozy Duplex Retreat | Hot Tub + Full Kitchen

A living room with a black leather sofa, a wooden coffee table, and a dark wooden chair. A white door with a stained glass window is visible in the background.

This open dining and kitchen space blends style and functionality, featuring sleek cabinetry, a microwave, and bar seating. Natural light pours in through French doors, making it the perfect spot for meals, snacks, or coffee breaks.

A modern kitchen with dark cabinetry, a large island with bar stools, a microwave, stove, and a large range hood.

A bedroom with a bed, ceiling fan, window, curtains, and a plant.

12. Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

Valparaiso

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"The house had absolutely everything we needed for a fun, family vacation! "

RuthAnn A.

The price is AED 456

AED 456

AED 1,729 total

includes taxes & fees

7 Oct - 8 Oct

Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

A modern kitchen with dark cabinets, a wooden dining table, and a light wood floor.

A bedroom with a bed, bedside lamps, a nightstand, a window with curtains, and a ceiling light.

A modern kitchen with open cabinets, a built-in oven, and a stainless steel sink.

A backyard with a fire pit, four Adirondack chairs, and a wooden gazebo.

13. ✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park

Valparaiso

9.6 out of 10, Exceptional, (12 reviews)

9.6/10

Exceptional

(12 reviews)

"It was a great place to stay! We would definitely stay here again. "

Vanessa S.

The price is AED 476

AED 476

AED 1,603 total

includes taxes & fees

27 Oct - 28 Oct

A sunset over a beach with people standing on the shore.

A modern kitchen with a wooden countertop, stainless steel appliances, and a coffee bar area.

A coffee bar setup with a coffee maker, a Starbucks Pike Place Roast bag, a bottle of coffee, and various coffee pods.

A living room with a wooden dining table, chairs, a sofa, a coffee table, and a ceiling fan.

14. Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy

Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy

Michigan City

9.8 out of 10, Exceptional, (32 reviews)

9.8/10

Exceptional

(32 reviews)

"Great place to stay close to everything!"

Anonymous traveler

The price is AED 463

AED 463

AED 876 total

includes taxes & fees

18 Oct - 19 Oct

Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy

A bedroom with bunk beds, a patterned bedspread, and a decorative rug.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area set with blue plates and a vase of flowers.

A two-story brick house with a front porch, a well-maintained lawn, and a driveway.

A kitchen with wooden cabinets, a refrigerator, and a dining area with a table set for four.

15. Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew

Portage

The price is AED 1,980

AED 1,980

AED 3,822 total

includes taxes & fees

7 Oct - 8 Oct

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew

A modern living room with a brown leather sofa, a dining table with chairs, a kitchen area, and a TV mounted on the wall.

A modern living room with a flat-screen TV, wooden flooring, a black entertainment unit, and a dining area with a white table and chairs.

A bedroom with a bed, a chair, a desk, and a door leading to another room.

A modern kitchen with a dining area, wooden flooring, and a white ceiling.

16. Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Michigan City

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"The gouse was cute and cozy. The open floor plan made it easy for all 6 of us to socialize while some were cooking and others were watching TV. The kitchen had every cooking utensil and appliance needed to prepare meals. Getting to take our dog made the trip possible. The host was super quick to respond to our need to go back to the home after check out, due to a kid losing a cell phone. Will definitely stay there agin in the future!"

Suzanne R.

Cozy 2 Bedroom Home Near Lake Michigan & Downtown

A pathway leading to a house with a deck and a covered outdoor seating area.

A coastal beach with a long stretch of sand, a few people, and a pier in the distance.

A wooden cabin with a table and chairs, a view of the beach, and paddleboards hanging on the wall.

A two-story house with a deck, hot tub, and outdoor seating area.

17. Beachfront Hot Tub All Year | Outdoor Grill | Waves on Lake Michigan

Beachfront Hot Tub All Year | Outdoor Grill | Waves on Lake Michigan

Michigan City

10.0 out of 10, Exceptional, (10 reviews)

10/10

Exceptional

(10 reviews)

"Clean and lovely stay on the beach. We will be coming back for sure."

Brittany K.

Beachfront Hot Tub All Year | Outdoor Grill | Waves on Lake Michigan

A wooden boardwalk leading to a sandy beach with the ocean in the background.

A cozy living room with a fireplace, a television mounted on the wall, and a comfortable seating area.

A living room with a sectional sofa, a small side table, a green throw blanket, and a clock on the wall.

A small, well-lit room with a desk, chair, and a staircase with white railings.

18. Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Michigan City

9.8 out of 10, Exceptional, (47 reviews)

9.8/10

Exceptional

(47 reviews)

"Great place"

Sebastian ?.

The price is AED 412

AED 412

AED 953 total

includes taxes & fees

7 Oct - 8 Oct

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

A rustic interior with wooden beams, leather sofas, a clock, and a staircase leading to another level.

A rustic kitchen with wooden cabinets, a central island, and pendant lighting.

A rustic living room with wooden beams, a fireplace, and a television.

A rustic wooden interior with a foosball table, a green sofa, and a chandelier.

19. Rustic Getaway by Lake Michigan!

Rustic Getaway by Lake Michigan!

Michigan City

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"Nice place for us 19 people.Wonderful location"

PATRICK C.

Rustic Getaway by Lake Michigan!

A house with a 'WELCOME' sign and the number '201' on the side.

A modern kitchen with built-in appliances, a dining area with stools, and a living room with a sofa and cushions.

A bedroom with a large bed, a nightstand, and artwork on the walls.

A modern living room with a gray sectional sofa, a fireplace, and a large TV mounted on the wall.

20. Hot Tub / Pet Friendly / Close to the Beach

Hot Tub / Pet Friendly / Close to the Beach

Michigan City

9.8 out of 10, Exceptional, (9 reviews)

9.8/10

Exceptional

(9 reviews)

"Great place! Perfect for a family and the kids will love the yard and yard games. The fire pit and hot tub were wonderful to round up the night. We will be back for sure! Thank you."

Jill G.

Hot Tub / Pet Friendly / Close to the 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.

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Top Chesterton Hotel Reviews

Four Winds Casino Resort – New Buffalo

10/10 Excellent

"Everything was perfect!"

Thomas 1-night trip

Posted 8 hours ago

Four Winds Casino Resort – New Buffalo

Blue Chip Casino Hotel and Spa

10/10 Excellent

"Everything was great! Staff is very nice!"

David 1-night trip

Posted 8 hours ago

Blue Chip Casino Hotel and Spa

Ameristar Casino Hotel East Chicago

8/10 Good

"The room was spacious, extremely clean and had a beautiful bathroom. Great parking and professional front desk staff. Would give 5 stars except for the fact it smelled like weed in several places throughout the hotel, unfortunately."

Joane 1-night trip

Posted 14 hours ago

Ameristar Casino Hotel East Chicago

Fairfield Inn and Suites By Marriott Merrillville

10/10 Excellent

"Great experience i had in a long time"

Steve 2-night trip

Posted 20 hours ago

Fairfield Inn and Suites By Marriott Merrillville

Spring House Inn

10/10 Excellent

"Excellent experience"

Sukhwinder 2-night trip

Posted 1 day ago

Spring House Inn

Pine Lake Resort and Banquets

10/10 Excellent

"Nice amenities and location."

John 1-night trip

Posted 2 days ago

Pine Lake Resort and Banquets

Fairbridge Inn Express Chesterton

10/10 Excellent

"Very nice for the price.."

James 1-night trip

Posted 7 days ago

Fairbridge Inn Express Chesterton

Waterbird Lakeside Inn

8/10 Good

"The room was clean and very comfortable!! And the view was the best!"

Barry 2-night trip

Posted 7 days ago

Waterbird Lakeside Inn

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

10/10 Excellent

"The house was no frills, but had everything we needed. The real star of the listing is the amazing view and easy access to the beach. We loved every minute of our stay and are hoping to repeat again next year."

Kelley S. 3-night trip

Posted 3 weeks ago

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

Search Vacation Homes in Chesterton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterton vacation homes

1. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

2. Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

3. NEW! Beautiful Riverfront Home on 10 Acres!

4. Full House booking of a history building close to the Dunes

5. Charming 1-bedroom apt in house by creek with AC, in delightful Portage

6. No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

7. Newly Renovated / Dog Friendly / Sleeps 6

8. The Boutique at Midtown Central / Hot Tub / Pet Friendly

9. Duplex | Firepit | Game Room | Hot Tub-all year

10. Game room / Hot Tub / Pet Friendly / Duplex

11. Cozy Duplex Retreat | Hot Tub + Full Kitchen

12. Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge

13. ✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park

14. Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy

15. Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew

16. Cozy 2 Bedroom Home Near Lake Michigan & Downtown

17. Beachfront Hot Tub All Year | Outdoor Grill | Waves on Lake Michigan

18. Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

19. Rustic Getaway by Lake Michigan!

20. Hot Tub / Pet Friendly / Close to the Beach

Find vacation rentals that suit your style

Top Chesterton Hotel Reviews

Four Winds Casino Resort – New Buffalo