A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chesterton holiday homes

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

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, (11 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is £155
includes taxes & fees
10 Nov - 11 Nov
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A living room with a flat-screen TV, a wooden console table, a green armchair, a leather sofa, and a ceiling fan.

2. Dunes Homestead - Near Dunes + Lake + Dog Friendly

Dunes Homestead - Near Dunes + Lake + Dog Friendly
Porter
9.8 out of 10, Exceptional, (37 reviews)
"Everything was as described, and had everything we needed!"
United States
Chrissy B.
The price is £229
includes taxes & fees
13 Nov - 14 Nov
Dunes Homestead - Near Dunes + Lake + Dog Friendly
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

3. 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, (76 reviews)
"Great location, walking distance to downtown Chesterton which had an excellent ice cream shop and other restaurants. Easy driving distance to different parts of Indiana Dunes National Park. Host had great communication before and throughout the visit and the house had all the amenities we needed."
United States
Ammari Capito F.
The price is £257
includes taxes & fees
24 Nov - 25 Nov
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

4. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
The price is £192
includes taxes & fees
10 Nov - 11 Nov
Tower Haus w/Private Hot Tub
A wooden deck with a glass-top table and chairs, surrounded by lush greenery.

5. Indiana Dunes National Park

Indiana Dunes National Park
Porter
9.4 out of 10, Exceptional, (3 reviews)
"Clean accommodations, everything was as advertised for our 1 night stay. The album collection was a bonus."
United States
Heather F.
The price is £183
includes taxes & fees
11 Nov - 12 Nov
Indiana Dunes National Park
A bedroom with two beds, a ceiling fan, a TV on a dresser, and a window with blinds.

6. 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)
"We are happy with the property. clean property, quite spacious and large enough to accommodate large group, quite close to Dunes."
United States
Mahesh K.
The price is £1,597
includes taxes & fees
11 Nov - 12 Nov
Full House booking of a history building close to the Dunes
A living room with a grey sofa, two armchairs, a coffee table, and a rug. There are two lamps, a framed picture on the wall, and a window with curtains.

7. Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Chesterton
9.4 out of 10, Exceptional, (50 reviews)
"Fantastic stay!"
United States
Steven F.
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
A hot tub with water, a wooden deck, and a chair.

8. 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)
"Nice place close to the beach."
United States
Zdenek M.
The price is £193
includes taxes & fees
30 Nov - 1 Dec
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.

9. 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, (52 reviews)
"Very cute house in a great location. Very convenient to The Dunes beaches and hiking."
United States
Crystal K.
The price is £197
includes taxes & fees
10 Nov - 11 Nov
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
A spacious living area with a dining table, seating, a fireplace, and a view of the outdoors.

10. Three Waters Escape | 2 Kings | Game Lounge

Three Waters Escape | 2 Kings | Game Lounge
Valparaiso
10.0 out of 10, Exceptional, (5 reviews)
"Great property. I will definitely stay there again when I'm in town."
United States
anthony h.
The price is £392
includes taxes & fees
10 Nov - 11 Nov
Three Waters Escape | 2 Kings | Game Lounge
A modern kitchen with white cabinets, a stainless steel refrigerator, granite countertops, and a brick accent wall.

11. Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
10.0 out of 10, Exceptional, (6 reviews)
"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."
United States
Billie Farrar f.
The price is £169
includes taxes & fees
10 Nov - 11 Nov
Newly Renovated / Dog Friendly / Sleeps 6
A dining area with a large table, chairs, and potted plants.

12. 4BR Family Retreat | Private Hot Tub + 2 Kitchens

4BR Family Retreat | Private Hot Tub + 2 Kitchens
Michigan City
The price is £306
includes taxes & fees
11 Nov - 12 Nov
4BR Family Retreat | Private Hot Tub + 2 Kitchens
A modern kitchen with dark cabinets, a wooden dining table, and a light wood floor.

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

✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
Valparaiso
9.6 out of 10, Exceptional, (14 reviews)
"We stayed for 8 nights and the location was perfect. Rooms were as described and plenty of space for our family. Eddi was very responsive for any questions that arose during the trip."
United States
Alexis U.
The price is £299
includes taxes & fees
17 Nov - 18 Nov
✨ Valpo Glow & Dunes Flow | Sleeps 12 | Firepit + Gazebo | Game Area | Valpo University | Indiana Dunes National Park
A modern outdoor patio with a hot tub, two barbecue grills, and a white brick wall.

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

Game room / Hot Tub / Pet Friendly / Duplex
Michigan City
9.8 out of 10, Exceptional, (9 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!"
United States
Missy S.
Game room / Hot Tub / Pet Friendly / Duplex
A modern hotel with a curved glass facade, a prominent 'Blue Chip' sign, and a landscaped courtyard.

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

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.4 out of 10, Exceptional, (20 reviews)
"Very clean accommoding"
United States
Linda L.
The price is £215
includes taxes & fees
10 Nov - 11 Nov
The Boutique at Midtown Central / Hot Tub / Pet Friendly
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.

16. 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)
"The house was nice and very stocked with everything we need ."
United States
Marcia N.
The price is £343
includes taxes & fees
17 Nov - 18 Nov
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
A modern kitchen with grey cabinets, a central island with stools, a microwave, and a dishwasher.

17. An Escape to a Dream of Green and relaxation.

An Escape to a Dream of Green and relaxation.
Miller Beach
9.6 out of 10, Exceptional, (28 reviews)
"Extremely clean. Kitchen needs more/newer cookware/bakeware to match how nice the house is. Hot tub was a wonderful addition along with the extra room on the back of the house. Overall we enjoyed our stay."
United States
Julie R.
The price is £426
includes taxes & fees
15 Nov - 16 Nov
An Escape to a Dream of Green and relaxation.
A modern living room with a sofa, coffee table, and floor lamp.

18. 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, (34 reviews)
"Great place to stay close to everything!"
United States
Anonymous traveller
The price is £154
includes taxes & fees
10 Nov - 11 Nov
Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
A modern living room with a sofa, armchair, and a coffee table. There is a bunk bed in the background, a large rug, and a ceiling fan.

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

Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
Portage
The price is £748
includes taxes & fees
10 Nov - 11 Nov
Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

20. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
8.6 out of 10, Excellent, (4 reviews)
"Great pet friendly home and yard. Host was responsive great communication. Excellent, easy to access location."
United States
Lynda L.
The price is £331
includes taxes & fees
10 Nov - 11 Nov
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
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

Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

8/10 Good
"The hot breakfasts was very good. The room was clean, however the mattress was soft, you had to find a good spot in the middle."
Rebecca A 2-night trip
Posted 6 hours ago
Fairfield Inn and Suites By Marriott Merrillville

Find out more about Chesterton

Chesterton Holiday Homes information

Number of reviews
387
Accommodation
732 Holiday Homes
Lowest Price
£154
Highest Price
£1,597