A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (8 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is £201
includes taxes & fees
26 Oct - 27 Oct
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.

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, (74 reviews)
"Very nice space, with plenty of room and a great location. "
United States
Briana R.
The price is £291
includes taxes & fees
27 Sept - 28 Sept
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A sandy beach path leading to the sea with grassy dunes on either side.

3. 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, (47 reviews)
"Fantastic stay!"
United States
Steven F.
The price is £188
includes taxes & fees
8 Oct - 9 Oct
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
A beach with a sunset, waves, and sparse vegetation.

4. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
The price is £299
includes taxes & fees
1 Oct - 2 Oct
Tower Haus w/Private Hot Tub
A modern living room with a grey sofa set, a fireplace, and large windows.

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

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Chesterton
9.2 out of 10, Wonderful, (22 reviews)
"I really enjoyed my stay even though I did not venture out but the house was like a dreamy oasis. "
United States
Kendall C.
The price is £552
includes taxes & fees
27 Sept - 28 Sept
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
A beach with a parking lot and a building with arched windows.

6. 1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Porter
10.0 out of 10, Exceptional, (101 reviews)
"Our family enjoyed our stay very much, especially with having the clean well-kept accommodations and so close to our favorite Lake Michigan beaches. This is a very comfortable home for family to relax and enjoy their home away from home."
United States
Aleta F.
The price is £658
includes taxes & fees
13 Oct - 14 Oct
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
A bedroom with two beds, a ceiling fan, a TV on a dresser, and a window with blinds.

7. 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)
"Beautiful historic building. "
United States
Deborah S.
The price is £1,685
includes taxes & fees
6 Oct - 7 Oct
Full House booking of a history building close to the Dunes
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

8. 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, (44 reviews)
"The home is beautiful and very clean. It is in an excellent location, close to IN Dunes National Park. We had a very nice stay and will definitely stay here again if we are in the area."
United States
Judy H.
The price is £174
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.

9. 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 £192
includes taxes & fees
30 Sept - 1 Oct
Newly Renovated / Dog Friendly / Sleeps 6
A modern outdoor patio with a hot tub, two barbecue grills, and a white brick wall.

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)
"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.
The price is £251
includes taxes & fees
1 Oct - 2 Oct
Game room / Hot Tub / Pet Friendly / Duplex
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.

11. 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 had absolutely everything we needed for a fun, family vacation! "
United States
RuthAnn A.
The price is £341
includes taxes & fees
27 Sept - 28 Sept
Campus To Dunes Escape | 2 King Beds | Game Area + Fire Pit + Deck Lounge
A modern living room with a brown leather sofa, a dining table with chairs, a kitchen area, and a TV mounted on the wall.

12. Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Michigan City
8.0 out of 10, Very good, (2 reviews)
"Convenient location, quiet neighborhood, very close to commuter train. People do tend to drive way too fast on the street (posted 20mph and most drive 40mph). Communication with the host was excellent. Super helpful!"
United States
Jennifer K.
The price is £275
includes taxes & fees
27 Sept - 28 Sept
Cozy 2 Bedroom Home Near Lake Michigan & Downtown
A sunset over a beach with people standing on the shore.

13. 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)
"It was a cute little place to stay"
United States
Janielle K.
The price is £179
includes taxes & fees
18 Oct - 19 Oct
Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
A waterfront property with a multi-level deck, outdoor seating, and a staircase leading to the upper levels.

14. 3 Bed 3 Ba Screenporch/Sunset Lake Views

3 Bed 3 Ba Screenporch/Sunset Lake Views
LaPorte, Indiana, US
10.0 out of 10, Exceptional, (69 reviews)
"This property was very comfortable and worked great for our family!"
United States
Rolf B.
3 Bed 3 Ba Screenporch/Sunset Lake Views
A house with a 'WELCOME' sign and the number '201' on the side.

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

Hot Tub / Pet Friendly / Close to the Beach
Michigan City
10.0 out of 10, Exceptional, (8 reviews)
"This place was very nice and clean & decorated with nice up to date modern decor. The beds were very comfortable. Would definitely recommend to others."
United States
Loretta M.
The price is £219
includes taxes & fees
28 Sept - 29 Sept
Hot Tub / Pet Friendly / Close to the Beach
A two-story house with a porch and a mailbox.

16. Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
La Porte
9.8 out of 10, Exceptional, (102 reviews)
"Claudia was the most gracious hostess! I liked that she came over to show you around the house. She pointed out different features about the architecture, etc. She had such unique decorations. We enjoyed the collection of coffee mugs! Beautiful house to entertain with your family. I loved the master bedroom & bathroom. The porch was great to enjoy your morning coffee! We would love to stay here again!!"
United States
Stephanie
The price is £283
includes taxes & fees
27 Sept - 28 Sept
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
A modern living room with a sofa, coffee table, and TV. There is a dining area with a table and chairs. The room has wooden flooring and a large window with blinds.

17. Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach
Michigan City
9.4 out of 10, Exceptional, (40 reviews)
"Enjoyed our stay. Lots of room, easy to find, close to Lake Michigan, and received clear and helpful communication from the property manager/owner before and during our stay. "
United States
Daniel A.
The price is £315
includes taxes & fees
27 Sept - 28 Sept
Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach
A covered deck with a glass enclosure, a metal trash can, and outdoor furniture.

18. Michigan City Getaway: Walk to Beach, Zoo & Marina

Michigan City Getaway: Walk to Beach, Zoo & Marina
Michigan City
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed being so close to the lake and enjoyed our stay there. Neighborhood was quiet."
United States
Pamm C.
The price is £341
includes taxes & fees
29 Sept - 30 Sept
Michigan City Getaway: Walk to Beach, Zoo & Marina
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

19. Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Michigan City
9.4 out of 10, Exceptional, (62 reviews)
"Perfect spot for a short getaway with the family. Hot tub was great. Close to the beach. Game room etc. Kids loved it all. Thanks!"
United States
Meghan R.
The price is £287
includes taxes & fees
28 Sept - 29 Sept
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

20. Hot Tub + Fire Pit + Dog-Friendly Retreat Beach

Hot Tub + Fire Pit + Dog-Friendly Retreat Beach
Michigan City
8.8 out of 10, Excellent, (13 reviews)
"We wanted a cute place for a small family trip! This place was spacious and very clean! Lots of nice amenities! Host was awesome in communication!"
United States
Karyn H.
The price is £325
includes taxes & fees
29 Sept - 30 Sept
Hot Tub + Fire Pit + Dog-Friendly Retreat 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

Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

8/10 Good
"Everything was fine, but the hotel is showing some age and needs some improvements."
annie 1-night trip
Posted less than an hour ago
Fairfield Inn and Suites By Marriott Merrillville

Find out more about Chesterton

Chesterton Holiday Homes information

Number of reviews
407
Accommodation
732 Holiday Homes
Lowest Price
£174
Highest Price
£1,685