A wooden staircase ascending a sandy hill with sparse vegetation.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chesterton cottages

House (4 Bedrooms) | Front of property

1. Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park

Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
3.0 star property
Chesterton
The price is AU$846
includes taxes & fees
3 Sept - 4 Sept
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
Property grounds

2. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (59 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is AU$583
includes taxes & fees
1 Sept - 2 Sept
Treehouse Bungalow- Quaint and Cozy Getaway!
Exterior

3. Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Michigan City
9.6 out of 10, Exceptional, (55 reviews)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is AU$734
includes taxes & fees
2 Sept - 3 Sept
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Living area

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

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.6 out of 10, Exceptional, (22 reviews)
"Great house, great location! "
United States
Alexis L.
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Exterior

5. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (15 reviews)
"Loved staying in this cottage. Super close to everything, clean and overall in a great location. Hosts were very helpful and easy to communicate with. Highly recommend! Will look to stay here again for sure. "
United States
Miranda S.
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Terrace/patio

6. Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
New Buffalo
10.0 out of 10, Exceptional, (26 reviews)
"Perfect stay! The house was spotless, stylish, and located perfectly. Tori was incredibly responsive. Highly recommended"
United States
kimberly b.
The price is AU$924
includes taxes & fees
14 Sept - 15 Sept
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Terrace/patio

7. Private Beach Steps to the Lake.

Private Beach Steps to the Lake.
Union Pier
10.0 out of 10, Exceptional, (96 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
Jalen W.
The price is AU$1,615
includes taxes & fees
14 Sept - 15 Sept
Private Beach Steps to the Lake.
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Great"
Jande 1-night trip
Posted 2 hours ago
Blue Chip Casino Hotel and Spa

Find out more about Chesterton

Chesterton Cottages information

Number of reviews
251
Accommodation
97 Cottages
Lowest Price
AU$583
Highest Price
AU$1,615

Frequently asked questions

How much do cottages in Chesterton cost?
Expect to pay between AU$583 and AU$1,615 per night for cottages in Chesterton. No matter your budget, a wonderful stay is only a few clicks away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Chesterton near my cottage?
Whatever you love doing, Chesterton has tons to keep you occupied. Indiana Dunes National Park, Indiana Dunes State Park and Lake View Beach are on many visitors' to-do lists. Don't leave without exploring Portage Lakefront Beach, Dune Acres Beach and Kemil Beach either. With Expedia's hotel deals in Chesterton, you'll be able to see even more neat attractions like these with the cash you save.