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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 June - 7 June

Our top choices for Chesterton cottages

Property grounds

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55 reviews)
"Great property and everything was as described. Easy check in process! Would only add to get some newer pillows as they are all extremely flat for the beds. "
United States
Mehnaz S.
The price is AU$668
includes taxes & fees
16 Feb - 17 Feb
Treehouse Bungalow- Quaint and Cozy Getaway!
Smart TV

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

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.8 out of 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
Heather O.
The price is AU$433
includes taxes & fees
16 Feb - 17 Feb
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Terrace/patio

Private Beach Steps to the Beach.

Private Beach Steps to the Beach.
Union Pier
10.0 out of 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
Jalen W.
The price is AU$1,503
includes taxes & fees
16 Feb - 17 Feb
Private Beach Steps to the Beach.
Terrace/patio

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, (23 reviews)
"great time had by all"
United States
Elliot S.
The price is AU$633
includes taxes & fees
16 Feb - 17 Feb
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Exterior

Cozy 3BR New Buffalo cottage - steps to downtown, Stray Dog, Beach - pets ok

Cozy 3BR New Buffalo cottage - steps to downtown, Stray Dog, Beach - pets ok
Downtown New Buffalo
The price is AU$587
includes taxes & fees
24 Feb - 25 Feb
Cozy 3BR New Buffalo cottage - steps to downtown, Stray Dog, Beach - pets ok
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

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Spotless room, spacious, the registration staff person (Stacy) was fantastic,she explained everything about the facility. She gave us maps that were very helpful. A really great price for such a great hotel."
Allyn 1-night trip
Posted 2 days ago
Four Winds Casino Resort – New Buffalo

Find out more about Chesterton

Chesterton Cottages information

Number of reviews
177
Accommodation
90 Cottages
Lowest Price
AU$433
Highest Price
AU$1,503

Frequently asked questions

How much do cottages in Chesterton cost?
Expect to pay between AU$433 and AU$1,503 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.