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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Chesterton cottages

Exterior

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, (49 reviews)
"It was a wonderful stay. The house is cozy and spacious in a wonderful neighborhood. It was very peaceful. "
United States
B E.
The price is AED 579
AED 1,446 total
includes taxes & fees
26 Jan - 27 Jan
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
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)
"Beautiful and feels like home! Great location too! "
United States
Michelle T.
The price is AED 477
AED 1,201 total
includes taxes & fees
22 Feb - 23 Feb
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
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 AED 459
AED 1,506 total
includes taxes & fees
26 Jan - 27 Jan
Treehouse Bungalow- Quaint and Cozy Getaway!
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, (22 reviews)
"great time had by all"
United States
Elliot S.
The price is AED 1,778
AED 1,987 total
includes taxes & fees
26 Jan - 27 Jan
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo 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 AED 2,020
AED 4,029 total
includes taxes & fees
1 Feb - 2 Feb
Private Beach Steps 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

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Nicest hotel/casino I’ve been too. Just wish I could win something on the slots. Lol"
Jason 2-night trip
Posted 1 day ago
Four Winds Casino Resort – New Buffalo

Frequently asked questions

Why book your cottage in Chesterton with Expedia?
Booking a cottage in Chesterton is as simple as deciding on your travel dates and picking an ideal place for a vacation in the outdoors. From chic retreats to low-cost properties and cottages that have perks like a hot tub, Expedia has something for all styles and tastes. As for irresistible deals? We have them too!
How can I find cheap cottages in Chesterton?
With Expedia's convenient filter tool, sourcing cheap cottages in Chesterton has never been easier. To discover properties that are very pocket friendly, narrow your search results by star rating, amenities and budget.