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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

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)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is £345
includes taxes & fees
11 May - 12 May
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, (24 reviews)
"Incredibly clean. LOVE THAT"
United States
Matthew M.
The price is £504
includes taxes & fees
11 May - 12 May
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
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)
"Great space, fun neighborhood, and perfect location."
United States
Eric B.
The price is £475
includes taxes & fees
21 May - 22 May
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)
"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 £228
includes taxes & fees
11 May - 12 May
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Exterior

3BR 2b New Buffalo cottage steps to Shopping, Breweries, Beach - pets +NotreDame

3BR 2b New Buffalo cottage steps to Shopping, Breweries, Beach - pets +NotreDame
Downtown New Buffalo
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay at the Little Fox Lake Cottage. The location is incredibly convenient—close to everything you need while still feeling like a relaxing getaway. The hosts were fantastic: friendly, responsive, and very easy to communicate with from start to finish.The cottage itself was exactly what we were hoping for—clean, comfortable, and well cared for. It made for the perfect spot to unwind and enjoy some time away. We would definitely stay here again!"
United States
Kara O.
3BR 2b New Buffalo cottage steps to Shopping, Breweries, Beach - pets +NotreDame
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
"Lots of walking from the front desk to the hotel elevators. Hotel was clean and convenient. Would stay again."
Gaylynn 1-night trip
Posted 5 hours ago
Blue Chip Casino Hotel and Spa

Find out more about Chesterton

Chesterton Cottages information

Number of reviews
93
Accommodation
96 Cottages
Lowest Price
£228
Highest Price
£504

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 holiday 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.
What is there to do in Chesterton near my cottage?
Whatever you love to do, Chesterton has lots of things to keep you going. Indiana Dunes State Park, Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve are on most travellers' to-do lists. Don't leave without exploring Lustron House, Chellberg Farm and Cowles Bog Trailhead either. With Expedia's hotel deals in Chesterton, you can discover even more wonderful attractions like these with the cash you save.