Search Chesterton Cottage Rentals from CA $421

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Check prices for these dates

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

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 CA $244
CA $651 total
includes taxes & fees
May 10 - May 11
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 CA $848
CA $969 total
includes taxes & fees
May 11 - May 12
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
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 CA $160
CA $421 total
includes taxes & fees
May 10 - May 11
Brand New Cottage Walkable to All Downtown Michigan City & 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 CA $490
CA $889 total
includes taxes & fees
May 21 - May 22
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
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, (3 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.
The price is CA $271
CA $612 total
includes taxes & fees
May 10 - May 11
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

Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area

6/10 Okay
"So dirty we left and didn’t stay should’ve gotten a refund but I didn’t even want to argue with staff"
Xavier 1-night trip
Posted 16 hours ago
Motel 6 Hammond, IN - Chicago Area

Find out more about Chesterton

Chesterton Cottages information

Number of reviews
92
Accommodation
95 Cottages
Lowest Price
CA $421
Highest Price
CA $969

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.
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 travelers' 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.

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