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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 AED 658
AED 1,761 total
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 AED 2,204
AED 2,520 total
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 AED 1,319
AED 2,395 total
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 AED 430
AED 1,140 total
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

Country Inn & Suites by Radisson, Merrillville, IN

Country Inn & Suites by Radisson, Merrillville, IN

6/10 Okay
"Plenty of shopping and food near by. My room was stuffy and not as clean. There was a stain or debris on one of the walls near the bed. Bathroom floor had hair on it. Breakfast was minimal. "
Shondra L. 2-night trip
Posted 2 hours ago
Country Inn & Suites by Radisson, Merrillville, IN

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?
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