Search Cottages in Chesterton
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare Cottages in Chesterton with updated reviews, rates, and availability.

Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!
Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!
10.0 out of 10, Exceptional, (54)

Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
9.6 out of 10, Exceptional, (91)

Simple Cottage Set in the Woods by Lake Michigan
Simple Cottage Set in the Woods by Lake Michigan
9.4 out of 10, Exceptional, (88)

Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
10.0 out of 10, Exceptional, (34)

Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
8.8 out of 10, Excellent, (3)

Dunland Cottage W/hot tub, paddle boards, fire pit
Dunland Cottage W/hot tub, paddle boards, fire pit
8.2 out of 10, Very Good, (20)

Pet-friendly Lake Getaway: 1 Block to Beach!
Pet-friendly Lake Getaway: 1 Block to Beach!

Treehouse Bungalow- Quaint and Cozy Getaway!
Treehouse Bungalow- Quaint and Cozy Getaway!
9.2 out of 10, Wonderful, (45)
The price is SAR 521
SAR 1,029 total
includes taxes & fees
5 Mar - 6 Mar
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Chesterton

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, (83)
The price is SAR 750
SAR 1,197 total
includes taxes & fees
5 Mar - 6 Mar

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
9.0 out of 10, Wonderful, (50)
The price is SAR 296
SAR 416 total
includes taxes & fees
30 Mar - 31 Mar

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
9.8 out of 10, Exceptional, (51)
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.
Recent reviews of Chesterton hotels
Recent reviews of Chesterton hotels

The Brewery Lodge Hotel
5/5 Excellent
"It was quaint. The setting would be beautiful in other seasons too. It reminded me of a Hallmark movie setting and would be beautiful at Christmas time. I would go back"
A verified traveler stayed at The Brewery Lodge Hotel
Posted 13 hours ago