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Search results; Over 1,000 places in Chesterton

Guest favourite
Guesthouse in Chesterton
"myhathouse" detached studio downtown Chesterton
2 king beds
Apr. 1 – 6
4.92 out of 5 average rating, 310 reviews
Guest favourite
Home in Chesterton
Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
6 beds
Apr. 7 – 12
4.89 out of 5 average rating, 70 reviews
Guest favourite
Home in Chesterton
Hotel Whiskey
2 queen beds
Apr. 1 – 6
4.98 out of 5 average rating, 123 reviews
Guest favourite
Guesthouse in Chesterton
Bro’s Place
2 beds
Apr. 1 – 6
4.96 out of 5 average rating, 113 reviews
Superhost
Home in Chesterton
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home
8 beds
Apr. 5 – 10
4.87 out of 5 average rating, 39 reviews
Home in Michigan City
Indiana Dunes Rental in Town of Pines
Apr. 1 – 6
New place to stay
Superhost
Apartment in Chesterton
Chesterton Charmer: Upper Unit
3 beds
Apr. 1 – 6
New place to stay
Guest favourite
Home in Chesterton
Cheerful two bedroom home downtown Chesterton
3 beds
Apr. 8 – 13
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Chesterton
Blue Birdhouse by the Beach - No Cleaning Fee
5 beds
Apr. 13 – 18
4.94 out of 5 average rating, 35 reviews
Home in Chesterton
Cozy Townhome Duplex w/ Modern Vintage Vibe
Apr. 9 – 14
New place to stay
Guesthouse in Chesterton
Country house with peace and quiet! Private
3 beds
Apr. 1 – 6
5.0 out of 5 average rating, 4 reviews
Townhouse in Chesterton
South Shore Escape
5 beds
Apr. 8 – 13
4.75 out of 5 average rating, 16 reviews
Guest favourite
Home in Chesterton
The H'Art of Chesterton
3 beds
Apr. 3 – 8
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Chesterton
Pool House near the Indiana Dunes
8 beds
Apr. 1 – 6
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Chesterton
Cozy home in Chesterton
7 beds
Apr. 8 – 13
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Porter
The Waverly Retreat
4 beds
Apr. 1 – 6
4.95 out of 5 average rating, 21 reviews
Superhost
Home in Chesterton
Chesterton Charmer: 2 Units in 1
6 beds
Apr. 7 – 12
New place to stay
Guest favourite
Home in Chesterton
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
8 beds
Apr. 9 – 14
4.95 out of 5 average rating, 19 reviews