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Search results; Over 1,000 homes in Chesterton

Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds, 1 private bathroom
6–11 Oct
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4.92 out of 5 average rating, 414 reviews
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds
19–24 Jul
4.78 out of 5 average rating, 9 reviews
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms, 4 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
2 bedrooms, 3 beds
17–22 Aug
4.97 out of 5 average rating, 62 reviews
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
5 bedrooms, 13 beds
2–7 Aug
4.82 out of 5 average rating, 96 reviews
Guest favourite
Townhouse in Chesterton
South Shore Escape
3 bedrooms, 5 beds
16–21 Aug
4.86 out of 5 average rating, 56 reviews
Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
2 bedrooms, 2 beds
23–28 Aug
4.96 out of 5 average rating, 53 reviews
Guest favourite
Home in Chesterton
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home
3 bedrooms, 8 beds
9–14 Aug
4.79 out of 5 average rating, 119 reviews
Top guest favourite
Home in Chesterton
Jefferson
4 bedrooms, 3 beds
25–30 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Chesterton
Hotel Whiskey
2 bedrooms, 2 queen beds
12–17 Jul
4.98 out of 5 average rating, 174 reviews
Top guest favourite
Guest house in Chesterton
Charming Hidden Cottage
1 bedroom, 4 beds
1–6 Aug
5.0 out of 5 average rating, 39 reviews
Superhost
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms, 1 double bed
18–23 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms, 3 beds
8–13 Aug
4.96 out of 5 average rating, 74 reviews
Top guest favourite
Guest house in Chesterton
Country Retreat
2 bedrooms, 3 beds
15–20 Aug
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Portage
Trailside Retreat
2 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Valparaiso
Flint Lake Cottage.
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.89 out of 5 average rating, 617 reviews
Home in Chesterton
Sugar Shores ~ 3 Mi to Indiana Dunes Nat'l Park
4 bedrooms, 8 beds
16–21 Aug
4.9 out of 5 average rating, 39 reviews
Home in Chesterton
Small town charm
3 bedrooms, 3 beds
9–14 Aug
4.6 out of 5 average rating, 5 reviews
Top guest favourite
Home in Portage
Newly Renovated with Finished Basement
3 bedrooms, 6 beds
23–28 Aug
4.95 out of 5 average rating, 281 reviews