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Search results; Over 1,000 homes in Chesterton

Guest favourite
Home in Chesterton
Downtown Chesterton "Grant-Cottage"
2 bedrooms, 3 beds, 1.5 private bathrooms
6–11 Sept
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4.9 out of 5 average rating, 143 reviews
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
4.92 out of 5 average rating, 413 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Oct
Flat in Chesterton
Newly Redone Dunes Getaway
4.78 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
4.97 out of 5 average rating, 62 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
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Cottage in Valparaiso
Flint Lake Cottage.
4.89 out of 5 average rating, 617 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
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Flat in Portage
Trailside Retreat
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
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Guest house in Chesterton
Charming Hidden Cottage
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest house in Chesterton
Cozy Guest House with Pool near National Park
4.98 out of 5 average rating, 92 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Rooms in Valparaiso
15 min. to beach. Modern country home.5 min. to VU
4.93 out of 5 average rating, 356 reviews, 2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Chesterton
Jefferson
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Guest house in Valparaiso
Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
4.99 out of 5 average rating, 163 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Valparaiso
Long Lake Retreat
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Guest house in Chesterton
Bro’s Place 6 mile drive to Indiana Dune’s
4.96 out of 5 average rating, 208 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Sept
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Flat in Chesterton
Chesterton Charmer: Lower Unit
4.96 out of 5 average rating, 74 reviews, 3 bedrooms, 3 beds, 1 bathroom
8–13 Aug
Top guest favourite
Cottage in Valparaiso
Cozy 2 Bedroom Valparaiso Cottage
4.97 out of 5 average rating, 131 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
Superhost
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 1 bed, 2.5 bathrooms
18–23 Aug
Top guest favourite
Home in Chesterton
Hotel Whiskey
4.98 out of 5 average rating, 174 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul