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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
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
18–23 Aug
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
4.92 out of 5 average rating, 412 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Top guest favourite
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
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, 61 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Top guest favourite
Cottage in Valparaiso
Flint Lake Cottage.
4.89 out of 5 average rating, 614 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, 22 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
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Home in Chesterton
Jefferson
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 3 beds, 2 bathrooms
25–30 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
Superhost
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
New place to stay, 3 bedrooms, 1 bed, 2.5 bathrooms
18–23 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
4–9 Aug
Top guest favourite
Room in Westville
Nice house in safe neighborhood
4.97 out of 5 average rating, 535 reviews, 2 queen beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
4.96 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
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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Guest house in Chesterton
Country Retreat
4.99 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
Top guest favourite
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
Room in Portage
Suburban living by Chicago/Dunes National Pk
4.88 out of 5 average rating, 171 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Home in Chesterton
Charming Chesterton Home: w/ Idyllic Location!
4.79 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug