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Search results; Over 1,000 homes in Chesterton

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Guest favourite
Home in Chesterton
South Shore Studio Apartment {National Park}
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.83 out of 5 average rating, 435 reviews
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Superhost
Home in Chesterton
Chesterton Ranch with Huge Yard
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
New place to stay
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Guest favourite
Home in Chesterton
Downtown Chesterton "Grant-Cottage"
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Oct
4.9 out of 5 average rating, 153 reviews
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Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.76 out of 5 average rating, 17 reviews
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Superhost
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms, 8 beds, 2 bathrooms
18–23 Oct
4.79 out of 5 average rating, 128 reviews
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Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
5 bedrooms, 13 beds, 3 bathrooms
4–9 Oct
4.8 out of 5 average rating, 105 reviews
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Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 423 reviews
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Flat in Chesterton
Private Downtown Apartment
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.8 out of 5 average rating, 10 reviews
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Guest favourite
Guest house in Chesterton
Country Retreat
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4 bedrooms, 7 beds, 2.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 102 reviews
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Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms, 3 beds, 1 bathroom
14–19 Oct
4.96 out of 5 average rating, 83 reviews
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Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
2 bedrooms, 4 beds, 1 bathroom
13–18 Oct
4.93 out of 5 average rating, 73 reviews
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Home in Chesterton
Small town charm
3 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
4.82 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms, 4 beds, 2 bathrooms
30 Apr – 5 May
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Home in Chesterton
The Tower Haus | Dune Trails + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Chesterton
Hotel Whiskey
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 188 reviews
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Guest favourite
Flat in Valparaiso
The Comfort Lodge Apt 3
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
4.79 out of 5 average rating, 71 reviews
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Guest favourite
Home in Valparaiso
Cozy Valparaiso Getaway
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 34 reviews
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Home in Chesterton
Charming Chesterton Home: w/ Idyllic Location!
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.82 out of 5 average rating, 33 reviews