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Search results; Over 1,000 homes in Chesterton

Guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds, 1 private bathroom
8–13 Sept
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4.92 out of 5 average rating, 416 reviews
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
2 bedrooms, 3 beds
8–13 Sept
4.97 out of 5 average rating, 65 reviews
Superhost
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms, 8 beds
7–12 Sept
4.79 out of 5 average rating, 119 reviews
Guest favourite
Townhouse in Chesterton
South Shore Escape
3 bedrooms, 5 beds
16–21 Aug
4.85 out of 5 average rating, 62 reviews
Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4 bedrooms, 7 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 95 reviews
Guest favourite
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms, 3 beds
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms, 3 beds
16–21 Aug
4.96 out of 5 average rating, 78 reviews
Top guest favourite
Bungalow in Chesterton
Charming Country Cottage
2 bedrooms, 2 queen beds
13–18 Sept
4.98 out of 5 average rating, 119 reviews
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
2 bedrooms, 4 beds
16–21 Aug
4.94 out of 5 average rating, 65 reviews
Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
2 bedrooms, 2 beds
23–28 Aug
4.93 out of 5 average rating, 59 reviews
Top guest favourite
Home in Chesterton
Hotel Whiskey
2 bedrooms, 2 queen beds
15–20 Aug
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Home in Porter
The Porter Nook | Walk to Trails + Dining
2 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 33 reviews
Home in Chesterton
Small town charm
3 bedrooms, 3 beds
25–30 Aug
4.75 out of 5 average rating, 8 reviews
Top guest favourite
Home in Valparaiso
The House Near The Lakes
2 bedrooms, 2 queen beds
13–18 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Guest house in Chesterton
Charming Hidden Cottage
1 bedroom, 4 beds
23–28 Aug
5.0 out of 5 average rating, 47 reviews
Guest favourite
Guest house in Valparaiso
The Ambrose Suite - Guesthouse in Valparaiso
1 bedroom, 1 bed
9–14 Aug
4.96 out of 5 average rating, 26 reviews
Superhost
Home in Porter
Blue Birdhouse - Indiana Dunes
2 bedrooms, 5 beds
5–10 Sept
4.89 out of 5 average rating, 131 reviews