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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, 145 reviews
Flat in Chesterton
Newly Redone Dunes Getaway
4.75 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Townhouse in Chesterton
South Shore Escape
4.86 out of 5 average rating, 58 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
4.97 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Top guest favourite
Guest house in Chesterton
Charming Hidden Cottage
5.0 out of 5 average rating, 43 reviews, 1 bedroom, 4 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4.98 out of 5 average rating, 93 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
4.79 out of 5 average rating, 119 reviews, 3 bedrooms, 8 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
4.83 out of 5 average rating, 99 reviews, 5 bedrooms, 13 beds, 3 bathrooms
2–7 Aug
Superhost
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
Top guest favourite
Guest house in Chesterton
Country Retreat
4.99 out of 5 average rating, 96 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
4.96 out of 5 average rating, 56 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Chesterton
Jefferson
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
4.92 out of 5 average rating, 414 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Tiny home in Gary
Couples Escape in the Sand Dunes with Hot tub!
New place to stay, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
4.96 out of 5 average rating, 76 reviews, 3 bedrooms, 3 beds, 1 bathroom
12–17 Aug
Guest favourite
Loft in Chesterton
[Pool included] That 70s Loft! Peace, Love & Vibes
4.79 out of 5 average rating, 73 reviews, 1 bedroom, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Guest house in Valparaiso
Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
4.99 out of 5 average rating, 166 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Aug
Top guest favourite
Home in Chesterton
Hotel Whiskey
4.97 out of 5 average rating, 177 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 Aug