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Search results; Over 1,000 homes in Chesterton

Home in Chesterton
Arbutus by the Dunes
4 bedrooms, 7 beds, 2 private bathrooms
17–22 Aug
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Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 78 reviews
Top guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 66 reviews
Superhost
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms, 8 beds, 2 bathrooms
7–12 Sept
4.8 out of 5 average rating, 122 reviews
Guest favourite
Bungalow in Chesterton
Charming Country Cottage
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 119 reviews
Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4 bedrooms, 7 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 96 reviews
Top guest favourite
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 7 reviews
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.79 out of 5 average rating, 14 reviews
Superhost
Townhouse in Chesterton
South Shore Escape
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.81 out of 5 average rating, 63 reviews
Top guest favourite
Home in Chesterton
Hotel Whiskey
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 182 reviews
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
5 bedrooms, 13 beds, 3 bathrooms
16–21 Aug
4.79 out of 5 average rating, 102 reviews
Top guest favourite
Guest house in Chesterton
Charming Hidden Cottage
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Porter
The Porter Nook | Walk to Trails + Dining
2 bedrooms, 4 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Cottage in Valparaiso
Flint Lake Cottage.
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.89 out of 5 average rating, 625 reviews
Top guest favourite
Guest suite in Valparaiso
Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 170 reviews
Guest favourite
Room in Portage
Suburban living by Chicago/Dunes National Pk
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.87 out of 5 average rating, 175 reviews
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 417 reviews