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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, 144 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
31 Aug – 5 Sept
Flat in Chesterton
Newly Redone Dunes Getaway
4.8 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Chesterton
Hotel Whiskey
4.98 out of 5 average rating, 174 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
4.97 out of 5 average rating, 62 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, 39 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Aug
Guest favourite
Townhouse in Chesterton
South Shore Escape
4.86 out of 5 average rating, 56 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Guest favourite
Camper van/Motorhome in Chesterton
South Shore RV National Park.
4.83 out of 5 average rating, 136 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Guest house in Chesterton
Country Retreat
4.99 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in Chesterton
Jefferson
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Guest favourite
Home in Chesterton
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home
4.79 out of 5 average rating, 119 reviews, 3 bedrooms, 8 beds, 2 bathrooms
9–14 Aug
Superhost
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 1 bed, 2.5 bathrooms
18–23 Aug
Guest favourite
Home in Chesterton
Little Calumet Cottage
4.81 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 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 Oct
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
4.82 out of 5 average rating, 96 reviews, 5 bedrooms, 13 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Porter
The Dune Den! Huge Yard/Firepit/Near Town+Dunes
4.89 out of 5 average rating, 129 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 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, 172 reviews, 1 queen bed, 1 bathroom
19–24 Jul