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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
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Flat in Chesterton
Newly Redone Dunes Getaway
4.73 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 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
Home in Chesterton
Hotel Whiskey
4.97 out of 5 average rating, 177 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Chesterton
Charming Hidden Cottage
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Aug
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
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
Top guest favourite
Bungalow in Chesterton
Charming Country Cottage
4.98 out of 5 average rating, 112 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 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
7–12 Sept
Top guest favourite
Flat in Portage
Trailside Retreat
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4.98 out of 5 average rating, 92 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
30 Aug – 4 Sept
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
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
Superhost
Home in Porter
Blue Birdhouse - Indiana Dunes
4.9 out of 5 average rating, 129 reviews, 2 bedrooms, 5 beds, 1 bathroom
9–14 Aug
Guest favourite
Hotel in Chesterton
Lake Michigan Room (204)
4.91 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
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
Top guest favourite
Home in Portage
Newly Renovated with Finished Basement
4.95 out of 5 average rating, 283 reviews, 3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
4.83 out of 5 average rating, 98 reviews, 5 bedrooms, 13 beds, 3 bathrooms
2–7 Aug