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Search results; Over 1,000 homes in Chesterton

Descriptions are based on details hosts provide
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds, 1 private bathroom
6–11 Sept
,
4.92 out of 5 average rating, 414 reviews
Top guest favourite
Home in Chesterton
Remodeled 1800s home near the Dunes
4.98 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Townhouse in Chesterton
Minutes from Indiana Dunes, quiet cul-de-sac
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
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
Guest favourite
Home in Chesterton
Craftsman home minutes from Lake Michigan
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
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
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
Guest favourite
Townhouse in Chesterton
Pool, fire pit, and beach access nearby
4.86 out of 5 average rating, 57 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Bungalow in Chesterton
Charming Country Cottage
4.99 out of 5 average rating, 110 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Chesterton
Fireplace and patio near downtown Chesterton
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 3 beds, 2 bathrooms
25–30 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
Guest house in Valparaiso
Geodesic dome and hot tub on Long Lake
4.99 out of 5 average rating, 165 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
4.94 out of 5 average rating, 62 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Porter
The Porter Nook | Walk to Trails + Dining
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Superhost
Home in Porter
Music-themed retreat near Indiana Dunes
4.89 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
Superhost
Home in Chesterton
Game room, fire pit, and fenced backyard
4.82 out of 5 average rating, 96 reviews, 5 bedrooms, 13 beds, 3 bathrooms
2–7 Aug
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
Superhost
Home in Chesterton
Fire pit and patio near the Dunes
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 1 bed, 2.5 bathrooms
18–23 Aug
Top guest favourite
Room in Portage
Forest view near Indiana Dunes beaches
4.88 out of 5 average rating, 173 reviews, 1 queen bed, 1 bathroom
19–24 Jul