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Search results; Over 1,000 homes in Chesterton

Guest favourite
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms, 8 beds, 2 private bathrooms
9–14 Aug
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4.79 out of 5 average rating, 119 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
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
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
Hotel Whiskey
4.98 out of 5 average rating, 175 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
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
Townhouse in Chesterton
South Shore Escape
4.86 out of 5 average rating, 56 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 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
Top guest favourite
Guest house in Valparaiso
Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
4.99 out of 5 average rating, 165 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
4.96 out of 5 average rating, 75 reviews, 3 bedrooms, 3 beds, 1 bathroom
8–13 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
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
Superhost
Home in Chesterton
Close to the Dunes State Park!
4.88 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Home in Chesterton
Small town charm
4.6 out of 5 average rating, 5 reviews, 3 bedrooms, 3 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
Hotel in Porter
Whirlpool King Bed with balcony
4.6 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
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
Top guest favourite
Bungalow in Chesterton
Charming Country Cottage
4.99 out of 5 average rating, 107 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug