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Search results; Over 1,000 homes in Chesterton

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, 413 reviews
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
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
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
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
Flat in Chesterton
Newly Redone Dunes Getaway
4.78 out of 5 average rating, 9 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, 39 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 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
Home in Porter
The Porter Nook | Walk to Trails + Dining
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
4.93 out of 5 average rating, 60 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Top guest favourite
Guest house in Chesterton
Country Retreat
4.99 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
Hotel in Porter
Whirlpool King Bed with balcony
4.6 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Townhouse in Chesterton
South Shore Escape
4.86 out of 5 average rating, 56 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 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
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
26–31 Jul
Guest favourite
Hotel in Chesterton
Lake Michigan Room (204)
4.9 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
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
Guest house in Valparaiso
The Ambrose Suite - Guesthouse in Valparaiso
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
4.82 out of 5 average rating, 95 reviews, 5 bedrooms, 13 beds, 3 bathrooms
2–7 Aug