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Search results; Over 1,000 homes in Chesterton

Top guest favourite
Guest house in Chesterton
Charming Hidden Cottage
1 bedroom, 4 beds, 1 private bathroom
10–15 Oct
,
5.0 out of 5 average rating, 51 reviews
Superhost
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms, 8 beds, 2 bathrooms
27 Sept – 2 Oct
4.79 out of 5 average rating, 127 reviews
Superhost
Home in Chesterton
Chesterton Ranch with Huge Yard
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
New place to stay
Guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.96 out of 5 average rating, 70 reviews
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.75 out of 5 average rating, 16 reviews
Top guest favourite
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 81 reviews
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
5 bedrooms, 13 beds, 3 bathrooms
24–29 Sept
4.8 out of 5 average rating, 104 reviews
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.92 out of 5 average rating, 422 reviews
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 69 reviews
Home in Chesterton
Small town charm
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.8 out of 5 average rating, 10 reviews
Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 100 reviews
Superhost
Townhouse in Chesterton
South Shore Escape
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.76 out of 5 average rating, 67 reviews
Top guest favourite
Cottage in Valparaiso
Flint Lake Cottage.
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 630 reviews
Guest favourite
Home in Chesterton
The Tower Haus | Dune Trails + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Guest house in Chesterton
Country Retreat
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 109 reviews
Superhost
Home in Chesterton
Close to the Dunes State Park!
2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
4.81 out of 5 average rating, 21 reviews
Home in Chesterton
Charming Chesterton Home: w/ Idyllic Location!
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.81 out of 5 average rating, 31 reviews
Guest favourite
Flat in Chesterton
Chesterton Charmer: 2 Units in 1
5 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 10 reviews