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Search results; Over 1,000 homes in Chesterton

Top guest favourite
Guest house in Chesterton
Cozy Guest House with Pool near National Park
1 bedroom, 1 bed, 1 private bathroom
2–7 Oct
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4.97 out of 5 average rating, 106 reviews
Guest favourite
Home in Chesterton
Downtown Chesterton "Grant-Cottage"
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Oct
4.9 out of 5 average rating, 149 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
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.75 out of 5 average rating, 16 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
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
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
Top guest favourite
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 10 reviews
Home in Chesterton
Small town charm
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.82 out of 5 average rating, 11 reviews
Superhost
Home in Chesterton
Roomy Retreat–Family&Friends|2 King Beds|Game Room
5 bedrooms, 13 beds, 3 bathrooms
27 Sept – 2 Oct
4.8 out of 5 average rating, 105 reviews
Superhost
Townhouse in Chesterton
South Shore Escape
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.76 out of 5 average rating, 67 reviews
Superhost
Home in Chesterton
Chesterton Ranch with Huge Yard
3 bedrooms, 4 beds, 1 bathroom
5–10 Oct
New place to stay
Guest favourite
Home in Chesterton
South Shore Studio Apartment {National Park}
1 bedroom, 1 queen bed, 1 bathroom
26 Sept – 1 Oct
4.83 out of 5 average rating, 433 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
Top guest favourite
Bungalow in Chesterton
Charming Country Cottage
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 128 reviews
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms, 4 beds, 2 bathrooms
30 Apr – 5 May
5.0 out of 5 average rating, 17 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, 22 reviews
Top guest favourite
Rooms in Valparaiso
15 min. to beach. Modern country home.5 min. to VU
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 382 reviews
Guest favourite
Home in Porter
The Porter Nook | Walk to Trails + Dining
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 43 reviews