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Search results; Over 1,000 homes in Chesterton

Guest favourite
Townhouse in Chesterton
The Book Nook 2 BDRM
2 bedrooms, 2 beds, 1 private bathroom
15–20 Sept
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4.92 out of 5 average rating, 62 reviews
Guest favourite
Home in Chesterton
Beautiful Vintage "Morgan-House"
2 bedrooms, 3 beds
15–20 Sept
4.96 out of 5 average rating, 71 reviews
Superhost
Home in Chesterton
Dunes Home – Walk to Town, Fenced Yard, Near Dunes
3 bedrooms, 8 beds
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
18–23 Oct
New place to stay
Flat in Chesterton
Newly Redone Dunes Getaway
2 bedrooms, 2 beds
14–19 Sept
4.75 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Chesterton
Chesterton Charmer: Lower Unit
3 bedrooms, 3 beds
20–25 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
27 Sept – 2 Oct
4.8 out of 5 average rating, 105 reviews
Guest favourite
Flat in Chesterton
Chesterton Charmer: Upper Unit
2 bedrooms, 4 beds
20–25 Sept
4.93 out of 5 average rating, 69 reviews
Home in Chesterton
Small town charm
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Home in Chesterton
Retro 1950s Estate w Hot Tub Near Indiana Dunes
4 bedrooms, 7 beds
20–25 Sept
4.98 out of 5 average rating, 100 reviews
Superhost
Townhouse in Chesterton
South Shore Escape
3 bedrooms, 5 beds
19–24 Sept
4.76 out of 5 average rating, 67 reviews
Top guest favourite
Guest house in Chesterton
"myhathouse" detached studio downtown Chesterton
1 bedroom, 2 beds
27 Oct – 1 Nov
4.92 out of 5 average rating, 422 reviews
Guest favourite
Guest house in Chesterton
Country Retreat
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 111 reviews
Top guest favourite
Home in Chesterton
Chesterton 3 Bedroom Home Away From Home
3 bedrooms, 3 beds
11–16 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Chesterton
Comfy family ranch neighboring the Indiana Dunes
3 bedrooms, 3 beds
15–20 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Portage
Trailside Retreat
2 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Porter
The Porter Nook | Walk to Trails + Dining
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Chesterton
The Tower Haus | Dune Trails + Hot Tub
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Chesterton
Charming Old Town Retreat in the Heart of Duneland
4 bedrooms, 4 beds
30 Apr – 5 May
5.0 out of 5 average rating, 17 reviews