Holiday rentals in Chesterton
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Top-rated holiday rentals in Chesterton
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterton holiday rentals
Other great holiday rentals in Chesterton
Guest favourite
Flat in Michigan City
4.95 out of 5 average rating, 104 reviewsMichigan City full apartment near National Park #4
24–31 Jan
₹9,175 per night
Guest favourite
Cottage in Gary
4.97 out of 5 average rating, 117 reviewsNeon Dunes Vista Beachfront Cottage
30 Nov – 7 Dec
₹14,756 per night
Guest favourite
Home in Chesterton
5.0 out of 5 average rating, 18 reviewsBeautiful Vintage house
24–31 Mar
₹11,515 per night
Guest favourite
Apartment in Portage
4.92 out of 5 average rating, 79 reviewsCozy 1 bedroom condo on Marina near Lake Michigan
4–11 Dec
₹10,842 per night
Guest favourite
Home in Porter
5.0 out of 5 average rating, 31 reviewsDunes Woodland
8–15 Jan
₹13,703 per night
Guest favourite
Tiny home in Michigan City
4.97 out of 5 average rating, 79 reviewsThe Studio at the Dunes
19–26 Apr
₹10,928 per night
Guest favourite
Home in Valparaiso
4.97 out of 5 average rating, 88 reviewsCozy Luxe Downtown Valparaiso Stay
19–26 Sep
₹11,150 per night
Guest favourite
Home in Trail Creek
4.99 out of 5 average rating, 69 reviewsLeo Lodge
7–14 Mar
₹8,532 per night
Quick stats about holiday rentals in Chesterton
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
3.4T reviews
Nightly prices starting at
₹835 before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
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- Monthly Rentals Chesterton
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