A wooden staircase ascending a sandy hill with sparse vegetation.

Chesterton guest houses

We found 9 guest houses — enter your dates for availability

Explore Chesterton guest house rentals

Image of Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of The Neighborhood Hotel - Grand Beach

The Neighborhood Hotel - Grand Beach

Image of Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Three Oaks Unit Steps To Downtown! 2 Night Summer Min!

Premier Host

Three Oaks Unit Steps To Downtown! 2 Night Summer Min!

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Three Oaks Home Close To Everything! Two Night Summer Min!

Premier Host

Three Oaks Home Close To Everything! Two Night Summer Min!

Sleeps 6 · 3 bedrooms · 1 bathroom

Image of Beacons' Nest – Valpo U, Downtown & Dunes

Beacons' Nest – Valpo U, Downtown & Dunes

Sleeps 4 · 1 bedroom · 1 bathroom

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