Compare Chesterton Guest House Rentals

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Featured Guest Houses in Chesterton

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chesterton

    Spring House Inn

    Spring House Inn

    303 N Mineral Springs Rd, Chesterton, IN
    The price is $100 per night from Dec 23 to Dec 24
    $100
    includes taxes & fees
    $89 per night
    Dec 23 - Dec 24
    8.8/10 Excellent! (1,000 reviews)
    Best Western Indian Oak

    Best Western Indian Oak

    558 Indian Boundary Road, Chesterton, IN
    The price is $95 per night from Dec 29 to Dec 30
    $95
    includes taxes & fees
    $85 per night
    Dec 29 - Dec 30
    8.4/10 Very Good! (1,001 reviews)
    Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

    Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

    Porter
    The price is $293 per night from Jan 6 to Jan 7
    $293
    includes taxes & fees
    $262 per night
    Jan 6 - Jan 7, 2025
    10/10 Exceptional! (72 reviews)

Chesterton Guest Houses essential information

Accommodation
4 Guest Houses
Lowest Price
$95
Highest Price
$398
Popular accommodation
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, Couples Getaway! Studio w/ Queen