Compare Chesterton Guest House Rentals

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Featured Guest Houses in Chesterton

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

$398

includes taxes & fees

$398 per night

Feb 24 - Feb 25

At this guesthouse, guests have access to a garden.

Pet friendly

Air conditioning

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

Guests staying at this guesthouse have access to a garden and barbecue grills.

Free WiFi

Air conditioning

At this guesthouse, guests have access to an outdoor pool and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.

Pool

Air conditioning

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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

303 N Mineral Springs Rd, Chesterton, IN

$88

includes taxes & fees

$79 per night

Feb 24 - Feb 25

8.8/10 Excellent! (1,005 reviews)

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

Porter

$274

includes taxes & fees

$245 per night

Feb 25 - Feb 26

10/10 Exceptional! (82 reviews)

Best Western Indian Oak

558 Indian Boundary Road, Chesterton, IN

$101

includes taxes & fees

$90 per night

Mar 2 - Mar 3

8.4/10 Very Good! (1,001 reviews)

Chesterton Guest Houses essential information

Accommodation	3 Guest Houses
Lowest Price	$88
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