Compare Chesterton Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Chesterton

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

The price is $400 per night
$400
includes taxes & fees
$400 per night
Nov 23 - Nov 24
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!

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
Couples Getaway! Studio w/ Queen

Couples Getaway! Studio w/ Queen

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
Lake Views Near Indiana Dunes w/King Bed, Hot Tub & Unique Garden Dome. Sleeps 4

Lake Views Near Indiana Dunes w/King Bed, Hot Tub & Unique Garden Dome. Sleeps 4

2 out of 5
This guesthouse features a spa tub and a garden. This smoke-free guesthouse also has barbecue grills.
Hot Tub
Air conditioning
Don't see what you're looking for?
See all available properties in Chesterton
View all properties
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 Nov 24 to Nov 25
    $100
    includes taxes & fees
    $89 per night
    Nov 24 - Nov 25
    8.8/10 Excellent! (1,001 reviews)
    Best Western Indian Oak

    Best Western Indian Oak

    558 Indian Boundary Road, Chesterton, IN
    The price is $100 per night from Dec 1 to Dec 2
    $100
    includes taxes & fees
    $89 per night
    Dec 1 - Dec 2
    8.4/10 Very Good! (1,000 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 $319 per night from Dec 2 to Dec 3
    $319
    includes taxes & fees
    $285 per night
    Dec 2 - Dec 3
    10/10 Exceptional! (69 reviews)

Chesterton Guest Houses essential information

Accommodation
4 Guest Houses
Lowest Price
$100
Highest Price
$400
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, Lake Views Near Indiana Dunes w/King Bed, Hot Tub & Unique Garden Dome. Sleeps 4

Guest Houses in Chesterton

Most Popular

More Places To Stay in Chesterton