Book Guest Houses in Chesterton, IN

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Chesterton

Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Get rates
This vacation home features free WiFi in public areas, laundry facilities, and self parking. Barbecue grills are provided for your convenience.
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

Get rates
An outdoor pool is featured at this guesthouse, along with laundry facilities and concierge services. Barbecue grills are provided for your convenience.
Galien Room Suite King size with Jacuzzi

Galien Room Suite King size with Jacuzzi

$257 nightly
The price is $275 total per night
$275 total
Oct 6 - Oct 7
Total with taxes and fees
A hot tub is available at this guesthouse.
Hot Tub
Free WiFi
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

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

Get rates
This guesthouse features a garden, laundry facilities, and barbecue grills.
Beacons' Nest – Valpo U, Downtown & Dunes

Beacons' Nest – Valpo U, Downtown & Dunes

Get rates
This vacation home features a water park, a garden, and laundry facilities.
Kitchen
Washer
Snug Harbor Suite - King with Jacuzzi

Snug Harbor Suite - King with Jacuzzi

Get rates
A hot tub is available at this vacation home.
Eber Knight Studio - King size with Jacuzzi

Eber Knight Studio - King size with Jacuzzi

$212 nightly
The price is $227 total per night
$227 total
Oct 7 - Oct 8
Total with taxes and fees
A hot tub is available at this vacation home.
SS Post Boy Queen Suite with Jacuzzi

SS Post Boy Queen Suite with Jacuzzi

Get rates
A hot tub is available at this vacation home.
Captain Whittaker Suite 2 bedroom, 2 baths

Captain Whittaker Suite 2 bedroom, 2 baths

Get rates
A hot tub is featured at this vacation home, along with laundry facilities.
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.

Top hotels in Chesterton

Spring House Inn

Spring House Inn

303 N Mineral Springs Rd, Chesterton, IN
$103 nightly
The price is $116 total per night from Oct 5 to Oct 6
$116 total
Oct 5 - Oct 6
Total with taxes and fees
8.8/10 Excellent! (1,033 reviews)

Chesterton Guest Houses essential information

Accommodation
10 Guest Houses
Lowest Price
$94
Highest Price
$275
Popular accommodation
Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Galien Room Suite King size with Jacuzzi, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, Beacons' Nest – Valpo U, Downtown & Dunes, Snug Harbor Suite - King with Jacuzzi, Eber Knight Studio - King size with Jacuzzi, SS Post Boy Queen Suite with Jacuzzi, Captain Whittaker Suite 2 bedroom, 2 baths

Explore more Guest Houses

Popular accommodation searches

More places to stay in Chesterton

Book on Expedia