Search Guest Houses in Chesterton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Chesterton Guest Houses

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

9.0 out of 10, Wonderful, (12)
"Owner was very attentive to any needs or questions we had during the stay. Would definitely book again! "
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

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

10.0 out of 10, Exceptional, (52)
"We really enjoyed our stay at this property, and the fact that our hosts took the extra effort in ensuring we had access to a lot of everyday essentials. We definitely plan to return to this location when next we visit."
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Couples Getaway! Studio w/ Queen

9.8 out of 10, Exceptional, (47)
"On the smallish side but perfect for 2. Clean and cute!"
Couples Getaway! Studio w/ Queen
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.
Don't see what you're looking for?
See all available properties in Chesterton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesterton

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

10.0 out of 10, Exceptional, (91)
"This is the cutest cottage on Lake Michigan. Parking right next to the house and only 53 steps down to the beach. We loved the windows overlooking the water and open feel of the cottage. Property was clean and owners great to work with!"
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

9.0 out of 10, Wonderful, (54)
"Checking in was easy. I couldn't get the jets to turn on in the tub. Overall it was money well spent."
The price is CA $106
CA $150 total
includes taxes & fees
Apr 7 - Apr 8
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (42)
"It was nice and quiet and secluded. "
The Neighborhood Hotel - Grand Beach
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.