1. The beachside cabin in Miller Beach


Neighborhood: Miller Beach (40 minute drive from Chicago).
Now going by the rather grand name of Elyon Hall, this dog-friendly beachside getaway is only 40 minutes from Chicago and sleeps a small army, with space for up to 18 guests across four bedrooms and a bunkroom (just note there's an extra per-person fee once you go past 10). Wander the short nature trail through the rolling dunes to a semi-private, sugar-sand beach, or don't bother leaving at all. Between the gourmet kitchen for playing chef, the cedar sauna and steam shower, and multi-level decks with a seven-person hot tub, you'll be spoiled for choice. There's a sand volleyball court too, when the season allows.
Sleeps: 19 guests.
Perks: Gourmet kitchen, seven-person hot tub, volleyball court, steps from the beach.
Price: From $782 a night.
Time Out tip: The house backs directly onto Indiana Dunes National Park, so you can put your legs to the test on the trails straight from the door.







































