Bing Crosby Estate

We're not sure what's more impressive: the house, or the list of people who've stayed there. Located near Palm Springs, the Bing Crosby Estate is a sprawling single-level ranch, offering six bedrooms, five bathrooms, a theater room with a projector, a chef's kitchen, a putting green, and tons of indoor and outdoor living space. Rumor has it that President John F. Kennedy spent a weekend here with Marilyn Monroe back in the day; more recently, Daft Punk could be found relaxing poolside before venturing to Coachella. Sleeps up to 14, making it ideal for large families or big groups of friends.

Photos: Luxury Retreats

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