All Bets on Kentucky Derby Vacation Homes

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Saturday is the 135th Annual Kentucky Derby, and you know what that means: Another excuse to booze while wearing a big floppy hat.

I learned of this Southern tradition when I was 17 and hired–don’t tell anyone–to concoct the best handcrafted mint juleps in Hampton Roads for a couple who’d been married on Derby Day and celebrated their union with a big bash every year. Fast forward to 2009 and I still cannot stand the smell of mint and bourbon. (Now mint tea–there’s a flavor I can’t resist.)

If you happen to be spontaneous enough to road trip to Louisville for the revelry this weekend, check out our Kentucky vacation homes. After standing brim-to-brim on The Infield at Churchill Downs, you’ll want more space to keep the party going at your rental (in a very orderly fashion, of course).

So what thoroughbred will be draped in roses this year? I’m not a betting woman, but with names like Win Willy, Papa Clem and I Want Revenge, they’re all winners in my book.

Posted in All-season rentals, Bachelor Party, Mancations

About Valerie

Valerie Moloney is your resident blogger and the Expansion Markets Editor for, who oddly enough, feels panicked when asked, "What's the best place to eat in Chicago?" or her favorite, "It's my birthday. Where should we go with a party of six?" No stranger to travel--and traveling with kids--she is a young mom who ODs on the Internet when it comes to planning family trips or buying clothes. Here's hoping she finds you the vacation you deserve.

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