Jake Gyllenhaal & Reese Witherspoon's Family Vacation?

My favorite place in the world, Martha's Vineyard, is a very small place -- 87.48 square mile to be exact, six itsy bitsy towns. So it can't be a coincidence that Reese Witherspoon and Jake Gyllenhaal were both there over the weekend.

Last Thursday, Reese was photographed -- wearing a Menemsha Blues sweatshirt -- at the annual Agricultural Fair in Chilmark. She was there with her children -- Ava Phillippe and Deacon Phillippe -- and some friends. They were snapped having a picnic and riding a Ferris wheel. (Our friends at Pop Sugar have pics!) Three days later, Jake was photographed outside the Chilmark General Store.

So it doesn't take a Without A Trace FBI agent to figure out they were there together. Not to mention-- Jake's parents, director Stephen Gyllenhaal and screenwriter Naomi Foner, own a home there. Jake and his sis Maggie Gyllenhaal have been summering there since they were kids. Jake was even a lifeguard there when he was a teen. And he isn't shy about bringing the gal pals home to meet the 'rents -- Kirsten Dunst made trips to the Vineyard with him when they were dating. Reese, to my knowledge, has no connection to the island... other than Jakey.

So I don't know who the "Reese insiders" are who are telling the celebrity weeklies that Reese is taking things slowly with Jake. It seems things are proceeding at Hollywood's typical rapid-fire pace: She, her kiddies and her sweetie are already apparently vacationing together... perhaps at his parents' house.

Love it! Next stop: a celebrity wedding!

Read more about the vacations of the rich and famous in Celebrity Vacations: The Luxe Life

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