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Martha's Vineyard, Massachusetts
Consider bringing grandparents or friends; this 51-acre treasure offers 48 one- to four-bedroom suites with kitchenettes; there are also six studios for wee families. A rolling green lawn calls out to toddlers, while mommies use it for morning yoga. Each afternoon, an antique fire truck takes guests for a ride. Dip into the heated pool, stroll pretty South Beach only a short path away, or step aboard the free shuttle to quaint Edgartown, where celebs and even presidents are spotted.
Baby Love: A staff photographer can snap Baby and company on the beach (what a souvenir!). There's a playground, and at meals, the Lure Grill plays movies for tots while parents decompress. For one-on-one babysitting, ask for Winnetu's list of local providers.
Book It! Rates start at $265 per night for a one-bedroom suite with an ocean view as well as full breakfast for two.
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