Laurel Island - East Hampton, CT
Laurel Island in Lake Pocotopaug is the quintessential playboy playground, assuming your idea of play includes canoes, inner tubes, ping pong, and not frolicking around the pool with half-naked bunnies. The main lodge also boasts a majestic 80ft-long Great Room with cathedral ceilings, in case you need a proper venue for the ping pong championship award ceremony.
The stats: 7 docks. 6 row boats. 5 cabins, 4 kayaks/ canoes. 1 main lodge. Time spent with your loved ones, priceless. Ok, actually $350pp/wk, minimum 20 people.
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