You might balk at such a hefty price tag, but when you find out this place can sleep you and 11 of your closest friends (~$115 a head!), that number seems a little more manageable. And what you get is entirely worth it. This historic home was built around 1920, but is decked out to fit in with the modern century with a hot tub, indoor fireplace, washer/dryer, Wi-Fi... basically everything you would ever want or need. There are three levels to this upstate paradise, with a kitchen, dining room, living room, library, enclosed porch with fireplace, bedrooms with more fireplaces, and access to the club, which has a golf course, tennis center, beach, and marina with kayaks. It’s like staying in a hotel where the only guests are you and your friends.