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Renter up! If you’ve ever wanted to step into the shoes of a Yankee legend (minus the cleats), Derek Jeter’s former guesthouse is now available for overnights. Part of the Greenwood Lake estate known as Tiedemann Castle, the lakeside retreat is listed on Airbnb for the jaw-dropping price of $1,300 a night.
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The one-bedroom, one-bath guesthouse sits on a four-acre historic property with 700 feet of private shoreline. Once owned by Jeter’s grandfather and later the Yankee captain himself, the compact hideaway packs in more than a few luxuries. There’s a private sauna, a yoga studio tucked inside a medieval-style turret and expansive views of Greenwood Lake from nearly every angle.
The larger estate dates back to the early 1900s, when a New York doctor built it as a whimsical castle getaway boasting stone façades, battlements and timbered details—plus, for good measure, a replica of the Statue of Liberty presiding over the grounds.
Jeter bought the property in the early 2000s and invested about $3 million in renovations before eventually selling it in 2024 for $5.1 million. The main residence, which sprawls more than 9,000 square feet, isn’t yet open to the public, but the new owners have decided to share the guesthouse with travelers looking for something more memorable than a standard hotel room.
Though small in scale, the guesthouse doesn’t skimp on atmosphere. Look for cathedral ceilings, exposed beams, period stonework and cozy yet polished finishes. Outside, you’ll find a lakeside dock, firepit and walking paths that make the whole place feel more like a storybook escape than a weekend rental.
And if you’re the type to dream big, you’re not alone: There are already murmurs that the rest of the compound may be listed as short-term rentals down the line. For now, though, the guesthouse offers just enough access to the storied estate to let you live out your Yankee fantasy.
For Yankees fans craving a getaway that’s both indulgent and rooted in history, this Airbnb offers the rare chance to stay where fame once lived. It’s luxury, lore and lakeside quiet rolled into one—and, at least for a night, you get to call it home.