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For more than 30 years, David Letterman entered our living rooms for late-night jokes and conversations. Now, we can sit in his childhood living room and flip through his high school yearbook.
Before he became a TV icon, Letterman was just a kid from the Indianapolis neighborhood of Broad Ripple. For about $200 a night, fans can book a stay at his former three-bedroom home. The short-term rental house, filled with nods to Letterman’s life and career, is open to travelers and fans seeking to connect with a piece of his personal history.
When owner Krystin Wiggs purchased the home last summer, she knew she wanted to share it with the public.
“How fun would that be if this were a short-term rental?” says Wiggs. “[It’s] like living in a mini museum.”
The Letterman childhood home is a former celebrity residence available for short-term rental that offers travelers the chance to immerse themselves in the personal history of their favorite star.

“If you can stay in a former celebrity home … you’re suddenly inside a narrative that means something to you,” says Makarand Mody, associate professor of hospitality marketing at Boston University. “You’re not just consuming a destination; you’re inhabiting a story.”
Letterman’s long TV career resonates most with Gen Xers, who grew up with his late-night dry humor.
Many short-term rental homes are designed and decorated to look like a celebrity once lived there.
AARP has found a select few with direct ties that are especially meaningful for boomers and Gen Xers. These are the homes of stars who wrote seminal books, made timeless movies and music that impacted culture — and perhaps you, too. Ask yourself: Do you want to stay in a place an icon once called home? Check your favorite home-sharing rental company to book.

‘The Howard’ — Howard Hughes’ former desert home, Palm Springs, California
This secluded three-bedroom desert pad offers a peek into the mind of Howard Hughes, the famously quirky billionaire, complete with floor-mounted, propeller-shaped light switches so he didn’t have to touch them by hand.
The mint green oven is also a working artifact from the days the aviation tycoon called this place home. Hughes owned this home until he died in 1976. The legacy of his life and work is most resonant with boomers who grew up hearing stories of the aviator’s history-making Spruce Goose flight and enjoying the films made by the RKO movie studio during Hughes’ leadership. Both boomers and Gen Xers who liked the 2004 film The Aviator will also appreciate the history of the place.

Fun fact: Hughes and filmmaker Roman Polanski once shot a bulletproof window in the dining room to test its durability, says Jesús Galleres, the property’s executive manager. The pattern of the bullets’ impact is preserved in the window today, he says.
Insider tip: Galleres recommends visiting between November through May for temperate weather. During summer’s 100-plus-degree heat, he says, you can work your tan on one of the three outdoor decks.
Cost: Starting at $920 per night, with a three-night minimum.