A-listers are becoming short-term rental hosts. But you might have to sign an NDA or stay in a celeb’s sneaker closet.
3 min
Martha Stewart’s 150-plus-acre property in Bedford, N.Y., includes a farm with horse stables and a chicken coop, a fruit orchard, a peacock pen and seven stately houses.
One of the abodes opened for a night’s stay this month.
The domestic goddess is among the A-listers, including Gwyneth Paltrow and Mariah Carey, putting their estates or penthouses up for short-term stays on rental sites such as Airbnb and Booking.com for nominal fees or no cost at all.
“It is a very pleasant weekend in the country,” Stewart said in an interview.
Why would a celebrity invite strangers to traipse through their home? Rental companies can use the attention to reach new audiences and distract from public criticism over hassles such as rising fees. Luminaries can promote their own brands, and guests get to briefly live like a star, in a highly orchestrated way.
Stewart said she had never used Booking.com or Airbnb for her own travel, and was intrigued by what the experience would be like as the homeowner. She recently announced that one of her farmhouse’s residences—her “tenant house”—in Bedford, would be bookable for two guests for one night starting Nov. 18. The Thanksgiving-themed overnight (Thanksgiving is among her favourite holidays) included a guided tour of the farm, a wreath-making class and a brunch with Stewart herself.
In keeping with the holiday vibe, the getaway was priced at $11.23, as in Nov. 23, this year’s Thanksgiving date.
The two-bedroom cottage where her guests stayed is always prepared for visitors, she said. (Of course it is.) That meant she didn’t have to worry about removing personal items, and she was unfazed about opening her home to people she didn’t know.
But don’t expect to post all over Facebook about your stay at Martha’s. Booking.com said celebrities can ask their guests to sign nondisclosure agreements, something Stewart required for hers. What exactly it is like to spend a night in any of these VIP homes will likely remain rarefied knowledge.
Celebrities are compensated for the home stays; Leslie Cafferty, Booking.com’s chief communications officer, declined to disclose how much.
People have long had a voyeuristic fascination with the lifestyles of the rich and famous. In Los Angeles, companies compete to offer celebrity-home tours, where passengers crane to see mansions behind gates and humongous hedges while sitting in faraway buses. Dwellings with even a patina of historic relevance draw fans. “George Washington slept here!” says a title for one Virginia farmhouse on Airbnb. (Wrote one reviewer: “This is a beautiful old home with wonderfully scenic views. There are horses, donkeys, and the oddest assortment of charismatic dogs.”)
Some can even be enthralled to sleep in a dorm room—if it once housed American royalty-turned-U. S.-president. At Harvard University, visiting politicians and notable figures including actor Alec Baldwin have stayed overnight at John F. Kennedy’s senior-year dorm suite, though it hasn’t been available for personal use for several years.
Companies such as Airbnb have faced scrutiny over soaring cleaning fees and host demands. In September, New York City began cracking down on short-term rentals by requiring hosts to register with the city and meet multiple requirements, such as not renting out an entire property. During a recent travel-industry event, Airbnb’s CEO Brian Chesky acknowledged seeing thousands of complaints on social media about rising rental costs.
The inexpensive and publicity-drawing celebrity home stays are one of several ways short-term rental companies are marketing to new hosts and guests.
Earlier this year, Paltrow invited guests to spend the night at her Montecito, Calif., home free of charge through Airbnb. The sunny, white-marbled rental featured a bathroom filled with products from Goop, Paltrow’s lifestyle company, and activities such as transcendental meditation. Through Airbnb, Ashton Kutcher and Mila Kunis opened up their Santa Barbara beach house. The stars greeted their guests personally, and Kutcher documented part of their stay on his Instagram. Airbnb declined to comment.
Those who walk through the doors of a celebrity-anointed home might wonder: Should they expect to see family photos, or Paltrow’s personal trinkets hanging on the walls? And do they really get the run of the whole house?
That is up to the stars, Cafferty said. The entirety of Stewart’s guesthouse is available for the duration of the guests’ stay. Carey, the queen of Christmas, opened both her New York City penthouse and her rental home in Beverly Hills, Calif., to fans via Booking.com—yet Carey’s penthouse was only available for a cocktail hour; her guests stayed overnight at The Plaza Hotel.
Producer DJ Khaled opened only one room of his Miami house for Airbnb—his sneaker closet. To be fair, his sneaker closet doesn’t look like your sneaker closet. His is the size of a small dorm room, large enough for a bed for two, a shoeshine station and floor-to-ceiling sneakers (which guests weren’t allowed to touch). This was bookable last year for $11.
One of the guests who spent the night with DJ Khaled’s shoes wrote that the stay came with a free sneaker-shopping trip and chauffeurs, deeming it “an experience from start to finish.” No word on how the sneaker closet smelled, though the reviewer called it “immaculate.”
Sarah Jessica Parker invited two guests to her Hamptons home via Booking.com. It came with access to a crystal-blue private beach, a free pair of heels from Parker’s shoe line and reservations at some of her favorite local restaurants (though no appearance from Parker herself). Her rental went up for $19.98—priced for the year “Sex and the City” premiered.
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Strong family financial planning can help reduce taxes and support younger generations. From intrafamily loans and asset gifts to inheritance disclaimers, strategic cooperation can create meaningful financial benefits—when families have the trust and structure to make it work.
4 min
Happy is the family whose members—parents, grandparents and grown children—trust each other enough to cooperate on shared goals, especially financial ones. When that is truly the case, Uncle Sam’s tax rules can help as well.
This matters especially now that mortgage rates are above 7%, and many families are looking for ways to help younger members. If the elders have resources and are confident younger ones can cooperate, a family loan could make homeownership possible while providing the elders with a useful income stream.
Other strategies can actually lower taxes, such as when funding 529 plans or Roth IRAs, or when someone inherits a traditional IRA with required withdrawals larger than they will need.
Here are three strategies useful for functional families.
It is perfectly legal for families to lend money to a relative for a down payment or even a private mortgage.
But it is important not to cut corners, says Ryan McKeown, a CPA with Modern Wealth Enhancement in Minnesota. If the loan is for a down payment, be honest with the mortgage provider and have a formal agreement. The lender owes tax on the interest payments received.
If the loan is for a private mortgage, both sides should have legal representation with a formal written agreement, including payment terms. The lender owes tax on the interest, and the borrower often can deduct it if he or she itemizes.
To avoid IRS trouble, the interest rate shouldn’t be lower than the agency’s Applicable Federal Rate at the time of the loan. Currently that is about 5% for loans longer than nine years; about 4.5% for loans three to nine years; and about 4% for loans three years or less. Currently, traditional mortgage rates are generally above 7%.
In addition, the lender could use the $19,000 annual gift-tax exemption (described below) to forgive some or all of the interest or principal annually. If both lenders and borrowers are married, that is up to $76,000 a year. There is no tax for the borrower on such forgiveness, because it is from a gift.
If you’re going this route, McKeown advises against having a fixed plan to forgive the debt. Instead, do it in one-off letters specifying the amount—and keep careful records. Otherwise the IRS might try to treat the loan as a taxable gift.
Powerful tax-saving moves for families often use gift-tax provisions. Under current law, anyone can give anyone else up to $19,000 of assets annually, free of gift tax. That means a married couple with three grandchildren could give them a total of $114,000 in 2026.
The gifts can be cash or other assets, like stock. For noncash gifts, the cost basis—which is the starting point for measuring taxable gain after a sale—“carries over” to the recipient. So if someone buys $1,000 of stock and gives it away when it is worth $5,000, the recipient’s cost basis is $1,000. If the recipient later sells the shares for $8,000, the taxable gain is $7,000.
Here’s an example showing how gifts could save a family taxes. Grandma is a widow of modest means, while her child and spouse have prospered. The couple has two children, and they want to contribute $5,000 to a 529 college-savings plan for each—but they need to sell stock to do it. Their tax rate on the sale would be 18.8%, and they would need to sell about $11,000 of stock.
However, Grandma’s federal tax rate on the stock sale is 0%. If the couple gives $10,000 of shares to Grandma, she could sell them, pay no tax, and fund the grandchildren’s 529 plans. This saves about $1,000 of tax.
These moves are legal, and they could be used in other ways, such as to help a young person fund a Roth IRA.
But trust among family members is essential: Under the law, givers can’t put conditions on a gift. Grandma could use her stock proceeds to take a cruise, but she makes 529 contributions instead.
Mark Sellner, a retired tax attorney and CPA living in Sarasota, Fla., uses this strategy. His children sell stock he gives them and fund 529 plans for his grandchildren.
The family’s tax savings aren’t huge, but he likes other benefits. The sales by his children don’t boost his adjusted gross income, which in turn could raise his Medicare Irmaa premiums or his 3.8% surtax on net investment income.
Sellner doesn’t worry about his children using the funds for another purpose.
“There can’t be any strings attached to gifts. Of course, it is up to us to decide whether to make them in the future,” he says.
Two caveats: The “kiddie tax” applies to most children under age 24, and it is levied at the parents’ rate on investment income above $2,700 in 2026. Consider this before making gifts to a young person.
Investors who give away stock also forgo the step-up, an important provision that exempts assets held at death from capital-gains tax.
Sellner knows he’s losing a step-up, but says, “The children could use a little more now. Why should they wait 20 years to get it?”
A disclaimer is a highly useful strategy in which one heir renounces an inheritance in favor of another heir. Assuming family members cooperate, this can save taxes.
Here’s one example. Dad died and had a large traditional IRA that he left to Mom. She has enough assets and income to cover her expenses, and she lives in a state with a stiff estate tax. The inherited IRA would put her estate over the threshold.
Also surviving are three young-adult children. If Mom disclaims all or part of Dad’s IRA within nine months of his death, that amount could go directly to the children. They will have 10 years to empty the account, and the family as a whole will likely save estate and income taxes.
Disclaimers have many key details, especially regarding beneficiary documents. Although heirs have great freedom in choosing what assets to disclaim, the rules about who gets disclaimed property are rigid. It is best if the original owner names tiers of heirs so that if one disclaims, the next recipient is clear.
