At The Money: Grab Your Summer Rental Soon Now!
At The Money: Grab Your Summer Rental Soon!! (June 3, 2026)
It’s not too late to get your summer rental! But many of the prime locations have already been snapped up. If you want to get to the lake, beach, or mountains, you’d better hurry!
Full transcript below.
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About this week’s guest:
Jonathan Miller is a partner at Street Matrix, founder and President of Miller Samuel. His weekly Housing Notes are read widely throughout the Real Estate industry.
For more info, see:
Previously:
At The Money: Buying a Vacation Home (June 19, 2025)
At the Money: The Best Way to Buy a House Right Now (November 15, 2023)
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Find all of the previous At the Money episodes here, and in the MiB feed on Apple Podcasts, YouTube, Spotify, and Bloomberg.
And find the entire musical playlist of all the songs I have used on At the Money on Spotify
TRANSCRIPT:
At the Money — Summer Rentals
Barry Ritholtz with Jonathan Miller
Intro:
I’m gonna soak up the sun
I’m gonna tell everyone to lighten up
I’m gonna tell ’em that I’ve got no one to blame
Barry Ritholtz: Memorial Day weekend has come and gone, but if you’re thinking about getting a place for the summer, you better get a move on it. There’s still inventory around, but a lot of the prime spots, they’re already spoken for. I’m Barry Ritholtz, and on today’s At the Money, we’re going to talk about summer beach rentals. Renting, buying, what’s hot, what’s not.
To help us unpack all of this and what it means for your tan lines, let’s bring in Jonathan Miller. He’s the director of markets for Street Matrix and co-founder of Miller Samuel. His market reports cover all sorts of summer and beach-related areas, including the Hamptons, the North Fork, the Jersey Shore, all along the rest of the country that has an active vacation property.
So, Jonathan, before we get into the details, let’s start really broad. What does the summer rental market tell us about the broader real estate market?
Jonathan Miller: Well, I think it’s a matter of consumption spending. When the economy’s doing well, they see beach rentals as another commodity that they can buy. I grew up in Rehoboth Beach, Delaware, which was the Hamptons of Washington, DC. It was nicknamed the Summer Capital. And the hotel occupancy—my dad had a hotel there—you could see it fluctuate depending on how well the economy was doing in DC itself. It was quite direct.
Barry Ritholtz: Around here, the Hamptons gets all the attention, and obviously there’s a lot of celebrity and a lot of media out there. But what do you see in other markets like the Berkshires, the Great Lakes, Mountain destinations, Cape Cod? What else is interesting?
Jonathan Miller: So the way I think of it is that, just in the real estate or the housing market itself, there’s this sort of bias towards the higher end. I don’t mean the very, very top of the market. But the more affluent somebody is, the more likely they are to go to one of these vacation spots.
With rising interest rates, that’s making home ownership for primary residences more expensive. That’s reducing traffic to locations that are more dependent on working- and middle-class consumers.
I look at it as there’s been this sort of change in the way consumers are thinking about summer rentals. And a broker, a friend of mine out in the Hamptons, gave me a name for it. It’s called Amazonified—
Barry Ritholtz: Appified?
Jonathan Miller: Amazonfied, which is people are more inclined… Hey, listen, you run out of mouthwash, you just open your phone and you order it, right? You want a summer rental, you just open your iPhone and you start looking at it. And there’s an understanding that you can get it at the last minute.
When my parents used to have a home on Shelter Island in the Hamptons, basically if you weren’t rented for the season by February, then it was kind of a failure, or it was an underwhelming performance. Now it’s last minute. And so one piece of evidence of this was that there was a noticeable uptick in traffic after Memorial Day, which would historically be when the market’s over. And there’s also a lot of thought that that’s going to be the same story after July 4th, which is the last marker for the beginning of the rental season. I think coming out of the pandemic, the orientation towards last minute is a structural change that’s going to be with us indefinitely.
Barry Ritholtz: It’s funny you say that. My experience with Fire Island during grad school was you would put together a share house in October. Like, February is way late. Like October, November for the following Memorial Day.
And I look at a website like Out East—4,500 Hamptons rentals available, including 1,077 in East Hampton, 889 in Southampton, active listings still available for June, July, August through Labor Day, short-term or full season.
This isn’t so much an economic indicator as it is just an app-ified world. We’re just used to everything on demand. Order a movie on demand, order toothpaste on demand, order a summer beach house on demand?
Jonathan Miller: I think that’s the way to think of it. And what’s interesting is, on one hand there’s inventory available, a fair amount of inventory. Part of that is because during the pandemic we had rental property that had annually been traditional rental property. That was all purchased, and so now we have a new universe of renters that are effectively early or recent home buyers. And so we have a whole new market developing.
But I do think there’s going to be absorption of a lot of inventory over the next, call it, month. But the way to think about the market is rents are still on the high side, but not at record levels. Rents are returning to pre-pandemic levels.
I don’t know if we could call it normalizing. You know, the old joke—what does normal mean anymore? But it doesn’t seem to be the frenetic or frenzied environment that it’s been. I don’t know if you could use the word deals, really, but it’s certainly an expensive market still.
Barry Ritholtz: So I know what a data wonk you are. How do you think about summer rentals? Are these luxury goods, housing substitutes, or even a leading economic indicator?
Jonathan Miller: So I see this as just another form of consumption, a luxury good. I don’t see it as an economic indicator, because where the demand is emanating from is probably already the economic indicator to focus on. This is just an extension of it, as opposed to its own independent thing telegraphing where the economy’s going.
A lot of the Hamptons, or East End, demand has been possible from a pretty good bonus season the last couple of years. Compensation is certainly elevated. But even with that, it’s showing that it’s not sold out, or rented out.
I think it’s a combination of people waiting till the last minute and the market not being as intense or frenzied as we’ve been used to over the last two or three years. It’s not a weak market. It’s more normalizing, I think, is a fair description.
Barry Ritholtz: I think of the overall consumer economy as very much K-shaped. There’s the upper—pick a number, 1, 10, 15%—and then there’s everybody else. It’s really bifurcated. Are we seeing something similar? Strong luxury demand, perhaps some softness in the middle or bottom of the rental market?
Jonathan Miller: Absolutely. I think that’s a very fair description of what rental markets are generally looking like. They’re an extension of the primary markets, and the primary markets are generally—call it the upper half is faring better than the lower half—only because of less reliance on interest rates, and also maybe more dependence on the performance of the financial markets.
Barry Ritholtz: So all right, we’re spending a lot of time talking about Wall Street bonuses and the Hamptons. What about the rest of the country? What about mountain destinations, the Sun Belt, California, lake communities? There’s so much more to a holiday or vacation property beyond the East End of Long Island.
Jonathan Miller: Yeah, although if you’re in Long Island and are on the East End, I think that’s all you see.
That’s all that matters, at least when I was out there a couple weeks ago. I think with all the uncertainty in the economy, economic uncertainty, it’s a little surprising to see normalized second-home market activity, but it’s really skewing, again, like the Hamptons. I don’t think the Hamptons is performing any differently than most second-home markets. I remember during the housing bubble build-up, it seemed like everybody I knew had a modest-priced second home in New Hampshire or Vermont. And they would go there on weekends, spend their summers there.
I don’t think you’re seeing as much of that as you have in the past, because a lot of that is mortgage-rate sensitive. I think you’re seeing, whatever region of the country, this sort of—I don’t know if I’d call it bias, but you’re seeing activity skewing a little bit higher than the middle of the market.
Barry Ritholtz: So what does that mean for different regions? Let’s talk about the Berkshires, or I know people who were in Texas, New Mexico, Arizona, where it’s so hot in the summer they like to go to San Diego, La Jolla, Southern California, where it’s 75-80 and sunny during the day and 65 and delightful at night. What are you seeing in other regions?
Jonathan Miller: I don’t mean to be a broken record, but I’m seeing something very similar. It’s this idea that consumers are going to the traditional second-home locations that are linked to their markets—like you were describing, people leaving Texas in the summer. We’re seeing all that. It’s confusing in a way, because we’re getting so much bad take about what’s going on in the economy, inflation, and yet we’re still seeing this activity.
What’s a little different about it is that across the US it’s not really frenzied at all. It’s just active. Pricing is not as high as it’s been, but you still see a fair amount of activity. It’s just not some sort of insane frenzy that we’ve been going through for the last three or four years.
Barry Ritholtz: You mentioned mortgage rates earlier. I’m curious—obviously mortgage rates have an impact on price, and vice versa, but what does that mean for renters? Especially in a market where so many of the buyers seem to be straight-up cash buyers.
Jonathan Miller: The higher the interest rates, the higher the rent, is the way I look at it. And the reason for that is you have people that are on the fence about buying a second home. But they’re concerned about whether they’re going to get their price, so they’re renting it out, maybe to the same people every season, and that reduces inventory, which puts at least stabilizing or higher price pressure on rents. So I don’t see this as… When rates rise, I think that’s just going to make it more difficult, whether to purchase a second home or to rent one, because it just pushes everything up.
Barry Ritholtz: So I’m curious. You’re implying that people who might be buyers one day are sort of putting a toe in the water with renting. Is this a fairly common process? People rent, they like an area, and then they buy over there. Is that fair?
Jonathan Miller: Yes, I think that’s fair. The idea is that you test out the market for a summer, or for a month, or for a couple of weeks and see if you really like it, versus just driving there or flying there for the weekend.
And that is the nature of second-home markets. They move a lot slower. The second-home market for California is Idaho, Wyoming. You don’t just go there for the weekend—You’re going to test it out, maybe take a year or two. We see that all the time—friends of mine that have rented for a few years.
My parents went through this with their rental property in Shelter Island. After a couple seasons, the tenants that they loved ended up buying the house down the street, just because they loved the area.
Barry Ritholtz: So one of the things I’m astonished about—and again, my frame of reference is the Hamptons, where our vacation property is—but I am seeing an astounding amount of construction. Any house that’s sold is either, if it’s turnkey, it sells quickly, and if it’s not, it’s knocked down and a 7,000-foot behemoth gets put up in its place. West Hampton, Sag Harbor, East Hampton, Sagaponack—wherever I go out there, it’s shocking, the degree of construction. Every builder, every contractor seems to be fully booked.
What is driving this? Is this specific to the New York bonus season, Wall Street bonuses? Or are you seeing this around the country in other ritzy vacation areas?
Jonathan Miller: We are seeing this around the country. I think the easiest cause and effect is the Wall Street compensation picture of the last couple of years that’s really driving it.
Having been out to the Hamptons a couple times in the recent month or two—they call it the trade parade, right? All the trades coming in early in the morning and then leaving before rush hour.
Barry Ritholtz: By trades you mean, you mean plumbers, electricians, tilers…
Jonathan Miller: And it’s just the traffic— yeah, electricians, roofers, builders. It’s unbelievable.
So residents there plan their day around when they can leave and come back, because—as they call it, the Trade Parade—is so incredible. And the challenge is that those workers really are stuck in two- or three-hour traffic jams, which is a real challenge. But there’s so much demand for their services, and they can’t afford to live there, so they’re coming from a good distance away.
Barry Ritholtz: Well, that’s why they start at 7:00 and leave at 3:00. That makes a lot of sense.
We’ve seen the real estate market sort of normalizing after COVID. Certainly the reactions are less frenzied than they were during the pandemic. Has COVID permanently reset prices and house-buyer behavior and even expectations?
What’s the lasting impact of the pandemic on the summer vacation market?
Jonathan Miller: So I think structurally, COVID has changed—and probably extended—the use of second homes, because of things like Zoom. But it’s also become a little less predictable because of, as I mentioned earlier, the Amazonification of demand. Everything is sort of last minute, as opposed to relying on tried-and-true forecasting patterns.
But it’s a market that is going to be tested. The weaker the economy, the weaker the demand for second-home markets. But they don’t flip on and off. There’s still a base level of demand. The problem is that the demand is coming from a skewed portion of the population—upper half versus lower half is the way I prefer to think of it—and that creates a sort of void in the demand needed for more modest-priced second-home housing.
Barry Ritholtz: You know, we talk about the Hamptons as a second-home vacation market. There’s a $2.5 million rental there for the season, which I find astounding. But if you can’t afford that, maybe you pay a million and a quarter for the month of July, or a million for August. Now, to be fair, that $2.5 million rental does come with both a chef and maid service. So you get a lot of services for your money.
Jonathan Miller: Yes.
Barry Ritholtz: And I am not joking, because I have—like you, I am a Zillow lurker, and I look at all this crazy stuff.
Jonathan Miller: Yeah.
Barry Ritholtz: So to sum up: all right, you missed Memorial Day, but there’s still a lot of summer left. And if you’re thinking about a house on the lake, a house up in the mountains, maybe by the beach, there’s still some inventory left—but you better get a move on it, and you better start working on that tan. Please use SPF. I’m Barry Ritholtz. You’ve been listening to Bloomberg’s At the Money.
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The post At The Money: Grab Your Summer Rental Soon Now! appeared first on The Big Picture.





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