Short-Term Rental Management in Westchester County, NY
Founder-led management and launch advisory for short-term rentals across Westchester County, from the Sound Shore to the river towns.
Where properties quietly break
The three places a Westchester rental loses money. None of them announces itself.
At launch.
The most expensive mistakes in this business are made before the first guest ever arrives: a property positioned for the wrong guest, priced off the wrong comparison, furnished and photographed in a way that undersells it for years. In a county where a home in Scarsdale, a river-town Victorian in Tarrytown, and a commuter-corridor property in New Rochelle serve entirely different guests, a launch built on guesswork does not fail loudly. It simply earns less than it should, indefinitely, and the owner never finds out what the property was actually capable of. We have launched 116 rentals. Clean launches are not luck; they are a discipline.
In pricing and operations.
This is the slow bleed. Rates set in March and still standing in August. A turnover that slips and takes a five-night booking with it. The guest who should never have been booked, and the repair bill that follows, a bill that runs higher here because the asset is worth more. Deferred maintenance that converts, quietly, into lower nightly rates. None of it shows up as one alarming number. It shows up as a year that should have been better, and usually nobody can say why. After 237 properties, we can say why.
In compliance.
The first two cost you money. This one can cost you the rental. Westchester's short-term rental rules are set at the local level, town by town, village by village, city by city, under New York home rule, and operating against your municipality's position is the one mistake that does not fade into the numbers. It surfaces all at once. That is why we read the municipality before we touch the property. We do not launch into a town we have not read.
None of these breaks sends a warning first. That is the point of a property-fit call: we walk your specific property and your specific municipality, and find the breaks before they cost you anything.
Nobody owns a Westchester property casually.
Property values in this county are among the highest in the region, and for most owners here, the house is the largest single asset they will ever hold. Turning it into a short-term rental means trusting that asset to whoever makes the daily decisions: what to charge tonight, who to let through the door, what happens when the phone rings at 3am. If you make those decisions yourself, you already know what they cost you in sleep and attention. If someone else makes them, everything rides on whether their judgment is any good. And in a county where the asset is this valuable, the cost of poor judgment scales with it.
Westchester adds a layer most markets do not have. New York leaves short-term rental rules largely to home rule, which means the towns, villages, and cities of this county each set their own ordinances and zoning. A village and the town that surrounds it can take different positions. What is workable in one municipality may not be workable in the next one up the Metro-North line. A manager who treats Westchester as one market is guessing dozens of times.
And here is the part that surprises most owners. The Westchester rentals that underperform almost never underperform because demand is weak; with New York City directly to the south, Metro-North running three lines through the county, corporate and relocation stays around White Plains, and travelers coming for the Hudson River towns and Sleepy Hollow, demand is rarely the problem. They lose money to quiet, avoidable mistakes, and after operating 237 short-term rentals, we can tell you those mistakes happen in the same three places, over and over.
Which owner are you
Three ways to work with us. One operating standard.
You are about to launch your first rental, and you know exactly how much you do not know.
Every forum thread contradicts the last one, your village's website raises more questions than it answers, and the mistakes you fear most are the ones no checklist mentions. Owner Launch Advisory exists for owners who plan to self-manage but refuse to launch from guesswork. We help you get the setup, positioning, and operating foundation right the first time, before mistakes get expensive. You keep the keys. You just do not start alone.
You built something that works, and now it will not leave you alone.
The pricing you second-guess at night. The turnover you have to chase. The guest message at 3am that you answer because no one else will. Somewhere along the way you stopped owning a rental and started working for one. White-Glove Management is full-service management: Palisade becomes the primary operator of your Westchester property, end to end, so you stay informed without carrying the day-to-day. Owners come to us for the revenue. They stay because the phone stops ringing at 3am.
You are not anxious, and you are not exhausted. You want the truth about a number.
What this asset actually earns, what it could earn, and what it would take to close the gap. Portfolio Strategy Review is a clear, honest read on how a Westchester holding, or a portfolio that includes one, is actually performing, and what to do about it. No pressure, no inflated projection. If the honest answer is "leave it as it is," that is the answer you will get.
Whichever door you come through, the standard is the same: assess before accepting, launch before scaling, operate before optimizing.
The operating record behind the work
- 237
- STRs operated
- 116
- listings launched
- 16,100+
- reservations facilitated
- $89.5M+
- real estate stewarded
- 73
- clients served
- 23
- markets · 7 states
- 7
- STR operating companies built
- 500+
- claims resolved
Judgment you can count.
These numbers are company-wide, earned across our full footprint, not a Westchester count, and we would rather say that plainly than let you assume otherwise. They are not a boast either. They are the reason the judgment is calm. Operating 237 short-term rentals teaches you where properties break: at launch, in pricing, in turnovers, in the guest who should never have been booked. Launching 116 teaches you what a clean start actually requires. Stewarding $89.5M+ in property value teaches you to treat every decision the way an owner would, because the asset outlasts any single booking.
And one thing you will not find anywhere on this site: a claim we cannot stand behind. In Bergen County, our home county in New Jersey, we publish a plain-English rules page for all 70 municipalities, source-cited where confirmed and honestly marked where not. Westchester does not have that published per-town map yet, and we will not pretend it does. What we bring here is the same discipline: before we touch a Westchester property, we confirm your specific town, village, or city from primary sources. A company willing to tell you which county holds its deepest map is a company that will tell you the truth about your property too.
Led by an operator who has seen where properties break.
Jake Lee grew up in Bergen County, New Jersey, just across the state line from Westchester. Before hospitality, he spent six seasons as a federal wildland firefighter on high-performing crews in the West, work where calm judgment under pressure is not a professional virtue but a daily requirement, and where the cost of a careless decision is never abstract. That is where the discipline in this company comes from. Fire does not care how confident you sound. It responds only to whether you read the conditions correctly and did the work.
After becoming a father, Jake brought that experience home and built something more selective, more personal, and more grounded: a company for owners who want calm judgment, clean launches, and serious stewardship of the asset from day one. That standard does not change when the property sits on the New York side of the line.
When you book a property-fit call, this is who you are talking to. Meet Jake Lee.
Jake Lee
Founder, Palisade Stays
Towns and local rules
Westchester is not one market. It is a county of separately governed towns, villages, and cities.
We operate across the county. White Plains, the county seat, anchors the corporate and relocation stays at its center. Yonkers, New Rochelle, and Mount Vernon hold the dense southern tier closest to the city. The Sound Shore runs through Rye, Harrison, Mamaroneck, and Larchmont. Tarrytown and Sleepy Hollow draw travelers to the Hudson. Villages like Bronxville, Chappaqua, and Katonah, and towns like Bedford, are different properties, different guests, and different operating questions, strung along the Metro-North Hudson, Harlem, and New Haven lines. If your municipality is in Westchester County, it is in our footprint, which spans Bergen, Essex, and Hudson counties in New Jersey and Rockland and Westchester in New York: Northern New Jersey and the Lower Hudson Valley.
On the rules, here is the honest picture. New York regulates short-term rentals through a mix of state law and local home rule. Your town, village, or city sets its own ordinance or zoning, so rules vary widely within this one county, and the controls you are most likely to meet are permits or registration, primary-residence requirements, and zoning limits. On the tax side, New York applies state sales and occupancy taxes to short stays, and some counties add a local occupancy tax, often collected by the platform on the booking. What that adds up to for your address depends entirely on your municipality.
In Bergen, our home county in New Jersey, we map all 70 municipalities and publish which entries are confirmed and which are not. In Westchester we bring the same discipline without the shortcut: we confirm your specific town, village, or city from primary sources, the ordinance and the zoning code themselves, before we touch the property. We do not launch into a town we have not read. Start at /str-rules/counties/westchester, then bring your questions to the call.
One more thing about how we work here. Jake responds to owners in English, Spanish, Korean, or Portuguese, within one business day. In cities like Yonkers, New Rochelle, and Mount Vernon, being able to handle the conversation in Spanish is simply part of operating well in this county.
The wider footprint
Airbnb and short-term rental management beyond Westchester County.
Westchester County is one of 9 counties we serve, from Northern New Jersey into the Lower Hudson Valley. If you own in more than one, or you are weighing which market to launch in, start with our short-term rental management company overview, then open the county your property sits in below.
Rockland County, NY
West of the Hudson in the Lower Hudson Valley, from Nyack to the New Jersey line. See Rockland County.
Orange County, NY
Newburgh, Warwick, and the West Point corridor across the wider Mid-Hudson footprint. See Orange County.
Putnam County, NY
The lake and reservoir communities from Carmel and Mahopac to Cold Spring. See Putnam County.
Dutchess County, NY
The Beacon and Fishkill corridor up through Poughkeepsie, Rhinebeck, and Millbrook. See Dutchess County.
FAQ
Have a question that is really about your property? That is the call.
(201) 321-5446
What a well-run rental sounds like.
Quiet. The calendar fills. Guests arrive, stay well, and leave the place as they found it, and when they do not, someone whose job it is handles it. The statement arrives and it says what you expected. The village has no reason to call. That quiet is not luck; it is what stewardship sounds like, and it is the reason owners hand us their largest asset.
The first step is not a contract. It is one honest conversation: a clear read on your property, your municipality's rules, and whether a short-term rental makes sense for this asset at all. If it is a fit, we will tell you why. If it is not ready, we will tell you that too. No pressure, no inflated projection.
We reply within one business day, in English, Spanish, Korean, or Portuguese.