Renting through the winter out east means a different lease, different utilities and a different calendar from a summer share. The terms on the market are a summer season from Memorial Day to Labor Day, a winter rental from the week after Labor Day to Memorial Day weekend, monthly stays, and true year-round leases. Hamptons Key lists all four by town, with the term as the broker prints it. The guides below cover what comes after you find one: what New York law says, whether the house is legally rentable, and who heats it.
Start with how to find a year-round rental if you are searching now, or year-round lease basics if you already have an offer.
- The Hamptons winter rental seasonThe off-season lease runs from the week after Labor Day to Memorial Day weekend. How it differs from year-round and monthly terms.
- How to find a year-round rental in the HamptonsA search plan: which terms to filter on, which towns have the most renter households, and the checks to run on every listing.
- Is the rental legal? Rental permits in Southampton and East HamptonSouthampton Town issues two-year rental permits and East Hampton Town keeps a rental registry. What to ask an owner before you pay a deposit.
- Year-round lease basics in New YorkWhat the Attorney General's tenant guide says about deposits, fees, notice and getting your money back on a lease that runs through winter.
- Heat, power and water in a year-round rentalWhat to ask about heat and utilities before you sign, and the real start-service steps and fees for electric and water.
- Year-round rentals by townFourteen towns, each with its Census rent and renter share and a link to year-round rentals on Hamptons Key.
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Checked October 2026. Rules, fees and hours change; confirm with the office or operator before you act.