Westchester County · Westchester & Connecticut

    Luxury furnished rentals in Chappaqua, NY

    Chappaqua is a hamlet in the town of New Castle with a small, friendly center and residential roads that wind through woods and stone walls. We arrange furnished Chappaqua homes for families and executives who want space and privacy with a manageable train ride to Manhattan.

    Living in Chappaqua

    The hamlet center gathers around the train station with a handful of shops and restaurants, and the land quickly turns to hills, ponds and wooded acreage. The area has a long connection to newspaper editor Horace Greeley, whose name is on the local high school, and a quiet, residential feel throughout.

    Furnished luxury homes in Chappaqua

    A typical furnished stay is a colonial or contemporary on an acre or more, often with a pool, a large kitchen and room for visiting family. Some homes back onto conservation land, which adds to the sense of seclusion.

    Getting around

    Harlem Line trains take about 50 minutes to an hour to Grand Central. The Saw Mill River Parkway and Taconic State Parkway both pass close by, and Westchester County Airport is about 20 minutes away.

    Who we place here

    We place families rebuilding or renovating a home in northern Westchester, executives with offices along the Interstate 287 corridor, and relocating households who want to test the area before committing to a purchase.

    Chappaqua at a glance

    • Hamlet in the town of New Castle
    • About 50 minutes to an hour to Grand Central on the Harlem Line
    • Wooded lots, ponds and stone walls
    • About 20 minutes to Westchester County Airport

    Questions

    How much does a luxury furnished rental in Chappaqua, NY cost?

    Most placements we arrange at this level run from about $15,000 to $80,000 or more a month, depending on size, term, season and services. We quote privately against your exact dates.

    What is the minimum stay?

    Thirty days. Seasonal and annual terms are common, and extensions are handled early and quietly.

    Are these homes listed publicly?

    Usually not. Most come through direct owner relationships and are shown privately, with an NDA when requested.

    Can a family office or business manager handle everything?

    Yes. We regularly work entirely through a family office, business manager, relocation team, counsel or a private-client insurance adjuster.

    Request private options in Chappaqua

    Send the dates, household size and any must-haves. We reply with what is genuinely available, not a list.

    Response within one business day, usually within hours. Your info is confidential.