Short term rental Catskills , Shenandoah

Short term rental Catskills , Shenandoah

Member since 2020 · 19 posts · 11 votes

Ime looking to buy land and build a modern A frame and use as a short term rental. I live in NJ, help be choose where to do this. Catskills area NY or Shenandoah Valley VA such as Luray Stanley. Where are the regulations the best and were should i just overall choose? Would really appreciate advise Ime having a tough time deciding.

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  • Flipper/Rehabber · Philadelphia · Member since 2024 · 42 posts · 20 votes
    9mo

    Good question—these are very different plays, even though they look similar on Instagram.

    Catskills (NY):

    • Strong demand + higher ADRs, but regulations are town-by-town and tightening
    • Some towns require STR permits, owner-occupancy, caps, or outright bans
    • Build costs, permitting, septic/well, and taxes are generally higher
    • More upside, but more friction and regulatory risk

    Shenandoah Valley (VA):

    • Generally more STR-friendly, especially outside town limits
    • Zoning and permitting tend to be simpler and faster
    • Lower land + build costs in many areas
    • Slightly lower ADRs, but often more stable and predictable

    If your goal is simplicity and fewer regulatory surprises, Shenandoah often wins.

    If your goal is top-line revenue and long-term appreciation, Catskills can work—but you have to be very precise about the town, zoning, and STR rules before buying land.

    Big advice: choose the municipality first, not the region. STR rules can change block by block.

    Happy to share specifics on towns that work (and ones to avoid) if helpful.

  • Cassidy BurnsBusiness Member
    Investor · Alexandria, VA · Member since 2016 · 859 posts · 460 votes
    9mo


    @Peter Castrianni I would reach out to @Michael H. Cook , he's an expert in the Shenandoah Valley STR Market and has written a few blogs on regulations in the area. Hope that helps!

  • Michael H. CookPro Member
    Real Estate Agent · Staunton, VA · Member since 2018 · 56 posts · 61 votes
    9mo

    Thank you @Cassidy Burns, Hi @Peter Castrianni I will reach out to you directly so we can connect further!

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