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Philipstown, NY Houses for Rent

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  • /24

    $6,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,616 Sq Ft
    • House for Rent

    376 Lane Gate Rd, Cold Spring, NY 10516

    Spectacular Hudson river views, beautiful grounds, in-ground pool and total privacy. 24 x 16 Living room w. fieldstone frplc, redwood paneling and 20 ft. of glass opening to covered porch. Family rm. w. wood burning stove which opens onto deck. FDR, Den or 1st flr. BR. w. bath. 4 BR's, 3 Bths. A Unique country retreat or full time private residence on 12 acres. Additional Information: Kitchen

    Nora Preusser A.D.Preusser, Inc.

    376 Lane Gate Rd, Cold Spring, NY 10516
  • /20

    $3,995 Per Month

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft
    • House for Rent

    11 Locust Dr, Cold Spring, NY 10516

    Nestled in a serene private lake community, this newly updated cottage offers the perfect blend of comfort and outdoor recreation. The unfurnished home features one spacious bedroom plus a second flex room, a bright full bathroom, a well-appointed kitchen, and a basement for storage. Beautiful wood floors flow throughout and complement a cozy masonry fireplace, creating a warm and inviting

    Alissa Kronovet Houlihan Lawrence Inc.

    11 Locust Dr, Cold Spring, NY 10516
  • /15

    $8,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    6 Church St, Cold Spring, NY 10516

    Welcome to Cold Spring village life! This charming brick house in the heart of the Hudson Valley's most charming village is walkable to the Metro North train to Manhattan, Hudson Highlands hiking trails, shops, restaurants, parks and schools. With 3 bedrooms and 1.5 baths, 6 Church Street comfortably sleeps 7 and has off street parking for 2 cars. Enjoy outdoor cooking and dining with the gas

    Rebekah Tighe Robert A. McCaffrey Realty Inc

    6 Church St, Cold Spring, NY 10516
  • /22

    $3,350 Per Month

    • 2 Beds
    • 1 Bath
    • 906 Sq Ft
    • House for Rent

    392 Main St, Cold Spring, NY 10516

    Charming Updated Cottage Near Cold Spring. This beautifully updated two-bedroom, one-bath cottage offers the perfect blend of comfort and charm. Featuring vaulted ceilings, hardwood floors, and abundant natural light, the home feels both airy and inviting. A mini-split system in the main living space ensures year-round comfort, while the in-home washer and dryer add everyday convenience.Step

    Thalassa Glasson Compass Greater NY, LLC

    392 Main St, Cold Spring, NY 10516
  • /12

    $4,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,214 Sq Ft
    • House for Rent

    15 Whitehill Place, Cold Spring, NY 10516

    Tucked away at the end of a peaceful cul-de-sac, this well-cared-for village home combines privacy with exceptional convenience. Ideally located within walking distance of schools, Metro-North, and the vibrant Main Street of Cold Spring, you'll enjoy easy access to boutique shopping, acclaimed restaurants, and the scenic Hudson River waterfront. Thoughtfully maintained, the home features updated

    Kathyrine Tomann Houlihan Lawrence Inc.

    15 Whitehill Place, Cold Spring, NY 10516
  • /19

    $7,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft
    • House for Rent

    12 Hudson River Ln, Garrison, NY 10524

    Enjoy year-round living in this sun-drenched, fully updated riverfront contemporary offered as an annual rental. This inviting home features 3 bedrooms and 2.5 baths, thoughtfully designed with modern finishes and an open, airy feel. Set along the river with direct access, the property offers a seamless connection to nature—perfect for kayaking, relaxing, or simply taking in the views. Adjacent

    Melissa Carlton Houlihan Lawrence Inc.

    12 Hudson River Ln, Garrison, NY 10524

Frequently Asked Questions

How much does it cost to rent a single-family home in Philipstown, NY?
The median rent for a single-family home in Philipstown, NY is $2,795 per month, though prices vary by neighborhood, size, and property type. As of June 2026, condos tend to be the most affordable option.
How much do you need to make to afford rent in Philipstown, NY?
To comfortably afford the median rent in Philipstown, NY, a household needs to earn roughly $111,800 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,795 per month in Philipstown, NY, renters typically need to show $8,385 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
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