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Hillsdale, NY Homes for Rent

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  • 70 SW Colony Rd, Hillsdale, NY 12529
    70 SW Colony Rd, Hillsdale, NY 12529
    70 SW Colony Rd, Hillsdale, NY 12529
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    $8,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,885 Sq Ft
    • House for Rent

    70 SW Colony Rd, Hillsdale, NY 12529

    Set directly on the shores of Copake Lake, this character-filled lake house offers a rare opportunity to experience one of the Hudson Valley's most beloved waterfront communities through every season. Originally conceived as a weekend escape, the house combines the easygoing spirit of a classic lake cottage with a wonderfully considered mix of rustic, Scandinavian and mid-century

    Annabel Taylor Four Seasons Sotheby's Int.

    70 SW Colony Rd, Hillsdale, NY 12529
  • 3191 State Route 23 Unit 2, Hillsdale, NY 12529
    3191 State Route 23 Unit 2, Hillsdale, NY 12529
    3191 State Route 23 Unit 2, Hillsdale, NY 12529
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    $1,850 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    3191 State Route 23 Unit 2, Hillsdale, NY 12529

    MULTIPLE APARTMENTS FOR RENTYour new digs? A.K.A, 3191 Route 23, Hilldale NY, one mile from Catamont on the Massachusetts border. Beautiful, updated two-bedroom, one bath apartments with pretty views and a balcony to enjoy them!! 1,850/mo. plus utilities. Laundry facility on property. Must have good credit and references. Pets allowed with additional funds. Additional units available, please

    Margaret Bower Avenia Columbia County RE Specialist

    3191 State Route 23 Unit 2, Hillsdale, NY 12529
  • 3191 State Route 23 Unit 3, Hillsdale, NY 12529
    3191 State Route 23 Unit 3, Hillsdale, NY 12529
    3191 State Route 23 Unit 3, Hillsdale, NY 12529
    /10

    $1,850 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    3191 State Route 23 Unit 3, Hillsdale, NY 12529

    Well-maintained 2-bedroom, 1-bath apartment offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access and sliding glass doors that open to a covered outdoor space—perfect for fresh air and

    Greg Berardi Berardi Realty

    3191 State Route 23 Unit 3, Hillsdale, NY 12529
  • 125 Taconic Creek Rd, Hillsdale, NY 12529
    125 Taconic Creek Rd, Hillsdale, NY 12529
    125 Taconic Creek Rd, Hillsdale, NY 12529
    /30

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,349 Sq Ft
    • House for Rent

    125 Taconic Creek Rd, Hillsdale, NY 12529

    Experience the quintessential Hudson Valley retreat in this private, 4-bedroom, 3-bathroom country home. Located just minutes from the slopes of Catamount Mountain Resort, this residence offers a seamless blend of rustic charm and modern convenience. The interior features a well-appointed kitchen and a living area anchored by a cozy wood stove--all complemented by tasteful, high-quality

    Rochelle Bartolo Beach & Bartolo Realtors

    125 Taconic Creek Rd, Hillsdale, NY 12529
  • 32 Anthony St Unit 3B, Hillsdale, NY 12529
    32 Anthony St Unit 3B, Hillsdale, NY 12529
    32 Anthony St Unit 3B, Hillsdale, NY 12529
    /5

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 773 Sq Ft
    • Apartment for Rent

    32 Anthony St Unit 3B, Hillsdale, NY 12529

    Interested parties in this listing please contact Gerard Meenagh the listing agent

    Gerard Meenagh The Meenagh Group Realty

    32 Anthony St Unit 3B, Hillsdale, NY 12529
New York Columbia County

Homes for Rent in Hillsdale, NY

Why Live in Hillsdale

Hillsdale is a rural Columbia County town set against the Berkshire Mountains, appealing to buyers who want a quieter lifestyle surrounded by nature. With Catamount Mountain Resort nearby, residents have easy access to skiing, snowboarding and year-round hiking, along with quick trips to nearby Great Barrington. The town feels less busy than Copake or Chatham and offers more open, gently rolling land than neighboring Austerlitz, creating wide farmland views and a sense of space. Many buyers are drawn to Hillsdale for second homes or vacation properties, though there is also a core group of year-round residents. Living here means embracing rural infrastructure, including private wells and septic systems, occasional spotty cell service and winter maintenance responsibilities on private roads. At the same time, strong fiber internet coverage makes remote work realistic for many households. The hamlet itself is small but provides essential amenities, including a grocery store, library, farmers market and a handful of well-loved restaurants. Families have access to the Taconic Hills Central School District for public education and a highly rated private Hawthorne Valley Waldorf School. While daily errands usually require a car, Hillsdale is within easy driving distance of Hudson and New York City is two to three hours away.

Learn more about living in Hillsdale

Frequently Asked Questions

How much does it cost to rent a home in Hillsdale, NY?
The median rent for a home in Hillsdale, NY is $1,850 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while single-family homes are currently more expensive.
How much do you need to make to afford rent in Hillsdale, NY?
To comfortably afford the median rent in Hillsdale, NY, a household needs to earn roughly $74,000 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 $1,850 per month in Hillsdale, NY, renters typically need to show $5,550 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Hillsdale, NY?
In Hillsdale, NY, the price-to-rent ratio is 31.8, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Trends in Hillsdale, NY

There are currently 6 homes available for rent in Hillsdale, NY. The median rent is $1,850 per month, with single-family homes renting at $3,000 and condos at $1,600.

Rental Home Trends

Number of Homes for Rent
6
Median Rent
$1,850
Median Single Family Home Rent
$3,000
Median Condo Rent
$1,600
How to Rent a Home

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