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Hillsdale, NY Homes for Rent

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    $2,500 per month

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

    9 Washington Dr Unit 17, Hillsdale, NY 12529

    9 Washington Drive, Copake Lake. Partially Furnished Cottage for rent. Offered both seasonally for 3,000/month or yearly for 2,500/month. Beautiful views of the lake from almost every room due to the OPEN FLOOR plan. The lake is literally steps away. (3rd house in on Washington Drive) 2 Bedrooms, galley kitchen, efficient gas heating, large deck overlooking the lake. Great yard for having summer

    Margaret Bower Avenia Columbia County RE Specialist

    9 Washington Dr Unit 17, 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 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
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    $5,000 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
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    $3,500 per month

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    9254 New York 22, Hillsdale, NY 12529

    Welcome to this 3 bedroom+, 3 bath home available for rent. This property features a bright kitchen equipped with newer appliances, a comfortable family room and a walkout lower level. Lots of flexible living space. Step outside to an in the ground pool. The home is ideally located offering convenient access to both the Berkshires and the Hudson Valley. Commuters will appreciate the proximity to

    Theresa Westlake Copake Lake Realty Corp.

    9254 New York 22, Hillsdale, NY 12529
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    $1,850 per month

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

    3191 New York 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 New York 23 Unit 3, Hillsdale, NY 12529
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    $1,800 per month

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

    3191 New York 23 Unit 1, Hillsdale, NY 12529

    Well-maintained 2-bedroom, 1-bath ground-floor apartment (with limited steps) 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 with ground-level entry and sliding glass doors that open

    Greg Berardi Berardi Realty

    3191 New York 23 Unit 1, Hillsdale, NY 12529

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.

Frequently Asked Questions

What are the most popular zip codes in Hillsdale, NY for renters?
The most popular zip codes in Hillsdale, NY for renters include 12529, 01230, 12521, 12037 and 12534.

Rental Home Trends in Hillsdale, NY

Rental Home Trends

Number of Homes for Rent
6
Median Rent
$2,175
Median Single Family Home Rent
$2,900
Median Condo Rent
$1,600
How to Rent a Home