Hillsdale, NY Homes for Rent

/22
$13,000 Per Month
- 4 Beds
- 3 Baths
- 3,164 Sq Ft
- House for Rent
85 Gellert Ln, Hillsdale, NY 12529

Located 2.5 hours from NYC and Boston, this 4-bedroom, 3-bathroom Hillsdale summer rental offers a bright, contemporary interior with curated antiques on 8+ private acres featuring streams, a pond, and historic barns. The home includes a modern open kitchen with Caesarstone countertops and state-of-the-art appliances, which flows directly to a bluestone patio and stone terrace equipped with an

Amy Longley William Pitt Sotheby's Int'l

85 Gellert Ln, Hillsdale, NY 12529
/13
$1,600

Total Monthly Price
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
343 County Route 21c Unit 2, Ghent, NY 12075

The apartment has been totally redone, with new kitchen cabinets, new stove, new shower in bathroom, new sink etc., and all new painting. There is an entrance hall and a deck. Parking is on property. We are located in a small hamlet with a school, a food store and an organic farm, surrounded by fields, trails, meadows and woods. There is a pond for the community,

343 County Route 21c Unit 2, Ghent, NY 12075
/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
/11
$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
/13
$2,300 Per Month
- 2 Beds
- 1 Bath
- 852 Sq Ft
- House for Rent
16 Longley Dr, Hillsdale, NY 12529

Welcome to Four Seasons at Copake Lake, where country charm meets lake living. This partially furnished two-bedroom home features an updated kitchen and bathroom, along with beautiful wood floors throughout. Cozy and inviting in every season, the home offers a wood stove for warmth on chilly evenings and an outdoor fire pit perfect for gathering with family and friends under the stars. Enjoy

Lindsay Lebrecht Copake Lake Realty Corp.

16 Longley Dr, 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

New York Columbia County Hillsdale

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 $3,750 per month, though prices vary by neighborhood, size, and property type. As of June 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 $150,000 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 $3,750 per month in Hillsdale, NY, renters typically need to show $11,250 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 20.3, 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 7 homes available for rent in Hillsdale, NY. The median rent is $3,750 per month, with single-family homes renting at $3,000 and condos at $1,550.

Rental Home Trends

Number of Homes for Rent 7	Median Rent $3,750
Median Single Family Home Rent $3,000	Median Condo Rent $1,550

How to Rent a Home

Rentals in Hillsdale

Homes for Rent by Bedrooms in Hillsdale

Rentals by Price in Hillsdale

Hillsdale Rentals under $2,000

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