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Highland, NY Homes for Rent

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    Starting at $2,350 Per Month

    • 2 Beds

    42 Toc Dr, Highland, NY 12528

    Welcome to your new home in the heart of Highland, NY! This apartment community offers comfort and convenience in a prime location. Situated just steps away from the scenic rail trail and the iconic Mid-Hudson Bridge, outdoor enthusiasts will love the easy access to biking, walking, and breathtaking views. If you're a commuter, the nearby train station provides a stress-free option for travel.

    Trailview Place

    42 Toc Dr, Highland, NY 12528
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    Starting at $2,500 Per Month

    • 2 Beds

    1300 Hudson Place, Highland, NY 12528

    Welcome to Hudson Place, where your dream lifestyle becomes a reality. This community offers more than just a place to live - it provides a true sense of belonging and convenience featuring an onsite gym, community room and BBQ area. One of the crowning jewels of this location is its proximity to the Walkway Over the Hudson. Take leisurely strolls or invigorating jogs while relishing the scenic

    Hudson Place

    1300 Hudson Place, Highland, NY 12528
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    Starting at $1,595 Per Month

    • 1 - 2 Beds

    210 Vineyard Ave, Highland, NY 12528

    Located minutes from the Mid-Hudson Bridge, 4 miles from Vassar Hospital. Quiet brookside location. One mile from the quaint shops in the town of Highland.

    Brookside Apartments

    210 Vineyard Ave, Highland, NY 12528
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    Starting at $3,655 Per Month

    • 2 - 3 Beds

    Unlisted Address

    Vineyard Commons offers a fresh approach to active adult living, combining comfort, convenience and style. Our spacious two and three bedroom apartments feature vaulted ceilings, abundant closet space and gourmet kitchens with granite countertops and stainless steel appliances, all on a single level for effortless living. Enjoy the freedom to do as much or as little as you like with amenities

    Vineyard Commons

    Unlisted Address
  • /31

    $5,858

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft
    • Condo for Rent

    62 Mackey Rd Unit SI ID1621787P, Highland, NY 12528

    The advertised rate of $5,858/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 29, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    62 Mackey Rd Unit SI ID1621787P, Highland, NY 12528
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    $2,150

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Condo for Rent

    3 White St Unit 3, Highland, NY 12528

    Live in the heart of Highland just steps from local shops, restaurants, cafes, parks, and the center of town while still enjoying the comfort of a quiet residential setting.This well maintained property offers a rare combination of convenience, character, and Hudson Valley charm. Located minutes from the Mid Hudson Bridge, Walkway Over the Hudson, New Paltz, the Poughkeepsie waterfront,

    3 White St Unit 3, Highland, NY 12528
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    $2,150 Per Month

    • 2 Beds
    • 1 Bath
    • 2,802 Sq Ft
    • Apartment for Rent

    3 White St, Highland, NY 12528

    Welcome to 3 White Street in Highland, NY! This well-maintained 2-bedroom apartment offers comfortable living in a convenient location close to local shops, restaurants, and commuter routes.The apartment features a spacious layout with access to an on-site washer and dryer located in the basement for added convenience. Water and garbage removal are included in the monthly rent, helping to

    Genevieve Rolleri eXp Realty

    3 White St, Highland, NY 12528
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    $2,500

    Total Monthly Price

    • 2 Beds
    • 2.5 Baths
    • 1,396 Sq Ft
    • Townhouse for Rent

    101 Sterling Place, Highland, NY 12528

    Two bedroom with a loft townhouse style unit. Home features two and half baths, laundry in the unit and a garage. Lovely deck off living room. Updated kitchen with nice nook for the kitchen table. Tenant pays all utilities including water and sewer. Close to bridge, walkway and shopping.

    101 Sterling Place, Highland, NY 12528
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    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 946 Sq Ft
    • Condo for Rent

    561 Gregory Ct, Highland, NY 12528

    Newly renovated 2 BR/ 1bath + den condominium ideally located minutes from the Mid-Hudson Bridge available for rent September 1, 2026. Minutes from major shopping and restaurants as well as the Walkway Over the Hudson State Park, major roadways and businesses in the Highland Central School District.

    John Quinn Quinn Realty Group Inc.

    561 Gregory Ct, Highland, NY 12528
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    $1,825

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    109 Grand St Unit Grand Street, Highland, NY 12528

    Two bedroom upstairs apartment. Unique layout with heat included.Private setting.

    109 Grand St Unit Grand Street, Highland, NY 12528
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    $1,900 Per Month

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

    28 Toc Dr Unit 1, Highland, NY 12528

    Fully renovated 1-bedroom apartment available in Highland, NY! This bright and welcoming unit features updated flooring, refreshed lighting, and a clean, stylish feel throughout. The bedroom offers great natural light and ample closet space. Conveniently located near local shops, restaurants, and public transportation, this apartment offers both comfort and convenience in the heart of Highland.

    Yesenia Pagan Keller Williams Realty Partner

    28 Toc Dr Unit 1, Highland, NY 12528
  • /20

    $2,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,047 Sq Ft
    • Townhouse for Rent

    56 Sterling Place, Highland, NY 12528

    Charming 2-Bedroom Townhouse for Rent in Highland, NYWelcome to 56 Sterling Place in Highland, NY! This inviting 2-bedroom, 1.5-bath townhouse offers comfortable living in a welcoming community with fantastic amenities right at your doorstep.Residents can enjoy a variety of community amenities, including a swimming pool, tennis courts, basketball courts, and a playground—providing

    John Quinn Quinn Realty Group Inc

    56 Sterling Place, Highland, NY 12528
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    $7,492 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,531 Sq Ft
    • House for Rent

    475 N Riverside Rd, Highland, NY 12528

    Nestled on a picturesque 5.7-acre setting and set well back from the road, this stunning and prestigious A-Frame home offers privacy, beauty, and exceptional living space. A long, scenic driveway welcomes you to this one-of-a-kind property, where natural surroundings and timeless architecture create a true Hudson Valley retreat. The main level features 3 bedrooms and 3.5 bathrooms, including a

    Anne Marie O'Brien Curasi Realty, Inc.

    475 N Riverside Rd, Highland, NY 12528
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    $2,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    155-157 Vineyard Ave, Highland, NY 12528

    Charming Highland Rental - 155-157 Vineyard Ave, Highland, NY 12528This conveniently located rental offers a comfortable place to call home in the heart of the Hudson Valley.The home features large 3 bedrooms and 1.5 bathrooms, with an open layout in the living area. Enjoy the ample yard along with the convenience of being close to everything Highland has to offer.The location

    John Quinn Quinn Realty Group Inc.

    155-157 Vineyard Ave, Highland, NY 12528
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    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Apartment for Rent

    794 South St Unit 1, Highland, NY 12528

    Welcome to 794 South Street, Unit #1 — a townhouse-style rental built in 2017 and thoughtfully refreshed. This spacious 2-bedroom, 2.5-bath end unit offers approximately 1,300 square feet of living space across two floors. The functional floor plan features an open-concept kitchen, spacious living room, walk-in closets, a full bathroom conveniently located off each bedroom, and a first-floor half

    Felix Pena RE/MAX Benchmark Realty Group

    794 South St Unit 1, Highland, NY 12528
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    $1,950 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    70 New Paltz Rd Unit 2D, Highland, NY 12528

    2 Bedroom beautifully styled 2nd floor apartment on a country road in Highland. Close to Poughkeepsie and Metro North as well as New Paltz and Highland with amenities galore. I87 is only 4 miles away. Apartment is equipped with beautiful sleek stainless appliances and stylish cabinetry. The large windows allow for beautiful natural light. Access to a large back yard for cook outs and recreation.

    Pamela Di Martino Curasi Realty, Inc.

    70 New Paltz Rd Unit 2D, Highland, NY 12528
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    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 760 Sq Ft
    • Apartment for Rent

    47-49 Mile Hill Rd, Highland, NY 12528

    Beautifully Renovated 2-Bedroom Unit for RentWelcome home to this beautifully renovated 2-bedroom unit located on a quiet street, just minutes from the Hudson River and the Poughkeepsie Bridge. Enjoy convenient access to major commuter roads, shopping, restaurants, parks, and everything the area has to offer.This unit has been thoughtfully updated with:Brand-new carpet

    Marie-Louise Enderle BHHS Hudson Valley Properties

    47-49 Mile Hill Rd, Highland, NY 12528
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