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Woodstock, NY Homes for Rent

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  • /39

    $5,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • House for Rent

    21 Cricket Ridge, Woodstock, NY 12498

    Available by the month.Vintage Shultis family cottage lovingly restored by current owner. Spend the wonderful summer months in this pristine 1,150 square foot cottage. Beamed ceilings, pine floors, high quality windows and doors, newer appliances, fireplace and an all-new HVAC system are just of few of the perks at this charming getaway. Enter through a stunning 3-season, eat-in parlor into

    Gail Cadden Coldwell Banker Village Green

    21 Cricket Ridge, Woodstock, NY 12498
  • /10

    $2,500 per month

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

    49 Rock City Rd, Woodstock, NY 12498

    Beautifully reno'd one bedroom cottage in Woodstock, partially or fully furnished, with a large yard and screened in porch. Downstairs there's a galley kitchen with a full-size fridge and gas range, a comfortable living room and dining area, and a delightful screened-in porch with wicker furniture leading to the yard. Upstairs there's a huge bedroom with vaulted ceiling, lots of natural light,

    Casey Kearns Corcoran Country Living

    49 Rock City Rd, Woodstock, NY 12498
  • /39

    $3,800 per month

    • 4 Beds
    • 2.5 Baths
    • 1,545 Sq Ft
    • House for Rent

    15 Forestwood Dr, Woodstock, NY 12498

    Introducing an exquisite four bedroom two and a half bath Woodstock home that perfectly balances modern updates with timeless charm. Nestled on nearly an acre of land, this beautifully renovated property boasts an abundance of natural light that floods its spacious, high-ceilinged interiors. Step into the heart of the home, where the kitchen dazzles with unique Moroccan tile, creating a stunning

    Jeanne Boice Howard Hanna Rand Realty

    15 Forestwood Dr, Woodstock, NY 12498
  • /15

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    35 Mill Hill Rd Unit A, Woodstock, NY 12498

    Live in the heart of Woodstock in this extra-spacious, 1,300 sf, newly renovated 2-bedroom, 1-bath apartment offering bright, comfortable living in one of the most walkable Hudson Valley towns. Full of old details, and clean modern finishes, the apartment features a large living room that flows into a dining area, perfect for entertaining or working from home. A brand new kitchen, new appliances

    Zev Eisenberg Hudson Modern

    35 Mill Hill Rd Unit A, Woodstock, NY 12498
  • /31

    $5,200 per month

    • 4 Beds
    • 3.5 Baths
    • 2,252 Sq Ft
    • House for Rent

    32 Maurizi Ln, Woodstock, NY 12498

    Blending classic country charm with modern sophistication, this newly built modern farmhouse offers over 3,000 square feet of beautifully finished living space. Designed with clean lines, a neutral palette, and layered textures, it delivers a timeless aesthetic full of warmth and character. The home features four spacious bedrooms, three and a half baths, a fully finished lower level, and

    Richard Vizzini Corcoran Country Living

    32 Maurizi Ln, Woodstock, NY 12498
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    $2,195 per month

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

    18 Rock City Rd Unit A, Wood Stock, NY 12498

    Welcome to this beautifully renovated 1

    James Angelakis BHHS HUDSON VALLEY PROP-WDST

    18 Rock City Rd Unit A, Wood Stock, NY 12498
  • /33

    $13,000 per month

    • 3 Beds
    • 2.5 Baths
    • 3,076 Sq Ft
    • House for Rent

    16 Juniper Ln, Woodstock, NY 12498

    Welcome to Juniper Woods. Available for monthly rentals with flexible lease terms ranging from 3 to 6 months or longer.Nestled on four serene acres just minutes from the center of Woodstock, Juniper Woods is a custom-designed, exquisitely renovated residence offering the perfect balance of sophistication, tranquility, and convenience. With over 3,000 square feet of thoughtfully curated living

    Victoria Stent Coldwell Banker Village Green

    16 Juniper Ln, Woodstock, NY 12498
  • /24

    $14,250 per month

    • 3 Beds
    • 3 Baths
    • 3,200 Sq Ft
    • House for Rent

    106 Chestnut Hill Rd, Woodstock, NY 12498

    Summer or Long-Term Rental Opportunity. Let Pictures do the talking. Nestled on a secluded lot, just 10 minutes' walk from the heart of Woodstock, this exquisitely designed brand new home offers a blend of elegance, comfort, and modern convenience. It is a sanctuary of refined living, set on five private acres right next to the Woodstock Golf Course. The Woodstock Tennis Club is also 5

    Soiti Anderson Curated By Soiti

    106 Chestnut Hill Rd, Woodstock, NY 12498
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    $16,500 per month

    • 4 Beds
    • 2.5 Baths
    • 4,400 Sq Ft
    • House for Rent

    75 Hill 99, Woodstock, NY 12498

    AVAIL FROM SEPT 2025. Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside

    Alexis Li Corcoran Country Living

    75 Hill 99, Woodstock, NY 12498
  • /30

    $4,000 per month

    • 1 Bed
    • 1 Bath
    • 1,587 Sq Ft
    • House for Rent

    272 Yerry Hill Rd Unit Studio, Woodstock, NY 12498

    Imagine immersing yourself in a world of natural beauty. As you enter the property and travel on the quarter-mile driveway, you'll be greeted by trees on both sides with a view of a large pond (though not part of the property), to your right. As you continue, you will reach a fork; to your left is a small cottage; keep to the right, Trees all around...It feels like an enchanted forest. Follow the

    Naomi Castillo Smith BHHS HUDSON VALLEY PROP-WDST

    272 Yerry Hill Rd Unit Studio, Woodstock, NY 12498

Frequently Asked Questions

What are the most popular neighborhoods in Woodstock, NY for renters?
The most popular neighborhoods in Woodstock, NY for renters are Shandaken, Stockade District, Midtown Kingston, Olive and Esopus.
What are the most popular zip codes in Woodstock, NY for renters?
The most popular zip codes in Woodstock, NY for renters include 12534, 12401, 12477, 12498 and 12538.
How to Rent a Home