15

Woodstock Houses for Rent

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  • /28

    $6,000 per month

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

    1905 Glasco Turnpike Unit 1 & 2, Woodstock, NY 12498

    Rural convenience with modern open space two residential units near Woodstock Village. Main house with 3 bedrooms includes all furniture and appliances. There are two upstairs private patios off of the main bedroom and a large deck off of the living area in the back. Third bedroom could be a study or family room. Downstairs is an extra room set up for exercise machines with direct access to the

    Agent Photo

    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (845) 552-9058

    1905 Glasco Turnpike Unit 1 & 2, Woodstock, NY 12498
  • /53

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft
    • House for Rent

    17 Cross Patch Rd, Willow, NY 12495

    Beautifully renovated farmhouse set on 4.65 private acres with seasonal mountain views. This fully furnished 3BR/2BA home features an open floor plan, custom kitchen with vaulted ceilings, high-end appliances, marble countertops, and hardwood floors throughout. Living room with cobblestone fireplace and French doors to covered porch. Screened porch and large back deck overlook lush grounds.

    Susanna Scott-Mitchell Compass Greater NY, LLC

    17 Cross Patch Rd, Willow, NY 12495
  • /38

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    273 Grog Kill Rd, Willow, NY 12495

    We are pleased to present an excellent home available for rent in the Willow/Woodstock area! If you are looking for a home that can be used for year-round living, then this rental home checks all criteria. This property offers great outdoor lighting and provides peaceful window views all throughout the property! Let's take a journey throughout the home, as it sits within a wooded tranquil

    Jorge Lugo Real Broker NY LLC

    273 Grog Kill Rd, Willow, NY 12495
  • /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
  • /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
  • /37

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 2,739 Sq Ft
    • House for Rent

    33 Race Track Rd, Bearsville, NY 12409

    ANNUAL FURNISHED RENTAL w POOL Lovely, meticulously maintained 3 bd/2 ba home with flex room and finished basement on amazing road. 3 plus bucolic acres minutes to the center of Woodstock HW floors, gourmet kitchen, living room with beautiful stone fireplace. Stone patio perfect for eating al fresco Sprawling grounds and gardens. Plenty of room to enjoy hosting family and friends.

    Johanna Trimboli Halter Associates Realty

    33 Race Track Rd, Bearsville, NY 12409
  • /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
  • /14

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 2,158 Sq Ft
    • House for Rent

    295 Grog Kill Rd, Willow, NY 12495

    SUMMER RENTAL: Private, fully furnished Woodstock Oasis with mountain views, is ready to be your Spring getaway! On a dead-end rd. up high on a hill, this Willow home has everything you need, close to hiking, skiing, restaurants and shopping, just minutes from Woodstock, Phoenicia and the NYS Thruway, this private retreat is available beginning July 1st through April 30th, 2026.

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    295 Grog Kill Rd, Willow, NY 12495
  • /23

    $6,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,853 Sq Ft
    • House for Rent

    11 Shultis Farm Rd, Bearsville, NY 12409

    AVAIL FROM SEPT 2025. Private & Serene Modern Farmhouse Near Woodstock - Nestled on a private road just minutes from the heart of Woodstock, this beautifully renovated 4-bedroom, 2.5-bathroom modern farmhouse offers the perfect blend of charm, space, and privacy. Surrounded by mature trees, stone walls, and tall hedges, this home feels like a secluded retreat while remaining conveniently close

    Alexis Li Corcoran Country Living

    11 Shultis Farm Rd, Bearsville, NY 12409
  • /36

    $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
  • /32

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • House for Rent

    4666 New York 212, Willow, NY 12495

    What a delightful country retreat and artist home this is! Located in an idyllic setting with mountain views and a gorgeous and famous trout stream, this beautifully maintained farm house exudes charm and comfort. With 3 bedrooms, 2 1/2 baths, formal dining room, a spacious kitchen with fireplace, a living room to die for with beamed ceiling and a stone fireplace with a woodstove insert, you

    Sylvie Ross Halter Associates Realty Inc

    4666 New York 212, Willow, NY 12495
  • /43

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • House for Rent

    4666 New York 212 Unit House, Willow, NY 12495

    What a delightful country retreat and artist home this is! Located in an idyllic setting with mountain views and a gorgeous and famous trout stream, this beautifully maintained farm house exudes charm and comfort. With 3 bedrooms, 2 1/2 baths, formal dining room, a spacious kitchen with fireplace, a living room to die for with beamed ceiling and a stone fireplace with a woodstove insert, you

    Sylvie Ross Halter Associates Realty

    4666 New York 212 Unit House, Willow, NY 12495
  • /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
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