Featured Properties

$16,500 / mo
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Woodstock Area Rental Property

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75 Hill 99 Woodstock, NY 12498

4 Bed
3 Baths
2394 sqft
MLS# 20250507
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 Lodge, both connected by an expansive deck with a heated pool, open from mid-May through November 1st, and a built-in outdoor grill station perfect for entertaining. Inside the main house, soaring cathedral ceilings and wide-plank wooden floors create an immediate sense of warmth and grandeur. The second floor spacious living room is anchored by a striking double-sided wood-burning fireplace, which also serves a cozy alcove office lined with picture windows—a peaceful and inspiring workspace. The adjoining kitchen is fully equipped with modern appliances, including an induction stovetop, oven, and two refrigerators. A large island with seating for four offers a casual spot for dining, while the adjacent alcove provides a more formal space with a handcrafted wooden table positioned to capture stunning views of the Hudson Valley. Step onto the wooden terrace for a peaceful morning coffee, watching the sunrise over the mountains. On clear days, the view stretches as far as the Berkshires. Behind the living room, two serene bedrooms, each with a queen-size bed, offer restful retreats. One overlooks the pool and deck area, while the other gazes out at the garden and bocce court. A beautifully designed modern bathroom sits just across the hall. A spiral staircase leads to the top floor, where the expansive primary suite is a sanctuary unto itself. Cathedral ceilings create an airy feel, while the en-suite bathroom is a luxurious escape, featuring a bubble-stream tub and a sunlit glass block windowed shower brings the outdoors in. A grand staircase leads to the first-floor great room, where another working fireplace, plush leather seating, and a cozy library plus corner bench seating reading nook create an inviting atmosphere. Behind the living area, a ground-floor bedroom offers a private retreat with french doors opening to nature and a handcrafted solid cherry Le Grange bed. An elegant en-suite Porcelanosa bathroom enhances this space, making it feel like a mini-suite. Stepping outside and crossing the pool deck brings you to the Poolside Lodge, an inviting space designed for relaxation and entertaining. The upper level is dominated by a grand room with walls of windows and private terrace that capture sweeping 180-degree mountian views. Luxurious leather seating and an open, airy layout make it the perfect place to gather. On warm days, four large french doors open to let in the fresh mountain air, creating an effortless indoor-outdoor flow. Downstairs, the lower level of the Poolside Lodge offers a spacious retreat with a piano, pool table, and gym equipment, providing plenty of space for recreation and entertainment. Beyond the homes, the lower portion of the property features a tranquil pond, ideal for rowing a boat or enjoying a picnic at the shaded table by the dock. The front of the main house opens to a vast, open lawn surrounded by wooded land, with a fire pit that invites guests to gather under the star-filled sky. For those who love the outdoors, the chalet is perfectly situated. Hunter and Belleayre ski resorts are just a 30-40 minute drive away, while nearby hiking trails offer endless opportunities to explore nature. Despite its secluded feel, the property is only two hours from New York City, making it an accessible escape from the hustle and bustle. This remarkable retreat is available for rent on a month-to-month or long-term basis starting September 1, 2025. This is more than just a rental—it's an experience.
Listing by: ULSTER / Corcoran Country Living / Alexis Li
$16,500 / mo
Active

Woodstock Area Rental Home

Active

75 Hill 99 Woodstock, NY 12498

4 Bed
4 Baths
4044 sqft
MLS# 831283
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 Lodge, both connected by an expansive deck with a heated pool, open from mid-May through November 1st, and a built-in outdoor grill station perfect for entertaining. Inside the main house, soaring cathedral ceilings and wide-plank wooden floors create an immediate sense of warmth and grandeur. The second floor spacious living room is anchored by a striking double-sided wood-burning fireplace, which also serves a cozy alcove office lined with picture windows—a peaceful and inspiring workspace. The adjoining kitchen is fully equipped with modern appliances, including an induction stovetop, oven, and two refrigerators. A large island with seating for four offers a casual spot for dining, while the adjacent alcove provides a more formal space with a handcrafted wooden table positioned to capture stunning views of the Hudson Valley. Step onto the wooden terrace for a peaceful morning coffee, watching the sunrise over the mountains. On clear days, the view stretches as far as the Berkshires. Behind the living room, two serene bedrooms, each with a queen-size bed, offer restful retreats. One overlooks the pool and deck area, while the other gazes out at the garden and bocce court. A beautifully designed modern bathroom sits just across the hall. A spiral staircase leads to the top floor, where the expansive primary suite is a sanctuary unto itself. Cathedral ceilings create an airy feel, while the en-suite bathroom is a luxurious escape, featuring a bubble-stream tub and a sunlit glass block windowed shower brings the outdoors in. A grand staircase leads to the first-floor great room, where another working fireplace, plush leather seating, and a cozy library plus corner bench seating reading nook create an inviting atmosphere. Behind the living area, a ground-floor bedroom offers a private retreat with french doors opening to nature and a handcrafted solid cherry Le Grange bed. An elegant en-suite Porcelanosa bathroom enhances this space, making it feel like a mini-suite. Stepping outside and crossing the pool deck brings you to the Poolside Lodge, an inviting space designed for relaxation and entertaining. The upper level is dominated by a grand room with walls of windows and private terrace that capture sweeping 180-degree mountian views. Luxurious leather seating and an open, airy layout make it the perfect place to gather. On warm days, four large french doors open to let in the fresh mountain air, creating an effortless indoor-outdoor flow. Downstairs, the lower level of the Poolside Lodge offers a spacious retreat with a piano, pool table, and gym equipment, providing plenty of space for recreation and entertainment. Beyond the homes, the lower portion of the property features a tranquil pond, ideal for rowing a boat or enjoying a picnic at the shaded table by the dock. The front of the main house opens to a vast, open lawn surrounded by wooded land, with a fire pit that invites guests to gather under the star-filled sky. For those who love the outdoors, the chalet is perfectly situated. Hunter and Belleayre ski resorts are just a 30-40 minute drive away, while nearby hiking trails offer endless opportunities to explore nature. Despite its secluded feel, the property is only two hours from New York City, making it an accessible escape from the hustle and bustle. This remarkable retreat is available for rent for high season rates (inquire) July 7 - August 1, then on a month-to-month or long-term basis starting September 3, 2025. This is more than just a rental—it's an experience.
Listing by: ONEKEY / Corcoran Country Living / Alexis Li
$6,500 / mo
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Woodstock Area Rental Property

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11 Shultis Farm Woodstock, NY 12409

4 Bed
3 Baths
1853 sqft
MLS# 20250602
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 to town. Step inside to a bright and inviting open layout, featuring gleaming hardwood floors throughout. The thoughtfully designed kitchen is a chef's dream, complete with all-new stainless steel appliances and ample counter space. The adjoining dining area flows seamlessly to the backyard through sliding glass doors, opening onto a spacious patio with a BBQ grill, hot tub, pool, and an expansive backyard—complete with a firepit, Adirondack chairs, and a lush garden area. A separate deck with outdoor patio furniture and a propane grill makes entertaining effortless. The home's main level offers multiple gathering spaces. The cozy den, conveniently connected to the kitchen, is perfect for reading or socializing around the kitchen island and dining area. The living room, tucked away at the opposite end of the house, provides a more private retreat and features a large L-shaped sectional sofa, a Smart TV, and even a piano for those musically inclined. Upstairs, the primary suite overlooks the backyard and pool, offering a peaceful escape with its en-suite bath. Three additional bedrooms—two with king beds and one with two twin beds—offer generous closet space and share a sleek, modern bathroom. The finished basement is a versatile space, ideal for a playroom, or study area. Currently set up for ping pong matches, it could also serve as a workshop or additional storage. Other notable features include a dedicated laundry room and a spacious one-car garage. This fully furnished rental is available starting August 1, 2025, with potential flexibility for an earlier move-in date. A rare opportunity to enjoy a private yet centrally located home just 8 minutes from downtown Woodstock, NY!
Listing by: ULSTER / Corcoran Country Living / Alexis Li
$4,995 / mo
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Pine Plains Area Rental Home

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1504 Route 83 Pine Plains, NY 12567

3 Bed
3 Baths
2246 sqft
MLS# H6316024
Hudson Valley private hillside retreat with south western mountain views. Quiet and special, this is located in the desirable Shekomeko Valley. This contemporary country home is on over 30 bucolic acres. Set well off the beautiful country road, the driveway leads to this renovated haven. Gorgeous vistas of countryside farms and mountains, the landscaping allows for relaxing exploration and exercise through walking paths, pastoral fields and glorious natural vegetation. Exterior wide decking provide additional vantage points for the spectacular surroundings. Entering the house you will see thoughtful stylish design bathed in bright natural light. There are wide-board pine and hardwood maple floors. The Great Room includes vaulted and beamed ceiling living and dining spaces, featuring a wood-burning stove. The galley kitchen is open and cheerful with up to date appliances. Glass door with wooden screen door takes you out to one of the decks from here. All bathrooms are fully renovated with accent lighting. Also on this level is the Primary bedroom which includes a wonderful wall of windows and cathedral beamed ceiling. A loft up top brings an additional bedroom with vaulted ceiling. The lower entry level provides charming screen door, the foyer and additional bedroom with glass slider and another full size bathroom. An exercise room and car garage is also accessed here. Also included is the use of a custom gym nearby with self guided mirror trainer program. Yoga teacher, Personal Chef and Physical Therapy also upon request. Nearby towns of Pine Plains, Millbrook, Rhinebeck, Millerton and Sharon CT. all provide excellent dining and shopping. This is all just two hours from New York. Train service provided by Metro North or Amtrak. Experience the Hudson Valley! Additional Information: ParkingFeatures:2 Car Attached,
Listing by: ONEKEY / Corcoran Country Living / Steve Bruman
$4,995 / mo
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Pine Plains Area Rental Home

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1515 Route 83 Pine Plains, NY 12567

3 Bed
3 Baths
1600 sqft
MLS# H6316025
Hudson Valley experiences await you with this bucolic setting at Picardy Farm. Once the home of one of the finest jazz musicians, composer, bandleader, actor and author, Artie Shaw, the 19th Century Greek Revival property includes The Garden House now available for lease. This 3 bedroom, 2.5 bath home is FULLY FURNISHED and ready for you to realign with nature and all that upstate New York has to offer. Entering the house from the rear of the property, the windowed, heated Foyer/Mudroom provides excellent storage. This leads into the 'Tavern Room', an open Living/Dining experience with wide board flooring and beamed ceilings. The fireplace is located on a wall of windows enabling wonderful light. The cozy kitchen includes a charming wall pantry and new appliances. There is a renovated bathroom with duel walk-in shower, clawfoot tub and a large laundry room on this level also. An office/den with more storage includes direct exterior access. Another bathroom and bedroom with exterior access are also here before we venture upstairs. There you will find the primary bedroom with vaulted ceiling, another bedroom and linen closet. Recessed lighting, security and thermostat control, mature landscaping, the use of a Yoga studio and gym are just a start to what you will find here. Located in serene Shekomeko Valley, nearby to the dining and shopping towns of Millbrook, Pine Plains Rhinebeck, Millerton and more. This is just two hours from New York City. Your peaceful Hudson Valley retreat is ready when you are.
Listing by: ONEKEY / Corcoran Country Living / Steve Bruman