Featured Properties

$16,500 / mo (USD)
Active

Woodstock Area Rental Property

Active

75 Hill 99 Woodstock, NY 12498

4 Bed
3 Baths
2394 sqft
MLS# 20250507
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 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: Hudson Valley Catskills MLS / Corcoran Country Living / Alexis Li
$16,500 / mo (USD)
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 as distributed by MLS GRID / Corcoran Country Living / Alexis Li
$12,000 / mo (USD)
Active

Pine Plains Area Rental Home

Active

231 Lake Road Pine Plains, NY 12567

4 Bed
4 Baths
3029 sqft
MLS# 976124
Ideal Summer Retreat. This 4 bedroom (all ensuite), is a perfect blend of chic furnishings and modern conveniences, located in a quiet lakeside community in the heart of Pine Plains but also removed and private. A stones-throw away from Stissing Pond, where you can swim, launch SUP’s and go fishing for trophy Bass, or take a leisurely bike ride around the lake, 3-5 mile loop (local traffic mostly). If a hike is in order, in the opposite direction from the lake, a short walk with ponds and open vistas, you will find Stissing Mountain (1400’ ft elevation) and Thompson Pond Preserve where you will find several miles of varying hiking trails and challenges that await!
The home sits on over 1.5 acres of lush lawns front and rear with mature landscaping and trees flanking the property for complete privacy except for the abundant wildlife that calls it home. Bright, airy, and furnished immaculately down to the crispy white linens, towels, rugs and furniture. The home also offers a true and enviable office for those pesky Zoom meetings that pop up. A great room and parlor provide ample space for those summer dinner parties with the deck off the living-room providing an extension of entertaining to the outdoors seamlessly. Whole home heating and cooling with warm accent lighting throughout will set the mood for the most discerning palate. The rear of the property abuts a forever view of agricultural reserve with distant mountain and rolling hill views from every room of the home. The attached garage is equipped with all of the fun you could need including a ping pong table, fishing essentials, 2 stand up paddle boards and a pair of high end mountain bikes.
Local Farms and Dairy Farms offer fresh milk, ice cream, butter, as well as organic meats, vegetables, baked goods and essential grocery foods. Just minutes away is the famous Stissing House restaurant and others as well as a pharmacy, liquor store and post. One barely needs to go out but if you do there are plays and concerts at the Stissing Center (minutes away) throughout the season as well as concerts in Tivoli, Shakespeare in Lenox, plays at the Sharon Playhouse to mention just a few with historical houses, galleries and museums too. The train to the city is 25 minutes away and the Taconic Parkway is close by should you need to get to the city. Country Life.. it’s good for you.
If requested, the nursery can be cleared and delivered with a full size bed to serve as a true 4th bedroom.
Come see this home, location, and summer opportunity soon! This is a one-off rental that likely will not come to market again.
Listing by: ONEKEY as distributed by MLS GRID / Corcoran Country Living / Catherine Howard
$6,500 / mo (USD)
Active

Woodstock Area Rental Property

Active

11 Shultis Farm Woodstock, NY 12409

4 Bed
3 Baths
1853 sqft
MLS# 20250602
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 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 September 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: Hudson Valley Catskills MLS / Corcoran Country Living / Alexis Li
$6,175 / mo (USD)
Active

Beacon Area Rental Home

Active

69 Russell Avenue Beacon, NY 12508

4 Bed
2 Baths
2437 sqft
MLS# 974176
Nestled at the foot of Mount Beacon, this thoughtfully updated 4-bedroom, 2-bath Colonial home offers the kind of lifestyle most people only dream about: minutes from mountain hiking trails and the beloved shops, restaurants, and galleries lining Beacon's Main Street. More than a rental, this is a rare opportunity to put down roots in one of the Hudson Valley's most sought-after communities.

The quarter-acre lot gives you room to breathe, and approximately 700 sq ft of additional finished studio and office space means your living situation can flex alongside your needs, whether that's remote work, a creative practice, or hosting guests. Out front, a wisteria-draped fence frames lush plantings of dogwood, redbud, and lilac that make coming home feel like an event.

Inside, the sun-drenched living room draws you in with reclaimed hardwood floors, oversized windows, and a wood stove that turns winter evenings into something worth savoring. A first-floor bedroom and a fully renovated bathroom, soaking tub, marble tile, and carefully chosen finishes, round out the main level with both comfort and practicality.

The kitchen was designed with real cooking in mind: exposed beams overhead, quartz countertops, a marble backsplash, farmhouse sink, and a 5-burner gas range. The adjacent dining area spills right out onto a stone patio, making the transition from dinner party to sunset views over Mount Beacon completely effortless.

Upstairs holds a generous primary bedroom with an oversized walk-in closet, a second bedroom with mountain views, and another renovated full bath with a walk-in shower and subway tile detailing.

The backyard is a world of its own, fully fenced, with organic garden beds, a pergola, layered seating areas, and a treehouse. Two detached studios extend the property's possibilities further: a larger converted studio with modern finishes and ductless HVAC, and a smaller bonus space ready for whatever you need it to be.

Key Features: The home offers 4 bedrooms and 2 full bathrooms, plus additional finished studio and bonus creative space. The fully fenced backyard includes garden beds and outdoor entertaining areas, while the updated kitchen features high-end finishes and a gas range. A wood stove and abundant natural light fill the interior, and the location is minutes to both hiking trails and downtown Beacon.

This home is made for tenants who want space without sacrifice: historic character, modern upgrades, and a setting in Beacon that genuinely delivers on the Hudson Valley promise.
Listing by: ONEKEY as distributed by MLS GRID / Corcoran Country Living / Yves Bouzaglo
$3,000 / mo (USD)
Active

Hunter Area Rental Property

Active

72 Hunter Hunter, NY 12442

2 Bed
2 Baths
1192 sqft
MLS# 20255811
Welcome to your perfect Hunter Mountain getaway! This beautifully maintained Hunter Highlands unit offers unbeatable convenience, cozy mountain comfort, and direct access to everything the mountain has to offer. Whether you're here for skiing, riding, hiking, or simply relaxing, this seasonal rental puts you right in the heart of it all.

Featuring [2 Bed, 2 Bath], an open-concept living area with [fireplace type], and large windows that bring in natural light with wooded or mountain views, this home is the ideal retreat after a day on the slopes. The fully equipped kitchen, comfortable dining area, and spacious living room make it easy to entertain or unwind.

Step outside and you're just moments from Hunter Mountain's lifts, lodge, restaurants, and all-season activities. Enjoy convenient parking, on-site storage for gear, and the quiet, friendly atmosphere that Hunter Highlands is known for.

Highlights:
• Prime location near lifts & base lodge
• Cozy, clean, well-maintained interior
• Fully furnished & move-in ready
• Perfect for ski season or full winter stay
• Ideal for couples, families, or weekend getaways
• Close to mountain events, shops, and local dining

If you're looking for a stress-free, comfortable seasonal rental in one of Hunter's most sought-after communities, this is it. Available for the upcoming season — message for rates, dates, and details.
Listing by: Hudson Valley Catskills MLS / Corcoran Country Living / Derek Henriksen