Luxury Rentals

Explore the most luxurious rentals, showcasing opulence and a lifestyle that caters to the most discerning tastes.

$5,500

4 Bed

3 Bath

Clermont

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Welcome to 404 Dranbauer Road, a meticulously restored Greek Revival home nestled in the tranquil beauty of Columbia County, NY. This historic gem, dating back to the 1800s, stands as one of the area's oldest homes, boasting a rich legacy.As you step onto this property, you'll immediately sense the charm that harkens back to the serene landscapes of the English countryside. The interiors, like pages from a World of Interior magazine, exude timeless elegance.This inviting residence is a sanctuary for bringing loved ones together, offering ample space for relaxation and gatherings. Notable features include a charming pond, welcoming outdoor terraces, and a sunroom where you can bask in the changingseasons. Imagine cozy evenings by the wood-burning stove, turning brisk fall nights into pure magic.With four bedrooms, there's abundant space to comfortably host family and friends. The luxurious primary suite boasts a double vanity sink, adding a touch of opulence to your daily routine.Every facet of this home has been meticulously considered, and it comes fully furnished, right down to the kitchen utensils, ensuring a seamless move-in experience. The designer furnishings seamlessly blend style and comfort, elevating your Hudson Valley living.We're in search of an annual renter who values the home's energy-efficient features, such as geothermal heating and air conditioning. These features not only enhance your comfort but also align with your commitment to environmental responsibility.404 Dranbauer Road is more than just a rental property; it's an invitation to experience a harmonious blend of elegance, comfort, and sustainability in the heart of Columbia County. Located only two hours from New York City and a short 20-minute drive to Hudson and the Amtrak Station, this is a unique opportunity.Don't miss the chance to make this designer rental your new home. Contact us today to schedule a viewing and secure your place in this extraordinary countryside retreat.

$4,500

2 Bed

3 Bath

Pine Plains

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Fabulous, scenic 2 bedroom guest home on a 14 acre country estate located in the peaceful Shekomeko Valley with a pond and pastoral views. Enjoy an open kitchen, dining, and living area with a wood stove and sliding doors that lead out to your stone patio with stunning views. The home has a separate driveway from the main estate house and plenty of privacy. A pet is allowed with the owners approval. The home is unfurnished. The home is available June 4. Tenant pays heat, electric, internet, garbage and snow removal.

$5,600

3 Bed

2 Bath

Craryville

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Seasonal Rental available July only. Contemporary home with 3 bedrooms, 2 baths, separate laundry room, in excellent condition. Porch, decks pool and hot tub. Private and beautifully landscaped. New stainless steel appliances in kitchen with granite countertops. Pets OK with owners permission.Possibly first 2 weeks of August included.About 10 mins to Hudson also near Taghkanic State Park with boating,kaiaking, hiking, volley ball.Near restaurants, Arts and Festivals

$12,000

3 Bed

2 Bath

Germantown

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Looking to escape the city to the Hudson Valley to a wonderful retreat? This Germantown farm house with a commanding view of the mountains is just beyond special. A fully furnished white farm house is styled with many beautiful Scandinavian pieces with real fashion flair. Art, plants and antique Swedish furniture throughout make this a very lux and creative living space. The large living room with fireplace, leads to a soaring, glass conservatory for gathering for drinks, puzzles, napping or reading. Or just watching the sun set over the Catskill mountains. A dining table to seat twelve adjoins the open, chefs kitchen which is perfect for collaborative farm to table meal making. One ground floor bedroom and bathroom and two bedrooms upstairs with large vintage bathroom are light filled with natural views all around, An exterior deck for lounging and watching the sunsets and 2 garden patios for a glass of wine and a nibble complete the picture. And a few steps down the hill within view is a picturesque pond! The house is tucked away on a very private road close to Hudson for dining and shopping and Amtrak to the city. Germantown, Rhinebeck and Tivoli all just minutes away for seasonal country fun, Come see it.

$3,000

2 Bed

1 Bath

Pine Plains

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Attention Birders and Nature Lovers! The Peacock Cottage is nestled in the lovely Shekomoko valley. Peaceful and surrounded by perennials this two bedroom one bath mid century ranch turned garden escape has everything you need to simply appear with your weekend bag. AvailableFor a five month rental only. Maintenance and utilities included. Tastefully furnished with custom metal and wood furniture. This cottage will not last. Ten minutes from the Wassaic train station, ten minutes from the Millerton business district. Close to The Kildonan School and Hotchkiss. Thirty minutes to Hudson and Bard College. Thirty minutes to Great Barrington and all the Art and Culture the Berkshires have to offer. Available January 1, 2025 through May 31st, 2025. $3000. Per month.

$30,000

5 Bed

7 Bath

Elka Park

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Rent this amazing house for the 2024-2025 Ski Season at $30,000 for the season. It's available from November 15 to April 15, with flexible dates.Experience the luxury lifestyle of your dreams in this magnificent home, complete with every conceivable amenity for a comfortable stay throughout the 2024-2025 ski season. Spanning over 7,400 sqft and three levels, the residence boasts multiple gathering areas, two fireplaces, 5 expansive bedrooms and 7 bathrooms, providing plenty of space for friends and loved ones. The gourmet kitchen is fully equipped, featuring stone countertops, stainless steel appliances, a wet bar, and a butler's pantry ideal for preparing gourmet meals against the backdrop of stunning mountain vistas. The primary ensuite serves as a peaceful retreat, complete with its own fireplace.Entertainer's Dream: Host unforgettable gatherings with a commercial-sized bar, dance floor, and a state-of-the-art 146 projector and surround sound system.Relaxation & Adventure: Enjoy cozy movie nights in the upstairs theater or unwind in the first-floor primary ensuite with a fireplace and private deck access.Outdoor Paradise: Featuring a covered porch, deck, patio, and a party pavilion complete with electric, and a dance floorall set against thousands of untouched acres.Proximity to Adventure: Direct access to recreational vehicle trails, hiking paths, hunting grounds, fishing streams, and nearby ski resorts.This stunning home is just 2.5 hours from NYC, offering the perfect balance between secluded paradise and city convenience. Whether you're planning a luxury retreat, a group ski trip, or a family getaway, this property has everything you need just bring your toothbrush and loved ones! Check out the virtual tour or call us for a private viewing today!

$20,000

5 Bed

4 Bath

Northeast

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Welcome to a timeless piece of history, the Ezra Clark House, believed to be the oldest home in the village of Millerton. Built in 1780, this remarkable estate stands as a testament to centuries of architectural craftsmanship and refined elegance.Step into the main house, where 2,625 square feet of living space awaits. With 3 bedrooms, 2.5 bathrooms, and two inviting living areas, this home effortlessly combines historic charm with modern comfort. Whether you're unwinding by the fireplace or entertaining guests on the spacious outdoor patio or by the gunite pool, this property offers the most discerning renters with a little bit of everything.Need a quiet space to work or study? The private office provides the perfect retreat. Step outside onto the beautiful brick patio or second-floor balcony, where you can savor tranquil moments overlooking your own private pond.But the magic doesn't end there. Adjacent to the main house, discover a charming 1,264 square foot guest house, complete with 2 bedrooms, 1 bathroom, and a well-appointed kitchen. The main level boasts a spectacular rec room, ideal for hosting gatherings or simply enjoying leisurely afternoons with loved ones.Outside, an oasis awaits. Lounge by the shimmering gunite pool, surrounded by lush greenery and framed by panoramic views of the countryside. Challenge friends to a friendly match on the tennis court, or simply bask in the serenity of your expansive 8-acre estate.This is more than just a home - it's a sanctuary, where history and luxury intertwine to create an unparalleled living experience. Welcome to the oldest home in Millerton, where every moment is infused with the timeless beauty of centuries past. This property is offered from July 20 - August 22 for $20,000. Should you wish to rent the property through Labor Day weekend, you can do so for an additional $5,000.

$3,150

3 Bed

2 Bath

Hyde Park

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Beautifully updated 3BR/1.5BA mid-century split level house for rent in the sought after Crumwold Acres neighborhood of Hyde Park just west of Rt. 9 and within walking distance to stores, restaurants, historic estates and the Hudson River. Step inside and you will feel like you are entering a brand new bright and charming home with today's understated style and top quality materials/finishes throughout its distinctive 5 different living levels. There are stunning new solid white oak floors on the top 3 living levels, the LR and dining area both have custom built-in bookcases and there are extensive and discreet custom recessed lights throughout. The kitchen is brand new and sleek with white shaker cabinets/quartz countertops/stainless steel appliances and opens thru rear glass door to the large entertainment scale translucent covered patio overlooking the large park-like and level yard beyond. Both bathrooms have also been newly updated and the primary has a white cast-iron tub and subway tile surround. Several steps below the kitchen level is the spacious home office level that has a windowed half bath/laundry room combo. A few steps further down is the media/play room or colossal second home office. The house is energy efficient with brand new spray foam insulation in all ceilings on the upper most levels, high-performance windows throughout for all-season comfort and there is central air. An exterior outlet is located at the end of driveway to accommodate a high speed EV charger. This is a stylish and refined showplace in pristine condition, definitely not your typical house rental. Pets considered on a case by case basis. Tenant responsible for all utilities (electric, oil, municipal-water), lawn/snow care, trash removal and internet. Listing agent has an ownership interest. Strong income, credit and references are required.

$3,000

2 Bed

1 Bath

Millerton

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Enjoy the charm of this 2-bedroom cottage in Northeast, a town in Northern Dutchess County, NY. This cozy cottage features hardwood floors, a fireplace with a wood stove insert in the living room, a kitchen with a skylight, a 3/4 bath, and a spacious sunroom that fills with natural light. Enjoy outdoor living and sleep under the stars on platform for glamping. Heated pool for those warm summer days. Relax in the patio surrounded by perennial gardens or explore the nearby attractions of the Greater Hudson Valley. Only 10 minutes from Wassaic Train and Village of Millerton.Available 7/1/25

$3,500

3 Bed

2 Bath

Amenia

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Clean house and it's move-in ready. This home was recently renovated and refinished. Everything is new and ready for you to make it your own. This three bedroom, two bathroom house is very spacious. It sits on a quiet parcel in a nice neighborhood. The house is a happy oasis and it's minutes to town. There are many preparatory schools and activities to do. The house is under 10 minutes to the Wassiac Train station, which makes getting up here and exploring a breeze! Make this house your home today!

$8,500

3 Bed

3 Bath

Red Hook

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Pre-dating the American Revolution by more than 30 years, this expertly restored circa 1747 Dutch vernacular furnished farmhouse is gracefully sited on a quiet country lane. The historic William Pitcher farmstead boasts 3,100 square feet of living space- three bedrooms, two and a half bathrooms, a gracious nine-foot wide center hall, two parlors with wood-burning fireplaces, a mud room, and a spacious eat-in kitchen with pastoral views to the north. A large bluestone patio off the kitchen is shaded by a grove of ancient locust trees. With original wide board floors, lime-washed plaster walls, and massive exposed beams, as well as brand new appliances and high-efficiency systems, this home has 18th century charm with 21st century comforts.Convenient to celebrated farm markets, scenic walking trails, restaurants, and cultural venues. Fifteen minutes to the Taconic Parkway or Rhinecliff train station.

$18,000

5 Bed

3 Bath

Milan

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Discover Fulton Homestead, an exceptional Hudson Valley seasonal retreat, where historic charm meets idyllic upstate living. Set on 85 private acres, this beautifully renovated 1790s historic homestead offers the perfect setting to enjoy the region's peak season in comfort, style, and privacy.The property comes alive during the warm-weather months with abundant forsythia and peonies, verdant wildflower fields, and mature trees that provide sweet shade. Spend leisurely days relaxing by the heated gunite pool, or explore lush rolling lawns and scenic country roads surrounding this historic homestead.Inside, the recently-renovated kitchen features professional-grade appliances along with a spacious central island perfect for arranging freshly-cut flowers from the garden, prepping produce from local farmers markets, or gathering with friends and family. Fully furnished and thoughtfully appointed, the home includes five bedrooms, two-and-a-half baths, a dedicated office, and two gracious Greek Revival parlors, creating inviting spaces for entertaining, gathering, or simply relaxing.When you're ready to venture out, the charming villages of Red Hook, Rhinebeck, and the vibrant city of Hudson are a short drive away. Easy access to the Taconic Parkway and proximity to the Rhinecliff Amtrak station ensures convenient travel to and from New York City.Fulton Homestead is offered as a seasonal rental Memorial Day to Labor Day with negotiable start and end dates. Longer-term leases (6-12 months) may also be considered. Please inquire for additional details and availability.

$3,150

3 Bed

4 Bath

Middletown

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Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-full, 2-half bath end-unit townhome in the desirable Pond Side at Spring Hollow community. The open living space features a cozy gas fireplace, while the modern eat-in kitchen boasts granite countertops, an island, and sliding doors leading to a private deck—perfect for relaxing or entertaining. Upstairs, the spacious primary suite offers dual closets and an ensuite bath with double sinks, a shower, and a soaking tub. Two additional bedrooms share a full bath, and the laundry is conveniently located on the second floor. The partially finished lower level includes a bright family room with new flooring, backyard access, and a half bath. A two-car garage provides extra storage. Enjoy resort-style amenities, including a pool, tennis courts, and clubhouse. With easy access to I-84, Route 17, and the Middletown train station just 10 minutes away, this townhome is ideal for commuters. Don't miss this opportunity to live in a vibrant, well-connected community!

$15,000

3 Bed

3 Bath

South Salem

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Dramatic Lakefront Retreat. Never before offered! Country Contemporary overlooking the clean, clear waters of Lake Rippowam and the Mountain Lakes Park. Spacious wrap-around deck for summer barbecues with steps down to swimming dock and firepit. Sun-filled interior with wonderful open floorplan designed for entertaining. Dramatic Living Room with soaring, skylit ceiling and fireplace. Open Dining Room with easy Kitchen access. Family Room with fireplace shared by private Office for working remotely. Three Bedrooms include private Primary Suite with fireplace and Bath. Two additional Full Baths. Peaceful and private setting with mature trees, rolling lawns and specimen plantings. Swim, Kayak, Fish or Paddleboard all summer. Available 6/1/25 to 8/31/25. Waterfront living at its best!

$2,500

2 Bed

2 Bath

Chester

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Welcome to 2720 Whispering Hills in Chester, NY—a charming 2-bedroom, 1.5-bathroom townhouse offering 1,072 square feet of comfortable living space. This home features a cozy fireplace, in-unit laundry, and an attached garage with off-street parking. The community amenities include pools, clubhouses, tennis and basketball courts, and a playground. Conveniently located near shopping, dining, and major highways, this property is ideal for commuters.

$2,550

2 Bed

1 Bath

Cornwall-on-Hudson

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This fabulous 2 bedroom rental just down the street from the Main Street in historic Cornwall on the Hudson is amazing. Gorgeous hardwood floors compliment this home with brick exposure support column dividing the living room from the dining room. Through the dining room is your cute kitchen completing this downstairs. Back door walks out onto your own private porch and the shared back yard is fabulous with Mountain View's. Up stairs you have two nice sized bedrooms, full hall bath, and further up you have a den/home office or just use it for storage. Truly a gem. Additional Information: Storage: See Remarks,Lease Term: Over 12 Months,12 Months,

$2,800

4 Bed

2 Bath

Woodbury

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Welcome to 9 Ryan Place! Tucked away on a quiet dead-end street, this beautifully maintained ranch-style home offers the ease of single-level living with 4 spacious bedrooms and 2 full bathrooms. Recent updates include new laminate flooring, adding a fresh, modern touch throughout the home. A partially finished walk out basement features a recreation room, laundry room & space for storage or flexible use. Step outside to a generous backyard — perfect for entertaining, barbecues, or simply relaxing in your own private outdoor retreat. A detached 1-car garage adds to the convenience. The landlord welcomes one pet (cat or dog) up to 30 pounds. Conveniently located just minutes from Woodbury Commons, top-rated restaurants, and major highways, this home offers both tranquility and accessibility — making your daily commute and weekend plans a breeze. Don't miss this opportunity to live in a peaceful setting with all the amenities nearby!

$2,900

3 Bed

3 Bath

Middletown

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Welcome to a beautiful end unit rental in Deer Run. This exquisite home offers three bedrooms and wo and a half bathrooms. When you step inside, you will see plenty of natural light filling the interior with brand new large windows creating a bright, comfortable and warm atmosphere. The upgraded kitchen is a chef's dream with newer countertops, stylish white cabinets and stainless steel appliances. Enjoy the convenience of shops, restaurants and entertainment just a stone's throw away. Running errands and enjoying leisure activities has never been easier. Additionally, major highways are easily accessible, providing fast and convenient travel to New York City. With its impeccable condition and thoughtful design, this townhouse is truly a gem. Don't miss the opportunity to make this beautiful townhouse a place to call home. Come see for yourself!

$4,250

4 Bed

3 Bath

New Windsor

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Beautiful Colonial style home available for rent in "The Reserve" of New Windsor with four bedrooms and three full bathrooms. This spacious home is centrally located in New Windsor and within the Cornwall school district; offering #1 school ratings as well as easy access to lots of stores & restaurants. The main level of the home features an in home office, formal dining room, living room with a fireplace, kitchen with granite countertops & pantry closet, full bathroom and private laundry area. On the second floor you will find the large master bedroom with walk-in closet, private bathroom with soaker jetted tub & shower and separate sitting area. Three additional bedrooms and a third full bathroom are also located on this floor. The fenced in backyard is great for entertaining with a large patio area, brick enclosed walls & sprinkler system. The home also has 2 heating zones and a 2 car garage with additional parking in the driveway. This property is close to all shops, highway, schools, and is less than 25 mins away from West Point & 15 minutes from Stewart airport. Come and see all this wonderful property has to offer!

$2,495

1 Bed

2 Bath

Peekskill

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Unique building perched high above the Hudson River. This one bedroom duplex has Hudson River views from the living room and skylight in second floor bedroom. One and a half baths. Full bath is on second level. Tenant sets up account with Con Ed. 20.00 per occupant upon application. Close to restaurants, hospital, Metro North, shopping.