500+ Hudson Valley Rentals

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46 Mitchell Hollow Rd Rd
$12,000

Windham, NY
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 3
Web ID: 155337

Seasonal rental available for ski season starting 12/21/24 - 4/8/25 or monthly..Great location to Town & Windham Mountain ClubHas view of Windham Mt. from the deckThe rooms are spacious and well kept. The downstairs has 2nd kitchen area.

(203) 253-1800

145 E Camp Road
$12,000

Germantown, NY
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 2
Web ID: 155335

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...

(203) 253-1800

State Route 82
$11,000

Ancram, NY
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 155114

The 1850 Greek Revival home in Ancram, NY, is a testament to classic architecture and modern care. This well-maintained property offers a private setting with a screened barn that provides serene pond views, all nestled on a generous 7-acre lot. The residence boasts three bedrooms and two and a half baths, featuring wood floors that add warmth to the space. The formal living room, spacious kitchen with top notch appliances, and dining area create an inviting atmosphere for both relaxation and entertainment. A convenient mud room with laundry facilities, a cozy den, and an upper floor with a primary ensuite enhance the living experience. Additional amenities include a guest house and a three-car garage, ensuring ample space for visitors and vehicles. The location is ideal for outdoor enthusiasts, being close to Catamount for skiing and within a comfortable distance from the cultural and educational contributions of Hudson, Hillsdale, and nearby...

(203) 253-1800

State Route 82
$11,000

Ancram, NY
Rental
Bedrooms: 3
Bathrooms: 5
Web ID: 6334591

This charming 1850 Greek Revival home in Ancram, New York, generates a blend of historical elegance and modern comfort. Set in a private, serene location, the property boasts a screened barn with views of a picturesque pond, all nestled within 7 lush acres. The residence features 3 bedrooms, 2.5 baths, and beautifully maintained wood floors. The formal living room and spacious kitchen, complete with a cozy fireplace and dining area, create an inviting atmosphere for both relaxation and entertainment. Amenities include a mud room with laundry facilities, a den with another fireplace, and a primary ensuite on the upper floor. The property also has a beautiful a guest house with full bath and a three-car garage, providing ample space for visitors and vehicles. Its proximity to Catamount Ski Area, as well as the amenities of Hudson, Hillsdale, and other surrounding areas, and prestigious schools like Hotchkiss and Indian Mountain, make...

(203) 253-1800

Old Depot Way
$10,000

Stanfordville, NY
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 829620

If you crave a truly unique property, love history this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger station, the coal shed and the freight shed each of which have been lovingly transformed into three warm and welcoming cottages that must be seen to be appreciated. The Coal House and Main Train Station (Depot) are the only buildings being rented. The original Depot features a well-thought-out cook's kitchen complete with soapstone counters, granite sink, and full six burner Capital brand gas range featuring a wok ring, rotisserie and convection oven. Owner's Suite includes a landing area reading nook. The only bedroom is...

(203) 253-1800

Haddock Hill Road
$10,000

Chatham, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 825109

Welcome to Rock Hill North, an idyllic Upper Hudson Valley rental home in Old Chatham. Situated on 10 private acres, the new build is a modern take on a traditional barn house. The home features open living spaces, three bedrooms, 3.5 bathrooms, and additional second level rooms for office, studio, or fitness center. The primary suite is complete with a mountain facing walkout patio. Enjoy luxury touches like French oak floors and Italian tiled and cedar walled three seasons room. Relax in the sun room, veranda, patio, or covered deck with views of mature trees and rock walls. Equipped with new appliances, geothermal heating and cooling, induction oven, and propane fireplace and full laundry room. The design is comfort and convenience focused with large ceiling fans, recessed lighting, and skylights. Conveniently located near Chatham, Kinderhook, Spencertown, and the Berkshires, and just 35 minutes from Hudson. Discover the beauty and tranquility of...

(203) 253-1800

China Road
$10,000

Carmel, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 818058

Escape to the serene beauty of the Sedgewood Club this summer! This 4 bedrooms, 3 ½ bath home features panoramic lake views, original wood details, vaulted ceilings and a large stone fireplace in the living room. A three-season room overlooking the lake flows seamlessly onto the patio, perfect for relaxing or entertaining. A gentle path leads down to the water, where you can enjoy the peaceful lakefront setting. Enjoy access to a host of amenities including tennis courts, and hiking trails, all just a convenient trip from NYC. Don't miss this rare opportunity for a seasonal rental in one of the area's most coveted communities. Club membership available for additional fee.

(203) 253-1800

71 Hunter Drive
$10,000

Hunter, NY
Rental
Rooms: 10
Bedrooms: 3
Bathrooms: 2
Web ID: 155267

ATTENTION Skiers - Price Reduced ! Seasonal, Monthly or Short Term rental without the stress: NO snowplowing, NO worries about propane /oil heating, NO trips to dispose garbage...just relax and enjoy yourself by the wood burning fireplace. Hurryup before the 2024-2025 Ski Season starts in Hunter-Vail resort !Perfectly located condominium in Hunter Highlands Complex, just 3 minutes from the ski slopes. Just renovated, and tastefully furnished, fully equipped, easy accommodating 6 tenants. Everything is new: beds, mattresses, bedding, bathrooms, flooring, washer and dryer....clean, cozy and inviting. Responsible tenants only!

(203) 253-1800

323 Haddock Hill Rd
$10,000

Chatham, NY
Rental
Rooms: 11
Bedrooms: 3
Bathrooms: 4
Web ID: 155912

Welcome to Rock Hill North, an idyllic Upper Hudson Valley rental home in Old Chatham. Situated on 10 private acres, the new build is a modern take on a traditional barn house. The home features open living spaces, three bedrooms, 3.5 bathrooms, and additional second level rooms for office, studio, or fitness center. The primary suite is complete with a mountain facing walkout patio. Enjoy luxury touches like French oak floors and Italian tiled and cedar walled three seasons room. Relax in the sun room, veranda, patio, or covered deck with views of mature trees and rock walls. Equipped with new appliances, geothermal heating and cooling, induction oven, and propane fireplace and full laundry room. The design is comfort and convenience focused with large ceiling fans, recessed lighting, and skylights.Conveniently located near Chatham, Kinderhook, Spencertown, and the Berkshires, and just 35 minutes from Hudson. Discover the beauty and tranquility of...

(203) 253-1800

292 Van Etten Rd Rd
$10,000

Windham, NY
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 152375

The Seasonal Winter Rental rate is $45,000. This is a ncely appointed home with open floor plan, wood burning fireplace, large deck with fantastic views.The fully stocked gourmet kitchen is a chef's delight. House is situated on 5.5 Acres with outdoor fire pit & adirondeck chairs. Also the yard has a slight grade which is excellent for sleigh riding. Close to State land and 15 minutes to Windham Mountain Ski Club or Hunter Mountain. Also, inquire about Summer rental. Rental rate to be determined according to length of time rented.

(203) 253-1800

Pitcher Lane Lane
$9,500

Red Hook, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 6326894

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.

(203) 253-1800

N Hinterlands Drive
$9,500

Rhinebeck, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 824980

Fully renovated, modern home with privacy and a stream! This home has a large open concept floor plan with vaulted ceilings, custom chefs kitchen, double sided fireplace, wall of glass leading to screened porch and hot tub, and office. Downstairs is a spacious finished basement with TV room and bonus room for extra guests. The primary 3 bedrooms are located on the main floor and include two with en-suite bathrooms, and a deck all flooded with light. The home has a park like setting and is on a dead end road minutes to Rhinebeck village.

(203) 253-1800

159 Pitcher Lane
$9,500

Red Hook, NY
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 154403

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.

(203) 253-1800

52 Longview Drive
$9,000

Chatham, NY
Rental
Rooms: 14
Bedrooms: 3
Bathrooms: 3
Web ID: 154195

It's not too late to plan that perfect winter vacation to the Hudson Valley and idyllic Chatham, New York. There's talk of a great ski season so choose between Catamount or Jiminy Peak - just a stone's throw away or head over to Hunter Mountain. Either way, you'll get some great skiing in. But after you've skied to your heart's delight, visit museums and farmers markets, antiquing or dining out, eastward toward the Berkshires or back to Hudson, NY. Then unwind and relax in the sauna, hot tub, or by a crackling, warm fire. Lots of room to unwind, cook gourmet meals, enjoy privacy and take in the views. Great for family gatherings or working remotely. Peace of mind with a whole house generator at the ready.Are you ready to book your stay!!

(203) 253-1800

E Lake Stable Road
$8,800

Tuxedo Park, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 806801

Located within the exclusive gated community of Tuxedo Park, this spacious converted carriage house features 11’+ high ceilings, tall windows, central air and heat. A large open-concept kitchen opens to a large dining room with French doors in the kitchen and dining room opening to a patio big enough to accommodate a large gathering. An original barn door separates the entry from the immense living room. French doors in the living room open to a large side porch. There is a separate bedroom with full bath on the first floor suitable as a fourth bedroom, den or office. The second floor features three bedrooms and two baths, all recently upgraded. The extra large primary bedroom has two walk- in closets and en suite bath with 5’ shower. Laundry facilities and linen closet are conveniently located on this floor. A second...

(203) 253-1800

Woods Rd
$8,500

Tuxedo Park, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 801870

MIDCENTURY MODERN : A SEAMLESS CONNECTION WITH NATURE Nestled atop a striking boulder with panoramic views of Sterling Forest State Park, this spectacular home is a true masterpiece. Built in 1967, this home is a quintessential example of midcentury modern design, showcasing clean lines, a seamless integration with nature, and the thoughtful use of natural materials. The architectural philosophy of bringing the outside in is beautifully realized here, with expansive windows that frame breathtaking views and blur the boundaries between indoor and outdoor spaces. The use of stone, wood, and glass not only enhances the home’s connection to its natural surroundings but also creates a harmonious flow that celebrates both design and the environment.The spacious layout of this home offers a perfect blend of functionality and style. The open, two-level formal living and dining area provides an ideal setting for entertaining, with expansive windows that invite the outdoors in. The fully...

(203) 253-1800
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