500+ Hudson Valley Rentals

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Douglas Lane
$12,250

Cold Spring, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 809413

Lower Windwolde, a stately home designed and built in 1922 by Everett Meeks, the first Dean of Yale Architecture, for the only heir of Augusta Healy, the original founder of the Brooklyn Museum of Art. Home has been restored and updated over the past 10 years to its original beauty and beyond. Located on 8 private acres with a large yard and scenic 10 mile views of the Hudson River from many of the house windows, porches and swimming pool. This unique home offers 6Br/7Ba + 2/.5Ba, also includes large steam room/massage room/gym. The main floor is perfect for entertaining with an eat-in kitchen/den, butler pantry, large dining room, living room and family room/library complete with a vaulted ceiling, 7 fireplaces, a green house & a 2nd kitchen in the garage for outdoor entertaining.

(203) 253-1800

754 Merwin St
$12,000

Jewett, NY
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 2
Web ID: 155336

Seasonal Winter Rental available monthly or from 12/1/24 - 4/ 7/25This well cared for 3 Bedroom, 2 bath log home incorporates all the elements for comfortable, relaxing living! The living room has sky lights and wood burning stove that provides comfort and warmth in the winter time, Minutes to Hunter Ski Mountain & Windham. Don't miss out on all the winter time fun!Available for winter Seasonal Rental!

(203) 253-1800

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

Dutchess Cove
$11,000

Holmes, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 829182

Vacation year round with swimming, skating, kayaking and a private beach. This contemporary home is perfectly situated on a peninsula in beautiful Lake Dutchess guaranteeing lake views from every room in the house. The modern architecture, attention to detail and well thought out floor plan truly make this a one-of-a-kind home. The .45 acres offer privacy from neighbors when entertaining on one of many decks or enjoying conversation around a night-time fire pit. This home was tastefully renovated in 2021 with every modern amenity for an energy efficient home. As you enter the great room, your eye is drawn to the wall of glass overlooking the lake. The glass walls are highest rated Origin glass and were built to reflect the heat in the summer and absorb the heat in the winter. They are storm proof and 0.28 U factor. There is radiant heating throughout the entire house, which minimizes...

(203) 253-1800

Ridgeview Lane
$10,000

Pleasant Valley, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 822098

Welcome to 11 Ridgeview. Nestled on over 7 private acres in a quiet cul-de-sac, this stunning 5-bedroom, 3.5-bathroom LaGrange home offers elegance, space, and exceptional craftsmanship. A long, gated driveway leads to this custom-built brick estate featuring a grand curved staircase, vaulted ceilings, and gleaming hardwood floors with intricate inlays. The entrance and kitchen area showcase beautiful marble floors, adding to the home’s sophisticated appeal. Designed for both comfort and entertaining, the spacious layout includes a large living room, family room, formal dining room, and office/den space. The chef’s kitchen, complete with a butler’s pantry, is a dream for any culinary enthusiast. Two fireplaces add warmth and charm, while the flexible floor plan and fully finished basement provide endless possibilities. A temperature-controlled wine cellar is perfect for collectors. The outdoor space is equally impressive, with expansive decking overlooking a private yard with breathtaking views. A charming gazebo, set in a...

(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

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
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