
Federal Road Apartments
18 Month Lease

Welcome to 1000 Oaks, a distinctive Rhinebeck country retreat.Set on 6.8 acres, this summer rental offers a 3,200+ square-foot main house and a heated 14' x 26'... gunite pool, all surrounded by the quiet beauty of the Hudson Valley landscape.Like many exceptional homes shaped by a clear point of view, 1000 Oaks reflects the spirit of wabi-sabi, the time-honored Japanese philosophy that finds beauty in imperfection, simplicity, and harmony with the natural world. Here, the landscaping remains intentionally natural, wildflowers are welcomed and cultivated, and materials such as wood, fieldstone, and brick are thoughtfully woven throughout the property. Inside and out, a soft palette of earthy, low-contrast tones creates an atmosphere that is calm, grounded, and quietly beautiful. The home offers several especially appealing features. The family room includes an attached full bath, making it ideal for visiting guests. On the second floor of the tower, an office provides two dedicated workspaces, while the tower s third floor serves as a workout space, with walls of windows overlooking the property. In summer, once the trees are fully leafed out, the setting becomes especially secluded and serene. The heated pool is, of course, one of the season s great pleasures.Despite its sense of privacy and retreat, 1000 Oaks is conveniently located just 6 miles from the center of Rhinebeck Village, 6 miles from the Taconic State Parkway, and only a short distance from the Rhinebeck Performing Arts Center.Whether your summer in Rhinebeck or the Hudson Valley is devoted to rest, work, culture, or simply a change of rhythm, 1000 Oaks offers a setting with a strong sense of place. Its beauty is not formal or showy. It lies, instead, in the quiet coherence of the house, the land, and the life they make possible together. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
74 Hilltop Rd is a single-family home for rent in Rhinebeck, NY

I believe real estate is a rhythmic flow of timing, finance, emotions, and transition. With over 20 years of experience in the Hudson Valley, I lead with the silent work of research—immersing myself in data and market dynamics before I speak. Whether preparing a property for the market or evaluating a potential purchase, I balance a trained eye for beauty with a pragmatist’s focus on 'the bones' and true value at a given time. My approach is measured and observant: I listen for what is unsaid, anticipate what lies ahead, and advocate with quiet strength. Ultimately, I firmly believe that an outstanding real estate experience extends beyond the transaction and the business; it is rooted in trust, empathy, and the meaningful human connections we build along the way."
Walkability
Not walkable10 / 100
Driveability
Exceptionally drivable90 / 100
Bikeability
Not bikeable10 / 100

Chancellor Livingston Elementary School
Grades K-5
Public
Mill Road Primary Grades
Grades PK-5
Public
Primrose Hill School
Grades PK-5
Private
Bulkeley Middle School
Grades 6-8
Public
Rhinebeck Senior High School
Grades 9-12
Public
Astor Learning Center
Grades K-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
School
Commute Time (Distance)
Bard College
Drive: 22 min (9.9 mi)
Living in Rhinebeck provides easy access to New York Stewart International, located just 65 minutes from 74 Hilltop Rd.
Within 50 Miles of 74 Hilltop Rd

18 Month Lease




