House in Pine Plains, NY
12 guests · 5 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
The Silo
Set on 700 acres of wooded Hudson Valley real estate, The Silo is reached by crossing a bridge over a flowing stream (part of the intricate Hudson River watershed system). Though the home and property feel secluded, they are within easy driving distance to some of the region’s most chic, lively towns, such as Rhinebeck and Hudson.
Though The Silo has the feel of a converted antique barn, it is entirely new construction, steeped with delicious touches, from the rounded walls of the “silo” to the warm, wide-board flooring. The spacious rooms of this country home are flooded with light from soaring windows that face in all directions.
A big, family-style eat-in kitchen promises lively gatherings for meal preparation, casual dining, conversation, and games as you enjoy the views and the cozy warmth of the antique wood burning stove on winter days. Also on the entrance floor is a majestic great room—living and dining space perfect for holidays, lazy afternoons, or formal entertaining.
Bedrooms both upstairs and downstairs comfortably sleep 12. The downstairs bedroom has outdoor access through French doors, a sitting area and queen bed. This space offers maximum privacy to a young family. Upstairs, three bedrooms—one a cozy kids’ room full of twin beds, and two more large bedrooms with magical sunrise views.
The Hudson Valley boasts one of the longest fall foliage seasons in the country. The autumn colors paint the entire valley with rich warmth from September deep into October. When the winter snows fall across the landscape, take out your snowshoes and experience the drifting silence of the woods under its white mantle. In summer, enjoy long days in nature and leisurely evenings around the giant firepit, or watch a summer storm sweep in across the rural landscape.
The property and the entire region feature majestic scenery and hiking, bike trains, local farms, shopping, museums, historic homes and sites, golf, lakes and hidden swimming holes, theater and music festivals and venues, and opportunities to ski, downhill or cross country.
**Available wedding venues. Cost provided upon request.
Please note that the garage has an efficiency apartment (The Nook) that can be rented with The Silo for additional guests at a discounted price. It is also available for private rental of 1-2people. If rented, they do not have usage of the rear slate patio or firepit/grill area. We do provide a table for two on the porch of the Nook and private parking around the back with separate picnic table and grill.
Set on 700 acres of wooded Hudson Valley real estate, The Silo is reached by crossing a bridge over a flowing stream (part of the intricate Hudson River watershed system). Though the home and property feel secluded, they are within easy driving distance to some of the region’s most chic, lively towns, such as Rhinebeck and Hudson.
Though The Silo has the feel of a converted antique barn, it is entirely new construction, steeped with delicious touches, from the rounded walls of the “silo” to the warm, wide-board flooring. The spacious rooms of this country home are flooded with light from soaring windows that face in all directions.
A big, family-style eat-in kitchen promises lively gatherings for meal preparation, casual dining, conversation, and games as you enjoy the views and the cozy warmth of the antique wood burning stove on winter days. Also on the entrance floor is a majestic great room—living and dining space perfect for holidays, lazy afternoons, or formal entertaining.
Bedrooms both upstairs and downstairs comfortably sleep 12. The downstairs bedroom has outdoor access through French doors, a sitting area and queen bed. This space offers maximum privacy to a young family. Upstairs, three bedrooms—one a cozy kids’ room full of twin beds, and two more large bedrooms with magical sunrise views.
The Hudson Valley boasts one of the longest fall foliage seasons in the country. The autumn colors paint the entire valley with rich warmth from September deep into October. When the winter snows fall across the landscape, take out your snowshoes and experience the drifting silence of the woods under its white mantle. In summer, enjoy long days in nature and leisurely evenings around the giant firepit, or watch a summer storm sweep in across the rural landscape.
The property and the entire region feature majestic scenery and hiking, bike trains, local farms, shopping, museums, historic homes and sites, golf, lakes and hidden swimming holes, theater and music festivals and venues, and opportunities to ski, downhill or cross country.
**Available wedding venues. Cost provided upon request.
Please note that the garage has an efficiency apartment (The Nook) that can be rented with The Silo for additional guests at a discounted price. It is also available for private rental of 1-2people. If rented, they do not have usage of the rear slate patio or firepit/grill area. We do provide a table for two on the porch of the Nook and private parking around the back with separate picnic table and grill.
Amenities at Secluded and Spectacular Views
Pets allowed
Family friendly
Map of Pine Plains, NY
Ratings and reviews
10.0 / 10.0Outstanding·Jun 2025
Could not have gone much better. The place is lovely. Plenty of space indoor and out for our whole group to gather but also nice little nooks for smaller conversations. Whole family had a great time. Super clean, chef kitchen, huge yard for frisbee and bocce.
10.0 / 10.0Outstanding·May 2025
Big spacious house with large indoor and outdoor gathering spaces. Nice big tables for board games and great kitchen layout for cooking together as a family. Beautiful surroundings, we even saw a double rainbow. The small bedroom in the silo is a hidden gem.
10.0 / 10.0Outstanding·Apr 2025
The property was just as described, beautifully organized and ready to settle in. Lovely views, charming place all around.
10.0 / 10.0Outstanding·Oct 2024
Great stay on a gorgeous property in a beautiful town. We had a mix of kids and adults and all enjoyed our time. Host was very communicative and provided all details prior to arrival.
$$$$
Top rated by guests
10.0Outstanding
(27 Ratings)
"Could not have gone much better. The place is lovely. Plenty of space indoor and out for our whole group to gather but also nice little nooks for smaller conversations. Whole family had a great tim..."
Nathan B.Don't miss out! Price and availability may change
