Entire home
The Grey House + Loft Apt @ The Library Retreat
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5 bedrooms3+ bathroomsSleeps 8148.6 sq m
Popular amenities
Explore the area

Pine Plains, New York
- Harlem Valley Rail Trail12 min drive
- Lime Rock Park23 min drive
- Millbrook Vineyards and Winery28 min drive
- Great Barrington, MA (GBR-Walter J. Koladza)43 min drive
Rooms & beds
5 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Double Bed
Bedroom 4
1 Single Bed
Bedroom 5
1 Queen Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet
Spaces
Deck or patio
Kitchen
Office
Balcony
Garden
Dining area
About this property
The Grey House + Loft Apt @ The Library Retreat
Summary:
Discover The Grey House & The Blue House at The Library Retreat, a renovated mid-century guest house and separate loft apartment in Pine Plains, just 2 hours from NYC. Set on a vast 67-acre estate, this rural haven is perfect for families and friends.
This property is comprised of 2 dwellings, a mid-19th-century guesthouse and a detached loft apartment offering 4 bedrooms plus 1 children's bedroom/ 3.5 bathrooms, elegant interiors, multiple fireplaces, a fully equipped kitchen, an outdoor terrace, a serene pond and expansive gardens to explore.
Explore Hudson Valley towns like Millbrook and Rhinebeck, both under 30 mins away.
The Space:
Nestled on 67 acres of sprawling estate, The Grey House & The Blue House at The Library Retreat offers a unique sanctuary where historic allure meets modern comfort amidst expansive natural beauty. This property is more than just a place to stay; it's an experience designed to inspire relaxation, connection, and lasting memories.
The Grey House is a beautifully preserved mid-century guest house, where elegant interiors come to life with striking wallpapers, accent walls, and warm wooden finishes. The living room, centered around a cozy fireplace, invites you to relax in its comfortable seating while large picture windows frame scenic views. A second seating area, featuring another fireplace and a flatscreen TV, provides a perfect spot for unwinding. The fully equipped kitchen is a chef's delight, boasting a large island, eat-in bar, blue cabinets, and a beautifully tiled backsplash. Adjacent to the kitchen, a charming dining area seats six, offering a lovely spot for meals shared with loved ones. For book lovers, a delightful library nook filled with literary treasures awaits.
Upstairs, the Grey House offers three restful bedrooms and a delightful children's room. The first bedroom features a queen bed and a convenient table set up for remote work. The second bedroom, with a double bed, enchants with its striking wallpaper covering both the walls and ceiling, while the third bedroom offers another double bed and a cozy wood-burning stove. The children's room, complete with a toddler bed, adds a touch of family-friendly charm. Two well-appointed bathrooms with tub and shower combos ensure comfort and convenience for all.
The Blue House, a loft apartment above the detached garage, provides a private retreat with its own queen bed, kitchenette, and an office space complete with a Peloton bike. Another wall of books offers even more literary delights, making this a perfect hideaway for privacy and relaxation.
Outside, the sprawling estate unfolds with a serene pond and breathtaking meadow views, creating an idyllic setting for relaxation and connection with nature.
The Library Retreat is more than just a property; it's an experience – a place where historic charm, modern amenities, and natural beauty come together to offer a peaceful escape, where you can unwind, create lasting memories, and immerse yourself in the tranquility of the surroundings.
Guest Access:
This rental provides full private access to 2 out of 3 dwellings on this compound. Guests will have full private use of The Grey House (3 Bed/ 2 Bath Guesthouse); and The Blue House (1 Bed Loft Apartment)
The property gardens are shared spaces.
The Red House may be rented by other guests during your stay.
If you wish to rent the full property, please inquire and we will direct you to the full property listing page.
The Neighborhood:
Welcome to picturesque Pine Plains, New York! Nestled just 2 hours from NYC, this charming town offers a perfect blend of natural beauty and outdoor adventures. In summer, explore Stissing Mountain for breathtaking hikes and panoramic views. Discover the quaint local shops and farmers' markets, showcasing the town's artistic spirit. Cool off in serene lakes and relish outdoor concerts.
Winter transforms Pine Plains into a snow-covered wonderland. Hit the slopes at Catamount Ski Area. Cross-country ski through rolling hills or cozy up at local cafes with hot cocoa. Capture the town's rustic charm with historic architecture and warm community vibes.
Explore neighboring gems like Millbrook, known for wineries and Millbrook Vineyards. Delight in the charm and shops in Rhinebeck, a mere 30 mins away. Enjoy the Hudson Valley's culinary delights, from farm-to-table restaurants to artisanal bakeries.
Embrace Pine Plains' beauty year-round, where nature's allure meets small-town charm.
Getting Around:
The Library Retreat is just about two hours from New York City, and you'll definitely want a car to get there and around the area.
In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.
Other Things to Note:
* The pool is closed from May - October
Discover The Grey House & The Blue House at The Library Retreat, a renovated mid-century guest house and separate loft apartment in Pine Plains, just 2 hours from NYC. Set on a vast 67-acre estate, this rural haven is perfect for families and friends.
This property is comprised of 2 dwellings, a mid-19th-century guesthouse and a detached loft apartment offering 4 bedrooms plus 1 children's bedroom/ 3.5 bathrooms, elegant interiors, multiple fireplaces, a fully equipped kitchen, an outdoor terrace, a serene pond and expansive gardens to explore.
Explore Hudson Valley towns like Millbrook and Rhinebeck, both under 30 mins away.
The Space:
Nestled on 67 acres of sprawling estate, The Grey House & The Blue House at The Library Retreat offers a unique sanctuary where historic allure meets modern comfort amidst expansive natural beauty. This property is more than just a place to stay; it's an experience designed to inspire relaxation, connection, and lasting memories.
The Grey House is a beautifully preserved mid-century guest house, where elegant interiors come to life with striking wallpapers, accent walls, and warm wooden finishes. The living room, centered around a cozy fireplace, invites you to relax in its comfortable seating while large picture windows frame scenic views. A second seating area, featuring another fireplace and a flatscreen TV, provides a perfect spot for unwinding. The fully equipped kitchen is a chef's delight, boasting a large island, eat-in bar, blue cabinets, and a beautifully tiled backsplash. Adjacent to the kitchen, a charming dining area seats six, offering a lovely spot for meals shared with loved ones. For book lovers, a delightful library nook filled with literary treasures awaits.
Upstairs, the Grey House offers three restful bedrooms and a delightful children's room. The first bedroom features a queen bed and a convenient table set up for remote work. The second bedroom, with a double bed, enchants with its striking wallpaper covering both the walls and ceiling, while the third bedroom offers another double bed and a cozy wood-burning stove. The children's room, complete with a toddler bed, adds a touch of family-friendly charm. Two well-appointed bathrooms with tub and shower combos ensure comfort and convenience for all.
The Blue House, a loft apartment above the detached garage, provides a private retreat with its own queen bed, kitchenette, and an office space complete with a Peloton bike. Another wall of books offers even more literary delights, making this a perfect hideaway for privacy and relaxation.
Outside, the sprawling estate unfolds with a serene pond and breathtaking meadow views, creating an idyllic setting for relaxation and connection with nature.
The Library Retreat is more than just a property; it's an experience – a place where historic charm, modern amenities, and natural beauty come together to offer a peaceful escape, where you can unwind, create lasting memories, and immerse yourself in the tranquility of the surroundings.
Guest Access:
This rental provides full private access to 2 out of 3 dwellings on this compound. Guests will have full private use of The Grey House (3 Bed/ 2 Bath Guesthouse); and The Blue House (1 Bed Loft Apartment)
The property gardens are shared spaces.
The Red House may be rented by other guests during your stay.
If you wish to rent the full property, please inquire and we will direct you to the full property listing page.
The Neighborhood:
Welcome to picturesque Pine Plains, New York! Nestled just 2 hours from NYC, this charming town offers a perfect blend of natural beauty and outdoor adventures. In summer, explore Stissing Mountain for breathtaking hikes and panoramic views. Discover the quaint local shops and farmers' markets, showcasing the town's artistic spirit. Cool off in serene lakes and relish outdoor concerts.
Winter transforms Pine Plains into a snow-covered wonderland. Hit the slopes at Catamount Ski Area. Cross-country ski through rolling hills or cozy up at local cafes with hot cocoa. Capture the town's rustic charm with historic architecture and warm community vibes.
Explore neighboring gems like Millbrook, known for wineries and Millbrook Vineyards. Delight in the charm and shops in Rhinebeck, a mere 30 mins away. Enjoy the Hudson Valley's culinary delights, from farm-to-table restaurants to artisanal bakeries.
Embrace Pine Plains' beauty year-round, where nature's allure meets small-town charm.
Getting Around:
The Library Retreat is just about two hours from New York City, and you'll definitely want a car to get there and around the area.
In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.
Other Things to Note:
* The pool is closed from May - October
Property manager
Red Cottage
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space
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House Rules
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Charge may apply
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Pine Plains
Located in Pine Plains, this holiday home is in a rural area. The Stissing Center and Ancram Opera House are cultural highlights, and some of the area's attractions include Trevor Zoo and Harney and Sons Tea Tasting Room.

Pine Plains, New York
What's nearby
- Harlem Valley Rail Trail - 12 min drive - 11.2 km
- Lime Rock Park - 23 min drive - 23.0 km
- Millbrook Vineyards and Winery - 28 min drive - 21.6 km
- Omega Institute - 34 min drive - 32.6 km
- Bard College - 36 min drive - 37.4 km
Getting around
Restaurants
- Oakhurst Diner - 11 min drive
- Harney & Sons - 11 min drive
- Round Tuit - 11 min drive
- Four Brothers Delectable - 10 min drive
- Stissing House - 10 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Red Cottage

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