The Library Retreat Charming Estate w/Pool+Pond

Entire home in Pine Plains, New York

  1. 10 guests
  2. 4 bedrooms
  3. 5 beds
  4. 5.5 baths
Rated 4.91 out of 5 stars.11 reviews
Hosted by Red Cottage
  1. Superhost
  2. 13 years hosting

Listing highlights

Exceptional check-in experience

Recent guests gave the check-in process a 5-star rating.

Extra spacious

Guests love this home’s spaciousness for a comfortable stay.

Unbeatable location

100% of guests in the past year gave this location a 5-star rating.
Discover "The Library Retreat," a captivating multi-farmhouse in Pine Plains, just 2 hours from NYC. Set on a vast 67-acre estate, this rural haven is perfect for families and friend groups

The mid-19th-century farmhouse and guesthouse offer 4 bedrooms plus 1 children's bedroom/ 5.5 bathrooms, a private pool, outdoor shower, fireplaces, multiple kitchens, and outdoor terraces with pond and meadow views.

Explore Hudson Valley towns like Millbrook and Rhinebeck, both under 30 mins away.

The space
Discover an unparalleled retreat in the heart of the Hudson Valley, where a sprawling 67-acre estate unfolds to reveal a home accommodation designed for large groups of families and friends. Comprising two separate distinct buildings, each exuding its own charm and character, this property seamlessly blends historic allure with modern amenities amidst expansive natural beauty.

The Grey House, a mid-19th century farmhouse, boasts two inviting living rooms adorned with fireplaces, a cozy reading/library nook, a fully equipped kitchen, and a dining area, all nicely set into the hillside. On the second floor, discover three spacious bedrooms and a delightful children's room, accompanied by two baths. A patio off the kitchen offers guests a perfect spot to savor the fresh outdoors. One of the living rooms has a Roku Smart TV where you can log in to your favorite apps. This is the only TV on the property.

The Red House, a handsome barn-style guesthouse, perches on a knoll offering commanding views of the surroundings. Its 2,400 square feet include a vaulted great room opening to a stone terrace and covered porch. The large country kitchen and indoor dining area, along with a wonderfully large red library-wall, add to the allure. Please note: the bedrooms in the Red House are in the lofted area behind the red book shelf, and are close together, require walking through one to get to the other, and share one bathroom. This sleeping area would be best for multiple kids, or parents and their kids. The main bedroom space has a queen bed, and then the 'bed nook' has a Queen sized bed. Please note that it is a small space and no space on either side of the bed for standing. Great for kids!

Beyond the well-designed interiors, the property beckons with a private pool overlooking a pond and meadows, creating a picturesque setting for outdoor enjoyment. Expansive outdoor decks invite guests to savor the surrounding natural beauty and the property's vast gardens, woodlands, and a pond offer lots of eye catching opportunities on your leisurely strolls.

This retreat is not just a property; it's an experience – a harmonious blend of historic charm, modern amenities, and natural beauty, creating a sanctuary for large groups to reconnect, unwind, and create lasting memories.

Please note, a caretaker resides in the loft apartment above the garage (blue building). During rentals, they will make their best effort to vacate the premises or remain completely out of site. Their car could be present on site, do not be alarmed.

Other things to note
* Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Air Conditioning Details:
The Red House: Features a mini-split unit in the living area. Please note: the bedrooms are not air-conditioned.
The Grey House: Fully equipped with central air conditioning for whole-home comfort.

The bedrooms in the Red House do not have window coverings.

Please note, a caretaker resides in the loft apartment above the garage (blue building). During rentals, they will make their best effort to vacate the premises or remain completely out of site. Their car could be present on site, do not be alarmed.

Where you’ll sleep

Bedroom 1
2 queen beds
Bedroom 2
1 queen bed
Bedroom 3
1 double bed

What this place offers

Kitchen
Wifi
Dedicated workspace
Free parking on premises
Pool

Select check-in date

Add your travel dates for exact pricing

4.91 out of 5 stars from 11 reviews

Overall rating

  1. 5 stars, 91% of reviews
  2. 4 stars, 9% of reviews
  3. 3 stars, 0% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 4.9 out of 5 stars for cleanliness

Rated 4.8 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 5.0 out of 5 stars for location

Rated 4.6 out of 5 stars for value

Guest reviews mention

Where you’ll be

Pine Plains, New York, United States

Neighborhood highlights

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.

Meet your host

Superhost
2,622 reviews
4.87 out of 5 average rating
13 years of hosting
Speaks English
Hello! We are Red Cottage, the leading management company for the most exceptional vacation rentals across the Northeast! Our local and friendly team is available 24/7 for guest support needs and available to assist you with any request. Red Cottage properties are known for their thoughtful design and we pride ourselves on our ability to go above and beyond for our guests to ensure an incredible experience. Reach out, we’d love to chat!

Red Cottage is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 4:00 PM
Checkout before 11:00 AM
10 guests maximum
Safety & property
Carbon monoxide alarm
Smoke alarm