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Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

Family-friendly holiday home in Pine Plains

Photo gallery for Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

Exterior in Spring
Exterior in Winter
Library and Game Room
Library Entrance
Main Parlor

Reviews

10 out of 10, Loved by Guests
9 bedrooms9+ bathroomsSleeps 22696.8 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Pine Plains, NY
  • Place, The Stissing Center
    ‪6 min walk‬
  • Place, Pine Plains Library
    ‪8 min walk‬
  • Place, Stissing Lake Park
    ‪2 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪35 min drive‬

Rooms & beds

9 bedrooms (sleeps 22)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 6

1 Queen Bed

Bedroom 7

2 Single Beds

Bedroom 8

2 Double Beds

Bedroom 9

2 Single Beds

Suite 5 (two bedrooms)

1 Queen Bed and 1 Double Sofa Bed

9 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 5

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 6

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 7

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 8

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 9

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 10 (Powder room)

Soap · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

The Pines includes a gourmet eat-in kitchen, butler's pantry, formal dining room, music room, library/game room, mud room, parlor, 10 bedrooms (2 are combined into Suite #5 on the 2nd floor) - 4 with king size beds, 2 with queen size beds, 1 with 2 double beds, 2 with 2 twin beds and 1 with a queen-size sofa-bed. The outdoors features 4 porches overlooking 4+ acres and original 1850s barn (to be restored in the future). Although The Pines is elegant and antiques-filled, it has provided families and travelers a warm welcome and comfortable stay for over one hundred and forty (145) years.

NOTE: The rental rate quoted is for (non-professional) self-catering use of the house and grounds ONLY by up to a maximum of 22 people. Use for professionally catered events, whether inside or outside the house, requires a separate fee and contract. Please contact us if you would like to host your event at our property for further information.

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Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 2:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
Well behaved ones & under strict adult supervision
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Events

Events allowed: family gatherings, birthday parties, weddings
Additional fees & contract apply. Contact Owner.
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Pets

No pets allowed
No pets allowed, including ESA's
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Smoking

Smoking is not permitted
NO EXCEPTIONS, no smoking inside the house.
Loud Noises/Music Allowed: NOT ALLOWED before 11:00 am or after 10:30 pm on any given day indoors or outdoors. Exceptions require Owner's permission.
Please know that any large parties such as weddings must be reviewed and pre-approved by the Owner before booking.
NO EXCEPTIONS. No open flames, like traditional candles and fires in fireplaces, are allowed inside the house or on any of its 4 porches..

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 99
Note from host: Additional fees & contract apply. Contact Owner.
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property # 782817vb

We should mention

A car is recommended for transport to and from this property

About the area

Pine Plains

Pine Plains is home to this holiday home. The Stissing Center and Ancram Opera House are cultural highlights, and some of the area's attractions include Northern Dutchess Botanical Gardens and Trevor Zoo. Take some time off to enjoy the winery tours in the area, or get some fresh air with adventures like hunting, hiking and ecotours nearby.
View more Holiday homes in Pine PlainsOpens in a new window
Map
Pine Plains, NY

What's nearby

  • The Stissing Center - 6 min walk - 0.6 km
  • Pine Plains Library - 8 min walk - 0.7 km
  • Stissing Lake Park - 2 min drive - 1.5 km
  • Thompson Pond - 2 min drive - 1.4 km
  • Bard College - 23 min drive - 32.0 km

Getting around

  • Rhinecliff Station - 28 min drive
  • Hudson, NY (HCC-Columbia County) - 36 min drive

Restaurants

  • ‪Dunkin' - ‬12 min drive
  • ‪The Back Yard Garden - ‬6 min walk
  • ‪Stissing House - ‬5 min walk
  • ‪Dutch's Spirits - ‬5 min drive
  • ‪Champêtre - ‬6 min walk

Frequently asked questions

Is Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres pet-friendly?

No, pets are not allowed at this property.

How much is parking at Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres?

On-site parking is available at the property.

What time is check-in at Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres?

Check-in begins at 2:00 PM.

What time is check-out at Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres?

Checkout is at 12:00 PM.

Where is Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres located?

This family-friendly Pine Plains holiday home is within a 10-minute walk of The Stissing Center and Pine Plains Library. Stissing Lake Park and Thompson Pond are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 154 out of 160 reviews
Rating 8 - Good. 4 out of 160 reviews
Rating 6 - Okay. 1 out of 160 reviews
Rating 4 - Poor. 1 out of 160 reviews
Rating 2 - Terrible. 0 out of 160 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kory D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have stayed at The Pines three times now. We love the house. It's a beautiful place that is cozy and great for gatherings.
Stayed 4 nights in Oct 2025

10/10 Excellent

Carol L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at The Pines was wonderful! Everything was perfect. The house is beautiful, comfortable, clean and had everything we needed. My friends and I made wonderful memories here! This is a gorgeous property!
Stayed 3 nights in Sep 2025

10/10 Excellent

Graeme G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We recently hosted our micro-wedding at the Pines this past October and it was genuinely a perfect venue for us. The property and house is gorgeous, especially during the fall months, and really made the weekend so much more memorable than a more traditional wedding venue might have. Everything about the grounds and mansion was as listed or advertised, and communication was easy. There was plenty of room for storage, which was great for planning the event, and the number of bed and bathrooms made it very easy to host a multiple nights even for upwards of 20 people. We really cannot overstate how beautiful this historic property is, how perfect it was for our wedding, and how fondly we will look back on our week there. (Attached photos by Sweet Alice Photography.)
Stayed 4 nights in Oct 2025

6/10 Okay

Salina O.

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
I hosted my wedding at The Pines and unfortunately would not recommend it. Full details are available in the attached screenshot. Here's a brief summary of our experience:The Pines is historic, beautifully restored, and incredibly comfortable. My family and I loved our time there. Lisa, the property manager, is outstanding. She is knowledgeable, caring, and deeply invested in both the property and the guest experience. While my stay was wonderful once we arrived, the host’s sparse communication, last-minute contract, lack of transparency, and inability to fulfill his obligations in a timely manner made the planning process extremely stressful.
Stayed 3 nights in Aug 2025

8/10 Good

Jill B.

Liked: Cleanliness, check-in, listing accuracy
We used the house for a retreat for a group of professionals. For this purpose the bedroom situation was lovely (9 bedrooms with ensuite baths) but the common rooms were a bit small and the wifi was tricky. None of this was the owners fault and we used the house well. Just sharing our experience. the house itself was very beautiful and had a lot of resources when we made dinner saturday night.
Stayed 2 nights in Sep 2025

10/10 Excellent

Margot L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous & Welcoming Home

We had the most beautiful stay at the Pines. There are so many gorgeous spaces to spend time, both inside and outside. It’s so clear that Lisa and Jorge LOVE this property! All of the bedrooms and bathrooms are well appointed and very comfortable. Highly recommend for large group stays!
Stayed 3 nights in Jun 2025

10/10 Excellent

Matt S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Get Away

We had an amazing extended weekend at the Pines. 3 generations of our family gathered for a wedding in the area. There was plenty of room for everyone. We were all able to eat together and hang out together but could also find privacy in the immaculately appointed bedrooms. Lisa the manager was there at checkout and available throughout our entire stay! A
Stayed 3 nights in Jul 2025

10/10 Excellent

Jane P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is excellent for large groups. There were 17 of us. It has been restored to authentic Victorian style with curated furniture, lighting, and beautiful wallpaper. There are so many beautiful details in every room I did not have time to photograph them all. The house is very comfortable, the bedrooms are spacious with updated bathrooms. The kitchen works very well and you have the choice of casual and formal dishes, linens, and glassware to create an elegant setting. The porch was our favorite hang out place ( we had great weather). Beautiful landscaping. I would definately rent again because the owner is very responsive and gracious. Thank you Jorge and Lisa for making our stay very special and comfortable.
Stayed 3 nights in Sep 2025

10/10 Excellent

Carol M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Most beautiful place that we. have ever stayed

Seven college friends have an annual retreat for a few days. We rent every year and we always look for a spacious, elegant place with some nearby attractions and at least one restaurant in walking distance. Pine Plaines was perfect. Highly recommend. Beautiful place, well maintained.
Stayed 3 nights in May 2025

10/10 Excellent

Alisa N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Stayed here with friends for my wedding at Stissing House. Didn’t know what to expect but the house was wonderful. Loved getting ready in our beautiful bedroom. Beds were comfortable. Everyone loved it! Thanks Lisa and Jorge
Stayed 2 nights in May 2025

10/10 Excellent

Penelope f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

loved our stay

We did a company offsite here in the fall. The place was perfect with everything we needed to cook meals. sleep and work well. It really was ideal.
Stayed 4 nights in Nov 2024

10/10 Excellent

Anna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Words cannot do it justice!

The Pines is a truly magnificent house - we had a wonderful time. Every room is exquisite - the attention to detail meant that we could have spent hours just perusing from room to room. Not only beautiful, but also functional - which you might not always expect from a period home. Thank you for an unforgettable stay.
Stayed 2 nights in Apr 2025

10/10 Excellent

Wendy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We rented this property for friends and family in town for our daughter’s wedding at Stissing House. It was perfect and well beyond our expectations for the weekend. So many places to gather for conversation, food and large scale entertaining. We hosted 18 people in the house and added 15 one night and another 20 the next night. Literally perfect.The property manager is wonderful and has added some wonderful upgrades such as an amazing coffee room. Highly recommend this unique property- truly a unicorn. The listing does not do it justice.
Stayed 3 nights in Jun 2025

10/10 Excellent

Greg L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful House

It is a beautiful museum quality house with lots of room to spread out and sleep lots of family. We had a fantastic weekend!
Stayed 2 nights in Jan 2025

10/10 Excellent

Kory D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Gilded Age Treasure in the Hudson Valley

We love staying at The Pines. It’s a beautiful house in a beautiful town.
Stayed 4 nights in Oct 2024

10/10 Excellent

Louise C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

Great place for the family to stay for my son's nearby wedding. Loved all the decorating details and that the history of the house was shared with us. Staying at the Pines made a wonderful weekend even better.
Stayed 2 nights in Nov 2024

10/10 Excellent

Loretta C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best VRBO stay ever.

The Pines was the perfect spot for our family vacation. A BEAUTIFUL home close to hiking and lakes for kayaking and swimming. Inside the house we felt like royalty and the property manager made sure we felt welcome and had everything we needed.
Stayed 4 nights in Aug 2024

10/10 Excellent

Roy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siblings Reunion

Beautiful historic house was perfect for our 6 siblings and spouses to enjoy our reunion. We were very impressed with the host who gave us a personal tour.
Stayed 3 nights in Sep 2024

10/10 Excellent

Courtney G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful and Beautiful Historic House

Just a perfect house for a friends' weekend away. The house is very comfortable for a large group - en-suite bathrooms, well stocked kitchen and dining ware, plenty of space to relax.The house itself is charming, beautiful and historic, but with all the modern amenities you would expect.Check-in/out process with Lisa was seamless and straightforward. Very easy communication with regard to questions.Highly recommend this property and look forward to staying again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Greg M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property and awesome stay

The house is incredibly unique and interesting. Our group really enjoyed exploring it as well as the town. Would definitely recommend and we plan on visiting again.
Stayed 3 nights in Jan 2023

10/10 Excellent

Sarah G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Micro Wedding Weekend

We stayed at the Pine for four days for our son’s family wedding (14 adults and one toddler). The house is wonderfully decorated throughout in “Gilded Age” style, with lots of space to spread out in. The bedrooms are large and beautifully decorated. We had a wonderful dinner at the Stissing House restaurant - a short walk away. Wonderful venue!
Stayed 4 nights in Oct 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful venue

Very much hope to return
Stayed 3 nights in Nov 2023

10/10 Excellent

David C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Mansion

Incredibly restored Victorian Mansion that is a joy to stay in and relax. Stissing house restaurant nearby is a gourmet delight
Stayed 3 nights in Mar 2023

10/10 Excellent

Ann Marie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy in the Pines

Lovely house, many large bedrooms, plenty of space for 12 guests
Stayed 4 nights in Mar 2023

10/10 Excellent

Veronica C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Property

My friends and I were in town for a wedding and had a wonderful stay at the Pines. Beautiful property, and Lisa was great to communicate with. Highly recommend for large groups!
Stayed 2 nights in Sep 2023

About the host

Hosted by Jorge Yajure

Host profile image

Why they chose this property

My wife and I enjoy travel in Tuscany and the English Countryside and wanted to live in a similar area near our business in New York City. Pine Plains turned out to be perfect.

What makes this property unique

The Pines offers us and our guests the opportunity to travel back to the age of elegant rural life enjoyed in the Hudson Valley and the Berkshires. It's location provides the best of country living, sporting and vacationing.

Languages:

English, Spanish
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