See all properties
Entire home

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

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

Exceptional

9 bedrooms9+ bathroomsSleeps 227500 sq ft

Popular amenities

  • Washer
    Washer
  • Parking available
    Parking available
  • Barbecue grill
    Barbecue grill
  • Outdoor Space
    Outdoor Space
  • Breakfast available
    Breakfast available
  • Kitchen
    Kitchen

Explore the area

Map
Pine Plains, NY
  • The Stissing Center
    5 min walk
  • Pine Plains Library
    8 min walk
  • Stissing Lake Park
    3 min drive
  • Great Barrington, MA (GBR-Walter J. Koladza)
    40 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 Twin Beds

Bedroom 8

2 Double Beds

Bedroom 9

2 Twin 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.

Property manager

Jorge Yajure

Languages

English, Spanish

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

Similar properties

Exterior
Jacks Place
Pool
Kitchen
Washer
Dryer
10.0 out of 10, (99 reviews)
Jacks Place

House Rules

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

Children

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

Events

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

Pets

No pets allowed
No pets allowed, including ESA's

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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Pine Plains

Pine Plains is home to this vacation 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 time off to check out the winery tours in the area, or get some fresh air with adventures like horse riding, hiking, and ecotours nearby.
View more Vacation Homes in Pine PlainsOpens in a new window
Map
Pine Plains, NY

What's nearby

  • Pine Plains Library - 8 min walk
  • Thompson Pond - 3 min drive
  • Millbrook Vineyards and Winery - 21 min drive
  • Omega Institute - 25 min drive
  • Bard College - 27 min drive

Getting around

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

Restaurants

  • ‪Stissing House - ‬5 min walk
  • ‪Jenny's Bar-B-Q - ‬10 min drive
  • ‪Moose On The Loose Sandwich Shop - ‬14 min walk
  • ‪Hillrock Estate Distillery - ‬12 min drive
  • ‪The Backyard Garden - ‬5 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.

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?

Check-out is at 12:00 PM.

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

This family-friendly Pine Plains vacation 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 mi (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 129 out of 132 reviews" "
Rating 8 - Good. 2 out of 132 reviews" "
Rating 6 - Okay. 0 out of 132 reviews" "
Rating 4 - Poor. 1 out of 132 reviews" "
Rating 2 - Terrible. 0 out of 132 reviews" "

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Salina O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing
We had an amazing stay at The Pines! You can tell how much thought, care, and energy has been put into the property. There are so many small details to appreciate and enjoy. Lisa did a great job sharing the history of the house, and giving us an overview of the town. This property is an incredibly special place, and we will definitely be visiting again!
Stayed 2 nights in Sep 2024

10/10 Excellent

Rachel E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best weekend ever!
I truly don’t have enough words to express how lovely our time was here. It was a privilege to stay in such a gorgeous house but it was the touches the owner and manager made that made it even better. The landscaping was also incredibly beautiful. Very cool venue if you’re looking to do a murder mystery! Truly felt like we were living in Clue. Make sure you spend time in each room as they all have their own character and beauty. The beds were so comfortable and the rooms were so pretty you didn’t want to leave them! We will definitely be back.
Stayed 3 nights in Aug 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

Matt G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A memorable stay for everyone
Our extended family does a little retreat together every year, and the consensus was that this was one of our best ever. Pretty much all of our needs were met, and on top of that it was fun to stay this house because of its character and style. Lisa gave us a nice tour at the beginning and was available throughout the week if we had any issues. It was especially nice that all bedrooms were on the 2nd or 3rd floor, so there were no noise disturbances when our sleep schedules didn't align and people were awake on the first floor. I could go on and on about all the nice things this place has to offer. There were just a couple small issues. One is that the wifi was bad (sometimes hardly any service on the 2nd floor or none at all on the 3rd). I might recommend getting a router with more range, and also range extenders. Another is that the basement had a bat (first time I ever saw one in a building!) and some big creepy spider crickets (I'm from long island and these were much bigger than the one from my basement back home). That being said, we understand this is a rural area so we know it happens! But unfortunately it did make laundry a bit difficult for some of us (especially those who were more afraid of the bugs and bat). These minor issues aside, it was really a pleasure. Thank you Jorge and Lisa and we all are looking forward to next time :)
Stayed 7 nights in Aug 2024

10/10 Excellent

Ryan O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Prep and Wind Down
We got married at a venue nearby, but our wedding party stayed two nights here and all our guests were blown away. It's a gorgeous big house, with plenty of large rooms, most guests even got their own bathrooms. The beds were comfy (which was great for our guests coming on a redeye from across the country and everyone coming back after a long night dancing and partying), there was so much storage for us, large tables and even boardgames already there. We had a fairly large group, so finding a place for everyone was difficult, but there was so much space here that people could hang out together or be on their own as needed and no one was in the others way. It is an absolutely wonderful house with so much history, our main regret was due to the rain we couldn't take advantage of the grounds as much but there is so much to the house we may not have gotten to it anyway (not to mention lovely big porches so we still were able to be outside when we wanted). The kitchen was also very well equipped. It exceeded expectations with what it was able to do and provided (appliances and dishware and again, storage space). Lisa was so accommodating and friendly, there when we needed her but left us to our own devices otherwise. Everyone had a fantastic time and just wished we were able to be there longer. Thank you so much for providing such an amazing property and we hope to be able to stay again in the future.
Stayed 2 nights in Aug 2024

10/10 Excellent

Ellie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding of dreams!
We chose The Pines for our wedding in July, which was a dream come true! The excellent communication, warmth, and clear information provided by Jorge and Lisa (not to mention the impeccable care for the one-of-a-kind property), made our stay at The Pines so special. We used the park-like backyard and wooded area as the location for our ceremony, and our friends and family absolutely fell in love with it. The house itself, where members of our wedding party stayed, and the full experience, exceeded all expectations.
Stayed 2 nights in Jul 2024

10/10 Excellent

Tracy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This Gilded Age Mansion is wonderful
We loved staying in this fantastic period house. Every room is spectacular and the attention to detail is spot on. Every time we walked into the house we were amazed. And we also felt at home and comfortable. We got a great tour from the property manager, who was accessible to us throughout our stay (although we didn't need her). We really enjoyed our time there.
Stayed 3 nights in Jun 2024

10/10 Excellent

Ilona I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
60th anniversary family gathering
This house was a Victorian dream and our family loved it. We were raised in an antique shop and both appreciated and were comfortable around all the wonderful antiques. We had a pinochle tournament in the music room, played piano, puzzled, drank tea in the game room, hosted a white elephant Christmas in the dining room as well as dinner, had a genealogy presentation in the library as well as read and read, breakfasted at the kitchen table, hosted a hot sauce competition on the deck, threw a frisbee all over the back lawn, brought our smoker and had an amazing smoked dinner, grilled for Memorial day, spent hours on the porch furniture knitting, talking and laughing and played games everywhere. While we did go out and enjoy the area, the house was the highlight of our time together. Being a historic house, the kitchen is a bit quirky but we appreciated the large refrigerator and managed to cook many fine meals.
Stayed 8 nights in May 2024

10/10 Excellent

Robert M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay at an incredible property!
We recently celebrated a birthday with 19 guests at the Pines, and I couldn’t leave a better review! The property was beautiful, clean and had everything we needed for the weekend. The rental and check in process was simple; Jorge and Lisa were beyond communicative and hospitable. The house comfortably fit our guests; everyone had a gorgeous room and private bathroom. The decor and preservation of the house added another dimension and character to our stay. If you are seeking an escape that will really impress your group, the Pines is it!
Stayed 3 nights in May 2024

10/10 Excellent

Tara O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
50th birthday celebration
Beautiful home that pulls you in to a different experience the moment you walk through the door. Don’t walk, run to stay here
Stayed 2 nights in May 2024

10/10 Excellent

Genevieve F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous House
We had such an amazing time at this property! The house itself feels like its stopped in time in all the best ways and my friends and I all felt like we were living in a movie and had so much fun. The location is great and walkable to some great restaurants as well as drivable to a number of amazing towns. So perfect for a special trip!
Stayed 3 nights in Apr 2024

10/10 Excellent

Jonathan O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Victorian Vibes & Endless Memories
This place is incredible - both hosts were very welcoming since day one of booking. I appreciated the asks about the stay and what might be needed leading up to our magical day so, that anything and everything could be accommodated. The hosts also have plenty of resources at the location and connections in the surrounding neighborhoods so, don't be shy about asking. As for the house, it was incredible. My partner and I wanted to bring our families and closest friends for a weekend of "getting dressed up" and this place delivered. Every detail is so incredible and made for the best shots all around. It also overperformed in terms of utilities and needs for a general BNB stay. I don't think there was ever a time I didn't find something or couldn't be resourceful via the instructions of the host. The neighborhood is cute and VERY walkable, so there are plenty of opportunities to get fresh air and just walk around. Stissing House is a must if you need an intimate dinner :) The stay and hosts were incredible and we're blessed to have been able to call this place where we wed.
Stayed 4 nights in Feb 2024

10/10 Excellent

Sydney I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Most Magical Mansion
We booked this house for our intimate elopement ceremony and a murder mystery party with our closest friends and family and i can tell you right now… the pictures do NOT do the space justice. From the moment we walked into the house it was like being transported to the 1800s. The attention to detail that went into renovating this house is astonishing and i audibly gasped about 10 times when we were on a tour. which is such a nice touch! when we got to town we were greeted by Lisa (who is a GEM!) and she gave us a tour of the property and a little history lesson on the place. I was the murder victim in this house so I literally, got married, laughed, cried, and died here. I could not recommend this house enough. If i could be in love with a property/ experience i would be. ❤️
Stayed 2 nights in Feb 2024

10/10 Excellent

Kenneth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Mom's 90th Birthday
Impressive house. I'm pretty sure it wasn't built with 9 1/2 baths but all the bedrooms had an en-suite that looked circa 1900. The piano room was so fancy, it was immediately declared "off limits " to all children. The salon was perfect for Christmas morning with 9 grandchildren. The library was "the" place to cozy with a book and had a considerable selection at hand. The Dining room sat 12 at the big table plus 2 highchairs plus 4 at the small table and had a massive chandelier. The kitchen had plenty of space and equipment to handle our party plus. The 2nd floor's 4 bedrooms positively swallowed the 8 adults in period ornate furniture and chandeliers. We even had a spare bedroom on the 3rd floor after putting 6 grandchildren in the 3 "double singles rooms. My sister, who didn't stay with us, voted the left over room's bath her favorite of the house. The chandeliers and woodwork, my favorite is the 3' square table in the servant's quarters, leave a lasting impression I'm sure the whole party will remember this occasion and most importantly MeMere blew out all 9 large candles.
Stayed 5 nights in Dec 2023

4/10 Poor

Mel B.

Liked: Cleanliness, check-in, location
Disliked: Communication
Great for a family/friends stay. Would not have an event like a wedding here.
While the house was amazing, I would only recommend staying here if you are not hosting an event. After tons of research my fiancé and I chose the Pines as our wedding venue. We were not given a contract until one month before the event.This was after I was informed that I need to get a generator, a porta potty, and 2 parking attendants. All of which were not discussed in the months prior and all at our own expense. I was also told one month is not short notice for these requirements. He informed us of some personal issues he was dealing with and that was the cause of the delay. We were extremely disappointed in the lack of communication and transparency. We felt we shouldn’t have even been able to book if the host wasn’t able to fit it into his schedule. And it definitely should not have been brought up less than a month from our wedding. During our stay we felt watched the entire time as he lives right across the street, and he had people dropping deliveries off the day before the wedding. The host cares way too much about this property to be renting it out on VRBO. For paying over $7,000 for just the event fee alone you get NOTHING besides being able to stand outside in the grass (not even to go to bathroom). We unfortunately won’t be back due to all the headaches we had to deal with. Which is very disappointing as all the other reviews are great. We also didn’t get our event security deposit back until 2 months after the event. Lisa was very kind and helpful during/after
Stayed 3 nights in Oct 2023

10/10 Excellent

Oliver Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Magical Wedding Weekend
This property is meticulously maintained and the love that clearly goes into it's restoration shows. The property manager Lisa Wales us through each room of the Pines sharing it's stories past and about all of the remarkable work Jorge has put into each and every beautiful detail of this house. My now wife and I wanted a quiet, intimate wedding "ceremony" and the Pines offered a perfect oasis for the chaos of life. From gorgeous views of the area driving up to the nights spent stargazing with practically zero light pollution there is no shortage of breathtaking moments when you choose to stay at The Pines. We highly recommend!
Stayed 3 nights in Nov 2023

10/10 Excellent

Eric R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
65th birthday family celebration
Family and friends gathered over a three-day autumn weekend. We filled the house, using nine bedrooms to accommodate 18 people. Everyone was amazed at the grandeur of the home and the comfort and space of the rooms (including plentiful hot water for everyone in the mornings!). We gathered for informal breakfasts in the kitchen and splendid dinners in the dining room. The pantry held plenty of formal dishes and glassware as well as all the cooking, roasting, and baking dishes we needed. It is a truly special place.
Stayed 3 nights in Oct 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

10/10 Excellent

Sharon T., Astoria, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy
Victorian Dream Weekend
Spending a weekend at this Victorian house was truly a dream come true! The house is beautifully decorated and impeccably restored, but with modern comforts. It was like staying at a museum, but with the warmth of home. It rained for much of our stay, so we didn’t really get to enjoy the grounds or surrounding neighborhood, but we didn’t mind at all - it was the perfect place to spend a rainy day! The house is perfect for an intimate gathering with many rooms for people to congregate and everything one might need to cook and serve. We would absolutely love to stay here again.
Stayed 2 nights in Sep 2023

8/10 Good

Elizabeth L.

Liked: Cleanliness, communication, location, listing accuracy
Beautifully Restored and Appointed Victorian
All the niceties one could wish for. Gorgeous grounds.
Stayed 2 nights in Sep 2023

10/10 Excellent

Anil W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion
This was a perfect place for our family getaway. The house has large comfortable bedrooms with attached bathrooms and spacious common areas for people to hang out and enjoy. The kitchen is well equipped and has everything one could need. The house overall is very charming and the grounds are well maintained with beautiful landscaping.
Stayed 3 nights in Sep 2023

10/10 Excellent

Sophia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely stunning property!
This place is like a museum! Absolutely gorgeous and magnificent. Was fantastic for a family gathering, especially with the set-up like a hotel with en-suite bathrooms for all bedrooms. The grounds are also fabulously landscaped, and there is a magical firepit in the backyard.
Stayed 2 nights in Aug 2023

10/10 Excellent

Terry A.

Liked: Check-in, communication, location, listing accuracy
Now it’s “our” house
I’ve just returned from my third wonderful stay at The Pines. The house is beautiful and functional, the ideal setting for a group of old friends. There are spots where we can all be together, and others where we can trail off for private chats. It’s unusual to find an accommodation with this many bedrooms, each with private bath, and it’s perfect for our gatherings. Our hosts think this is their house, but we’ve come to consider it as “our” house. We will return again next year.
Stayed 3 nights in Aug 2023

10/10 Excellent

Elyse B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Special gem
We had a great time - group of 9 adults , place is enormous and well appointed . Fridge is huge and unique. Property manager added to character and was very warm. Little town adorable and other larger towns accessible by car. Definitely friendly ghosts.
Stayed 2 nights in Aug 2023

10/10 Excellent

Laura T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous property!
Our group of 9 adults loved our stay. The house is remarkable, even more beautiful than the pictures. We thoroughly enjoyed the time at The Pines and highly recommend it. Lisa met us when we arrived to give us tour of the house along with an overview of its history. She provided us recommendations for dinner and made the reservations for us. She was very responsive prior and during our stay.
Stayed 2 nights in Jul 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
Tell us how we can improve our siteShare feedback