Skip to main content
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

A large, historic house with a prominent tower, surrounded by lush greenery and a well-maintained garden.
A snow-covered building with a prominent tower and a large window.
A richly decorated room with a large brown sofa, green armchairs, and a chandelier.
A wooden hallway with an arched ceiling, leading to a room with a patterned rug and a lamp.
A formal room with a red velvet sofa, a marble table with a vase of flowers, a large mirror, and a painting on the wall.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade and game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
9 bedrooms9+ bathroomsSleeps 22

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Pine Plains, NY
  • Place, The Stissing Center
    ‪6 min walk‬
  • Place, Pine Plains Library
    ‪8 min walk‬
  • Place, Stissing Lake Park
    ‪3 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪43 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.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
Jacks Place
Eizaville
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (112 reviews)
Jacks Place

House Rules

Check in after 2:00 PM
Check out before 12:00 PM
default

Children

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

Events

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

Pets

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

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

Property # 782817vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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. Travelling with kids? Consider Center for Performing Arts at Rhinebeck and Harney and Sons Tea Tasting Room. Take some time off to enjoy the winery tours in the area, or get some fresh air with adventures like hunting, hiking and horse riding 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 - 3 min drive - 2.2 km
  • Thompson Pond - 3 min drive - 2.1 km
  • Bard College - 26 min drive - 34.8 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬12 min drive
  • ‪Stissing House - ‬5 min walk
  • ‪Champêtre - ‬6 min walk
  • ‪Dutch's Spirits - ‬5 min drive
  • ‪Spud Shack - ‬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.

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. 161 out of 168 reviews
Rating 8 - Good. 5 out of 168 reviews
Rating 6 - Okay. 1 out of 168 reviews
Rating 4 - Poor. 1 out of 168 reviews
Rating 2 - Terrible. 0 out of 168 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sam O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our trip to the Pines! Such a beautiful and well-kept space. We highly recommend it.
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Howard S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
fabulous!
Stayed 2 nights in May 2026
Verified

10/10 Excellent

Daisy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at this beautiful home for a small women’s book club “Bookcation,” and it was absolutely perfect for our group. The house was spotless, spacious, and even more charming in person than in the photos. We thoroughly enjoyed the cozy reading spots to big gathering areas where we could cook, chat, and unwind.The location was peaceful and scenic, making it the ideal backdrop for a relaxing weekend. We loved exploring the nearby towns, hiking, and then coming back to a warm, welcoming space that felt like our own private retreat.Communication with the host was excellent, check‑in was easy, and the house had everything we needed for a stress‑free stay. Thank you Jorge and Lisa! We hope to return again some day.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Ryan and Kathryn D.

Liked: Cleanliness, communication, location, listing accuracy
Gorgeous place to stay - really felt like we were tucked away from reality for a while. Thanks for having us!
Stayed 4 nights in Dec 2025
Verified

8/10 Good

Shane O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was absolutely beautiful! Quite cold in the winter, mostly due to the authentic character of the house. I would definitely stay again.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

William K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house, fantastic hosts, unforgettable memories - the setting could not have been better for a birthday weekend with friends. We hope to return! 10/10
Stayed 2 nights in Feb 2026
Verified

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
Verified

10/10 Excellent

Ilan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Staying at The Pines is always wonderful, and we hope to be able to visit again soon. The home is sure to delight anyone with a strong knowledge of history, Victorian architecture, or even just an appreciation for beauty. Every inch of the home is meticulously restored, no detail left unnoticed. In addition, the place is comfortable and cozy, with plenty of places to sit and chat or curl up with a good book. The kitchen is perfect for cooking in, and the grounds are lovely in winter and summer. Overall, just a lovely place with a great vibe.
Stayed 4 nights in Dec 2025
Verified

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
Verified

10/10 Excellent

Margaret H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic long weekend in this beautiful house. Everything is very clean and nicely decorated. Looks much better than pics on website. We loved the outdoor space. We enjoyed visiting brewery, winery, hiking nearby at Stissing Fire Tower, hiking to a nearby waterfall, and enjoying the towns in the area. Host had great communication and was very helpful.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

erin m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great and was excellent for a large group of people due to the number of bedrooms and the accompanying bathrooms! There are many valid rules to ensure the house maintains pristine, so might not be best for a rowdier crew or children. The kitchen had EVERYTHING you could want from a utensil perspective which came incredibly handy. Lisa was incredibly kind, gave us the full history of the house, and was incredibly responsive. We had 16 people and it was a wonderful stay, thank you!
Stayed 2 nights in Nov 2025
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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

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