Henry's Hideout: 4-King Bedroom Vineyard View Estate

Newly Renovated | 4 King Bedrooms | Nestled in the Red Hills of Dundee

  8 guests
  4 bedrooms
  3 full bathrooms
  4352 sq. ft.

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Sleeping Arrangement

Bedroom 1
1 King
Bedroom 2
1 King
Bedroom 3
1 King
Bedroom 4
1 King


This beautiful, two-story home is located in the heart of the Dundee Hills. It features four (4) King Beds and three (3) full bathrooms. The open-concept floor plan allows for stunning views of the valley from almost every room in the house. You and your guests will enjoy the sprawling wrap-around porch while watching legendary Oregon sunsets. 

Our mission is to offer high-quality hospitality to Willamette Valley tourists while coordinating with the best local partners to maximize guest experiences with our customizable concierge services, and hand-selected amenities. We specialize in luxury, short-term lodging options with the highest standards of cleanliness and attention to detail so that you feel right at home during your vacation.

Use our private wine tour service to experience the beauty and unique culture in Oregon’s world-renowned wine country, where every visitor walks away with lifetime memories.

This classically designed home will suit all of your hosting needs with a Living Room, Family Room, large Kitchen, and Kitchenette downstairs. Wifi and Ping Pong table are included to keep those of all ages content during your stay. You will also find a selection of board games and two smart TVs. 

A note about the property from the Homeowner:

"We love Henry’s Hideout for the same reason our father, Henry, purchased it over 40 years ago: amazing views and serenity.  Over the years these things just keep improving along with proximity to wine country, the coast, and college life.  Nature is at its best here with expansive views of the valley, vineyards and the occasional visit from a deer or peacock!  Henry’s Hideout is also a big house!  It is perfect to bring our families together for a weekend or a holiday.  We hope you enjoy it as much as we do!"


Upstairs: Full Kitchen | Large Living Room | Vaulted Ceilings | Wrap-Around Porch | Flat Screen TV | Master King Bedroom | 2 King Bedrooms | Full Bathroom
Downstairs: Kitchenette | Family Room | Ping Pong Table | 1 King Bedroom | Full Bathroom | Garage | Laundry

When you arrive at the property you will drive up a one-lane road between two wineries, please be mindful of the winery traffic. The house has a large paved parking area out front. There is a set of wooden stairs that will lead you up to a wrap-around porch and the front door with the keyless entry. Once you enter the house, you'll see a hallway leading you to the main portion of the house and a set of stairs on your right. Moving forward through the hallway you'll enter the living room on your left with a large, flat-screen smart TV, couch, and sliding doors to the back portion of the wrap-around porch. The living room opens into an open kitchen and dining area, perfectly stocked for whatever your needs may be.

Once you pass through the kitchen, the hall will lead you to the first of the four bedrooms on the right. The next door on the right is the bathroom with another bedroom immediately following that. On the left is the master bedroom with an en suite bathroom and a sliding door to the wrap-around porch. Going back to the main door, the stairs on the right will lead you downstairs to a hallway. To the right, there is the final bedroom and bathroom. To the left, there is a family room with a ping pong table, TV, couch, kids' toys, and sliding doors to the outside. There is also a Kitchenette off of the family room with a full refrigerator, sink, and plastic dishware. 

For your comfort, you’ll find luxury amenities, such as a starter pack of locally-roasted coffee, local handcrafted soap bars, shampoo and conditioner in every shower, beds made with luxury microfiber sheets, and fluffy cotton towels in every bathroom. A fully stocked kitchen will enable you to prepare meals for your family or guests, or if you prefer we can recommend you a personal chef.

The property neighbors the Élevée Winegrowers’ Vineyard for your viewing pleasure, with Ayoub Wines within walking distance. Please keep in mind their tasting room is by appointment only. Dundee, OR is in the Heart of the Willamette Valley surrounded by vineyards, wineries, and all of the attractions that Wine Country has to offer. 

If you care to explore further, McMinnville and Newberg are the largest cities in Yamhill County. McMinnville (called ‘Mac’ by the locals) has an award-winning, historic downtown. Third Street is beautiful and has several shops, restaurants, and (of course!) wine-tasting rooms. To the north Newberg also has amazing food and regular events at the Chehalem Cultural Center. 
For the full experience, book your vacation with us today!

Family items (baby gate, high chair, pack 'n play), yoga mats, air mattresses, and outdoor games (bocce ball, croquet) are available to rent upon request.

*Lifestyle Properties would like to assure you that all homes have been aerated, deep cleaned, and commonly used surfaces have been sanitized prior to your arrival. Our team is committed to following all CDC and WHO guidelines regarding the use of PPE and Cleaning Equipment. You will also have a contactless self check-in upon arrival.*


The Details
  • Sleeps 8 guests 
  • 4 king bedrooms | 3 full bathrooms
  • Plush Towels
  • High-Quality Bedding
  • Full Kitchen
  • Glassware
  • Dining Set for 8
  • Cookware
  • Dishwashing Soap
  • Dishwashing Detergent
  • Paper Towels
  • Locally-Roasted Ground Coffee and Drip Coffee maker with Filters
  • A Selection of Hot Teas
  • Sugar in the Raw
  • Hand Soap
  • Complimentary Wi-Fi
  • Conveniently located in the Red Hills of Dundee in the heart of Wine Country
  • Concierge Services


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Page: 2 of 3 Write a Review
Crystal Lake, US
Reviewed: Nov 9, 2021
Property Manager
We appreciated the cleanliness of the home and all of the amenities.
Great place to stay! Beautiful, spacious home with gorgeous views. Great location to so many wineries. House was clean with all of the amenities we needed.
Reviewed: Nov 8, 2021
Very nice location just outside Portland, about 45 minutes from the airport. Pretty easy driving. Very close to wineries but make appointments ahead of time. Very nice deck, although the weather didn't allow us to use much. Well equipped kitchen and good weber outdoor grill. Overall a good experience!
Kaleohe, US
Reviewed: Oct 18, 2021
Property Manager
Reviewed: Sep 18, 2021
Good house, very spacious, clean and comfortable. Quiet location up in the hills and surrounded by vineyards. Amazing views. We had a great time, would definitely come back
St. Louis, US
Reviewed: Sep 15, 2021
Property Manager
Reviewed: Aug 26, 2021
The house has plenty of room for just the 2 couples that stayed. It was very clean and the beds were comfortable. Great views from the location. The place has great A/C which we needed when we were there. The deck is massive.
Reviewed: Aug 8, 2021
We had such a lovely time at the Hideout! We celebrated my upcoming nuptials and the weather and view were perfect! This area is so special, we stumbled upon the Pioneer Cemetary in Dundee and it is fascinating. Thank you for everything!
Reviewed: Jul 19, 2021
Property Manager
The team was so accommodating and always in touch to give us the information we needed. Everything was great and the special note and bottle of wine were the cherry on top.
This house is spacious, well furnished, and very comfortable. My family and I loved our stay. We especially enjoyed the big king beds, huge sectional couch, and wrap-around deck. Would definitely stay here again.
Reviewed: Jul 14, 2021
This property had wonderful amenities including comfortable beds with luxurious bedding. It was clean and had everything we needed to relax and enjoy the view. Id love to stay here again. Visit Elevee, the vineyard that is at the bottom of the driveway- delicious wine and a convenient location.
Naperville, US
Reviewed: Jun 29, 2021
Property Manager
Autumn checked in and offered assistance with groceries, recommendations and overall answered all my questions in detail. She is wonderful!
Our stay was a success! Beautiful property!
Blauvelt, US
Reviewed: Jun 8, 2021
Property Manager
The staff was professional and could not do enough for us. From dining, winery and private chef recommendations and just overall knowledge of the area.
Great place to stay with extended family. Had a wonderful family reunion and finished our stay with a delicious dinner prepared by Chef Briana.
Reviewed: Jun 4, 2021
Property Manager
Reviewed: May 2, 2021
Property Manager
Check-in and communication were seamless.
Tastefully updated home in an idyllic location. The property is exactly as described.
Littleton, US
Reviewed: Apr 30, 2021
We will be back & stay longer next time! It was the perfect getaway!
Tacoma, US
Reviewed: Jan 3, 2021
Its an amazing place to have a family or friends gathering, we had an amazing time with all of the activities the house has to offer. Thank you to the owners for having us! Cant wait to come again
Hilsboro, US
Reviewed: Jan 1, 2021
Property Manager
I was pleased with the ease of communication and how prompt the team was to respond both by phone and email. The welcome email message provided detailed information on check-in and check-out procedures and contact info within and after work hours. Upon arrival, we were greeted with a card and yummy cookies from a local restaurant (a nice Christmas treat), and a comprehensive packet of information both on the property and stay rules, as well as a myriad of local resources such as restaurants and vineyards to try out. What I found very convenient was the fact that Lifestyle Properties also offered us an array of options for our say, such as subtle and tasteful additional holiday decor items, wood and kindling for the fireplace, wine tasting tours, etc. A great experience and a wonderful Christmas getaway!
My family and I greatly enjoyed our Christmas getaway at this beautiful house! Not to take away from the fact that it is a spacious house with a great layout and beautiful views, but the soft pillows and the cleanliness of the house also greatly contributed to the enjoyment of our stay! We look forward to returning in spring, summer and fall!
Springfield , US
Reviewed: Dec 16, 2020
Property Manager
Loved how we were set up and taken care of! You took real good care of us on our upgrade, from another reservation we had from another property.
We were welcomed by a well lit Christmas tree, welcome & birthday card for our Mom. Over the top!! We really had a memorable time, we will be back for Henry's Hideaway for Thanksgiving 2021! This place meets for what it says, HIDEAWAY!! LOVE IT, LOVED IT!!! Thank you so much, Megan & Lifestyle Property Team!
Reviewed: Nov 30, 2020
Property Manager
The ease of communication and the quality of accommodations provided by the Lifestyle Properties team made the booking and staying at Henry's Hideout house a wonderful experience for myself and my family.
Henry's Hideout is a beautiful house nestled in a picturesque wine country setting overlooking the valley from atop a hill. We highly enjoyed waking up to gorgeous sunsets that welcome you to the new day from the master bedroom, living room, and dining area, not to mention the great wrap-around deck that provides ample opportunities to enjoy the views. What can be more relaxing and mind-resetting than being surrounded by vineyards, deer casually strolling through the yard, and within a short walk from Harvey Creek Walking Trail. The house was easy to access. It has a great parking area for multiple vehicles and accommodates a large family or company, featuring comfortably and tastefully decorated rooms on both top and lower levels. Given that our gathering was to celebrate holidays with family, we mostly congregated in the open dining and living room spaces, around the fireplace. However, the downstairs also has a great kitchenette, ping pong table, large TV, games, and more room to relax and entertain. A wonderful house indeed!
Portland, US
Reviewed: Nov 30, 2020
Property Manager
From start to finish, all communication with LP was easy, fast, and I felt very respected. I have to say that every team member I encountered before, during, and after our stay was more than cordial and gracious. They replied to me in a very timely manner. I felt valued and I felt they truly were happy that we booked with their property. They very much exceeded my expectations for a property management company and we have dealt with quite a few of them.
I would certainly bring my family to Henry's Hideout again in the future. The home was secluded enough to feel isolated from the big city but close enough to be able to enjoy activities (which we chose not to do due to Covid) or to get takeout. The home was very spacious and everything about our stay was detailed and easy to understand. It was well maintained, very clean, and well-stocked. There were extra amenities like hand sanitizer, soap, tissues, and . . . on the first day, we were welcomed with wine and coffee! The bath towels exceeded what I expected for a rental home. Not to mention the lovely gift of coffee and wine upon our arrival. My granddaughter had a great time running on the very spacious deck. She has already asked to return next year. Thank you for the fun stay and for treating us like valued customers.
Reviewed: Nov 30, 2020
Property Manager
House was clean, and definitely big enough for us.
This place was great for a little relaxing getaway. Very close to lots of wineries. Lovely to have each room have their own king bed! And three bathrooms are great!! The view in the morning is spectacular! Very quiet neighborhood, and we could see MT. Hood in the morning! We enjoyed our stay and would definitely return.
Centennial, US
Reviewed: Nov 30, 2020
Lovely, relaxing, comfortable place.
Whidbey Island, US
Reviewed: Oct 18, 2020
Property Manager
Spring HIll, US
Reviewed: Oct 13, 2020
Property Manager
Astoria, US
Reviewed: Aug 30, 2020
Property Manager
Seguin, US
Reviewed: Aug 9, 2020
Property Manager
Good communication and setting of expectations. Lifestyle Properties was easy and pleasant to work with.
Beautiful home. Very clean, spacious and well appointed. View was wonderful.


  • Standard Check-in is at 4:00 PM
  • Standard Check-out is at 11:00 AM
    • Please inquire to request early check in or late check out.
  • At the time of booking, we require a deposit of 50% of the reservation total. The remaining balance is due 30 days prior to arrival.
  • Cancellation Period: 30 days prior to arrival. If you cancel before the 30 days, the total cost will be refunded to you (with the exception of the reservation fee). If the reservation is canceled within that time period, it is non-refundable.

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