The Gables at Quandary Vineyards

360 Degree Vineyard Views, Four Master Suites, Free Wine Tastings for Group, Ping Pong, Fire-Pit

4 BR
4.5 Baths
Sleeps 8

Prepare to experience one of the finest homes available in the Willamette Valley wine country.

The Gables at Quandary Vineyards was completed in March of 2020 with high-end custom finishes and attention to detail. Enjoy a spacious open floor plan and unsurpassed views throughout this home. Your stay at this beautiful property will be an experience like no other.

Upon entering the Gables, you’re greeted with a magnificent view of the vineyard and surrounding valley. The large main living area takes advantage of the gorgeous view and is open and inviting, featuring luxurious seating, a round dining table for eight, and beautiful kitchen. Open the French doors and step onto the expansive deck and relax, enjoy outdoor dining, or warm up in the evenings around the fire pit.

The fully stocked kitchen is a chef’s dream. With an incredible amount of prep space and a huge island, there is plenty of room to cook, eat, and socialize. The kitchen features a custom perimeter dining bar overlooking the vineyard and the south valley below, a perfect space for enjoying that morning cup of coffee! A large laundry room off the kitchen leads to a tucked-away powder room and the garage recreation room.

The four ensuite bedrooms, two on each level, feature king beds and are furnished with the highest quality towels and linens. Three of the bedrooms are fitted with down pillows and featherbeds while one bedroom is feather-free to accommodate those with allergy concerns. Each bedroom has its own unique character and incredible view. The lower daylight level features a relaxed seating area with game table, sleeper sofa, HD TV and bar area along with a second powder room.

A distinctive feature of the home is the garage, which has been converted into a recreation room with competition level ping-pong table, HD TV and comfortable seating. It’s a great place to watch - or play - that perfect game!

Whether you’ve been to Oregon’s wine region before or are coming for the first time, you won’t find a better home in the area for your stay. If you are looking to accommodate additional guests, we recommend our adjacent property, The Farmhouse at Quandary Vineyards! Located within walking distance, The Farmhouse has three ensuite bedrooms and was built with the same level of detail and finishes as The Gables at Quandary Vineyards.

A favorite winery of the owners, Elk Cove Vineyards, is located just up the road and offers complimentary tastings to guests of Quandary Vineyards during their stay. Enjoy the fabulous wine and incredible setting at Elk Cove.

If you have interest in specific concierge services, let us know. We work quite closely with those who can help you arrange stocking the refrigerator before arrival, private chefs, catered meals and a number of other services that may enhance your stay (please note these services are at an additional cost).

We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can't control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don't reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house.

Sleeping Arrangements:

Main / Entry Floor

Bedroom 1 - King bed w/ en suite bathroom

Bedroom 2 - King bed w/ en suite bathroom

Lower level

Bedroom 3 – King bed w/ en suite bathroom

Bedroom 4 – King bed w/ en suite bathroom

Sleeper sofa


★ Spectacular vineyard views in peaceful, serene setting

★ Shaded porch area on the North, enormous elevated deck on the South and expansive paver patio on the ground level

with comfortable seating throughout

★ High end finishes and furnishings

★ Gas fireplace, gas firepit, gas grill, cable TV, Wi-Fi, washer/dryer

★ Ping-pong / rec area in temperature-controlled garage


★ 2 miles to downtown Yamhill

★ 5.5 miles to Carlton

★ 11 miles to McMinnville

★ 35 miles to downtown Portland

★ 65 miles to the Oregon coast

★ 600 wineries within a 50-mile radius

Please don’t hesitate to reach out if you have any questions.

Sleeping Arrangements

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

Bathroom Configuration

Full Bathroom #1: Tub, Shower, Toilet
Full Bathroom #2: Tub, Shower, Toilet
Full Bathroom #3: Shower, Toilet
Full Bathroom #4: Shower, Toilet
Half Bathroom #1: Toilet

Property Rules

Check In: After 4pm
Check Out: Before 10am
Smoking: Not Allowed


Air Conditioning
BBQ Grill
Bbq Area
Bed Linens
Body soap
Business Travel Ready
Carbon Monoxide Detector
Children Welcome
Clothes Dryer
Clothing storage
Coffee Maker
Cooking Basics
Covered Patio
Desk Chair
Dining Table
Dishes And Silverware
Enhanced Cleaning
Fire Extinguisher
Free Wifi
Hair Dryer
Hot Water
Ice Maker
Initial paper products
Iron Board
Kitchen Island
Living Room
Long Term Stays Allowed
Mountain View
Near Vineyard
Open Patio
Outdoor Lighting
Patio or Balcony
Ping pong table
Private Entrance
Requires Stairs
Satellite or Cable
Self Checkin Checkout
Smoke Detector
Soaking Tub
Vineyard Views
Washing Machine
Wireless Internet



Frequently Asked Questions

1  Tenant agrees to leave the premises and its contents in the same condition, neat and tidy, as Tenant found the premises to be upon move-in, normal wear and tear expected. 
2  All dishes are to be washed and all garbage removed from the premises and placed in outside receptacles. 
3  No glitter or confetti is to be used or dispersed on the property. Failure to comply will result in extra cleaning fees of at least $300.00 at a minimum.
4  The maximum number of occupants shall not exceed the advertised number stated on the listing.
5  Furnishings are not to be removed from the premises for use outside or in other properties.
6  If Pets are allowed on Property a $100 per pet fee is required. Let us know if you will be bringing pets so we can send a $100 request per pet. Please pick up after your pets. If feces are left behind an extra charge of $50 applied clean up. If it is marked as "No pets" this policy must be observed and pets are not allowed on premises.
7  Smoking is not allowed in the unit. $500 fine if evidence of smoking is found in the unit.
8  Reservations are not made by or for a minor, defined as any person under the age of twenty-five (25).
9  Tenant and any guest of Tenant shall obey all laws of the state the rental vacation rental property resides in, as well as local laws, at all times while they are on the premises. Failure to abide by the laws of the state or the above rules may cause tenant to be asked to vacate the premises and forfeit all rents and security/damage deposits.
10  There shall be no noise that can be heard outside the home between the hours of 10pm - 7am. If noise is an issue, you will get a written warning text message to the number that booked the reservation and/or a phone call. If noise does not stop, you will be fined up to $300 or possibly evicted immediately.
11  Any items left that a guest leaves and wishes to be returned and shipped will incur a $30 fee plus shipping. 
12. Commercial use of the property, including filming, is prohibited unless approved with a signed location release form. Any unauthorized filming for commercial use will result in immediate eviction and possible legal action.

Tenant and all other occupants will be required to vacate the premises and forfeit the rental fee and security deposit for any of the following: Occupancy exceeding the sleeping capacity of the listings advertised guests, using the premises for any illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.

Violations of our noise rules or maximum number of guests agreed to at the time of booking will result in possible fines or immediate eviction with all loss of all rents.  Depending on severity if there is a noise situation we may call and issue a warning or proceed with a $300 fine. If we cannot reach the guest that booked the property someone will show up to at a minimum issue a $300 fine and/or evict the entire group immediately. Any delay will result in us involving the authorities and trespassing every person on the property as well as the loss of all rents. Additional fines or damages may be assessed after removal. 

iTrip or the Owner, does not assume any liability for loss, damage or injury to persons or their personal property. Neither does owner accept any liability for any inconveniences, damage, loss or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, electricity or plumbing, as well as due to weather conditions, natural disasters, acts of God, or other reasons beyond its control.
The undersigned Tenant, for himself/herself, his/her heirs, assignors, executors, and administrators, fully releases and discharges Owner from any and all liabilities, claims, demands, and causes of action by reason of any injury, loss of damage by whatever nature which has or have occurred, or may occur to the undersigned, or any of his/her guests as a result, or in connection with the occupancy of the premises and agrees to hold Owner free and harmless of any claim or suit arising there from. In any action concerning the rights, duties or liabilities of the parties to this agreement, their principals, agents, successors or assignees the prevailing party shall be entitled to recover any reasonable attorneys fees and costs. Owner reserves the right to terminate this Agreement upon their discretion at any time.


Do not wait….BOOK NOW!!!
5/5 stars
Absolutely amazing house!! They truly thought of everything you would need for your stay. The views are breathtaking….from sunrise to sunset. The four masters are perfect for four couples. We spent time socializing on the patio, cooking in the kitchen and playing ping pong and games in the game room. I wanted to pick the house up and bring it home. Great location to access many wineries. And the free tastings at several wineries is a nice addition. Seriously, don’t hesitate and just book this piece of heaven.
- Elizabeth
Excellent place to stay!
5/5 stars
This might be the nicest and most beautiful home I have ever rented! It had everything you will ever need!!!!
- Jen
The best!
5/5 stars
We have stayed in many vacation rental houses over the years, but The Gables is by far the best yet! We had 8 adults (4 couples) so the 4 bedrooms with ensuite baths were perfect for our group. The view off of the back porch looks like a painting. Actually, every view from the home is unbelievable. The kitchen was well stocked and we enjoyed cooking several meals after days of visiting wineries. The ping pong table provided great entertainment for our competitive family! And each night was spent on the back porch playing games, drinking wine and enjoying each other's company. Itrip NW could not have been easier to work with. It was obvious they wanted to ensure a 5 star experience. We will return and recommend to our friends and family.
- Caroline
Best Ever VRBO!
5/5 stars
This home is gorgeous and perfectly appointed. It was recently built and decorated with impeccable style. It sits on a hilltop in Yamhill with beautiful views from every window and every porch/deck! They have made the best of every appliance, toiletry, utensil, etc. available for their guests. I cannot recommend this property highly enough. I found the owners/managers to be extremely helpful and timely.
- Christina
5/5 stars
We were extremely pleased with everything about this property. We were a group of 5 families and booked both homes at Quandary. Style, location, views, cleanliness, all a 10/10. It was evident that an immense amount of care and thought went into every detail. From the linens and towels to the toiletries provided, every single item was thoughtfully selected to provide guests with the ultimate experience. Great recommendations for activities including a private chef and wineries to visit. Would return and highly recommend to anyone considering a stay here. Thank you Quandary for an unforgettable stay!
- Ginger
Awesome house!
5/5 stars
The Gables at Quandary Vineyards is absolutely beautiful! The pictures on website do not do the view justice! From the back porch, you can see for miles and miles! The property managers were awesome, communicated with us on some unforeseen circumstances, quickly and fairly resolved the situation. The house was very well appointed. We would go back tomorrow!
- Nancy
Amazing home, gorgeous views!
5/5 stars
The Gables at Quandry Vineyards was the perfect place for a girls getaway! We enjoyed sitting on the decks drinking coffee in the rockets in the front deck, cooking in the gourmet kitchen, enjoying dinner and breakfasts outside on the back deck, and loved the 4 en-suite bedrooms with plush bedding. A slight negative was the chefs kitchen was missing cutting boards and baking sheets. Having those would make the kitchen complete!
- Carolyn
5/5 stars
Absolutely the best home we have stayed in! We traveled with a very particular group who enjoys luxury. We notice details and appreciate ALL the things that added a comfortable luxurious stay. This home checked all the boxes! 4 master suites with 4 couples for my 50th bday - was theeeee best decision! We ventured out wine tasting, hiking, drive to the coast.. but honestly we really felt that this home was such a beautiful destination and wanted to spend time there. Cooking in the kitchen together was such a pleasure- the space allowed us all to be together- the game room was quiet great addition and sitting at a round table all together allowed for amazing concert and memories to be made. Thank you for your beautiful home! We hope to come back with our families… there is plenty of space and privacy. Would love to send the owners a gift from our home in Hawaii- if you can share their address. Warmest Aloha, Chelsey and our Village
- Chelsey
Family trip
5/5 stars
Great house, view and location for Willamette Valley. Private and good location
Beautiful home and beautiful views
5/5 stars
We fell in love with the views! It’s what captures your attention immediately. Then you look around the house. Beautifully decorated, a lot of room, perfect for our family reunion….privacy and fun together.
- Diane
Luxury Accommodation With Stunning Views
5/5 stars
We previously stayed at The Farmhouse at Quandry Vineyards and loved it. This time, we brought another couple with us to experience Willamette, and decided to stay at The Gables. Such a great choice. Like The Farmhouse, The Gables is a true luxury home ... though it's a bit bigger and has even better views than The Farmhouse. With two true master suites, it was perfect for two couples. The other two En Suite bedrooms in the lower level were also well appointed. With three separate "hang-out" areas (one on the main floor, one in the basement, and one in the converted "garage"), there was plenty of space for everyone to spread out. But each of those three rooms had enough seating for all of us to spend time together when we wanted. The kitchen was fantastic, and the back deck has truly spectacular views. The gas grill back there has a hardline to the house, so no worrying about propane tanks. As with most homes with such great views, the internet is satellite-based, but it was generally fine. We stayed for a full week, and several of us worked remotely from the house the whole time with very few interruptions in service. In sum, this is one of the nicest rental homes I've ever stayed in. We highly recommend staying here. And Corey, of course, is a fantastic host.
- Dan
5/5 stars
This entire property is beyond amazing and perfect for a few days of wine-tasting or just relaxing on the back porch enjoying staring out into the vineyard. We had four couples in our group and plenty of room and comfort for everyone. House is extremely well-appointed, views are incredible and various spaces to hang out separately or together. The owners have taken every step to make sure everyone has whatever they might want or need to enjoy their time. If there were 6 stars, I’d give it that.
- Matt
Beautiful weekend getaway!
5/5 stars
This home is even better in person than the pictures show. These owners spared no expense in the construction and decorating of this home. The double deck out back is quite possibly the most beautiful view I’ve seen. We traveled with 4 couples and this home is set up perfect for that. There is plenty of room for privacy but also a great space for entertaining. We would absolutely recommend this home to others!
- Breck
Oregon wine tasting
5/5 stars
I can’t imagine a more perfect house for our group of four couples. The entire property is beautiful and included everything we needed to enjoy our stay. The house was immaculately clean. ITrip was very responsive and made a same day delivery of items we requested.
- Beth
Perfect Home for Wine Country Experience!
5/5 stars
We had four couples stay at this home for a 4 day trip to the Willamette Velley area wineries, This house is amazing and met ALL expectations. It is new, clean, beautifully decorated and appointed with everything you could need. It was wonderful to visit wineries by day and have dinner on the back deck in the evenings. The view is stunning and the area so peaceful. We would go back again without hesitation! Thank you for opening this home to visitors, it was such a pleasure to stay there.
- Sue
Absolutely stunning!
5/5 stars
This home is truly spectacular. It offers the perfect balance of luxury and comfort. The entire house is smartly decorated with gorgeous furnishings. Everything from the towels and linens to the furniture and light fixtures are of the highest quality and are absolutely beautiful. The gourmet kitchen is well-stocked with everything you need to prepare a delicious meal. The large, covered patio is the perfect spot to dine alfresco while overlooking the vines and sipping on local wines. Between the ping-pong table, multiple modern flatscreen televisions, and the round table downstairs for board games the whole family had a great time. Communication with the management company was friendly, prompt, and organized. The place was perfectly spotless when we arrived, and check-in and check-out were a breeze. It is fair to say this is my dream home. I simply cannot wait to come back and stay again.
- Elaina
Amazing Experience!
5/5 stars
The property is absolutely amazing! There was no expense spared in the construction and furnishing of this home. The views are spectacular. We had everything we needed, the management company is helpful and easy to work with. I seriously can't say enough. We can't wait to go back!
- Leslie
It is Better than the Pics
5/5 stars
The Gables is amazing! Great for 4 couples. Living areas and outdoor spaces are comfortable and upscale. Kitchen has everything you need save maybe a few extra wine glasses for a tasting dinner. The views are inspiring. House was spotless also and every detail was in order. We can’t wait to go back.
- Kevin
5/5 stars
We had the best time at The Gables! It was the most beautiful view, the house was incredible. The beds were comfortable and everything was really clean. Everything was so cute and well designed. I think I can speak for our group, this place was incredible! Would definitely book again!
- Kara

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Toll Free (833) 464-8747