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Paradise in the Virginia Wine trail and horse country

Bedrooms 4
Separate WC's1
Space 3,000 sq. ft.
Property type house
Minimum Stay 1 - 2 nights


About the property

4 Bedrooms 2.5 Bathrooms Sleeps 8 (10 with sleeper sofa)

Single family home that is on 20 acres and part of a larger family owned farm. Cows and crops still active on the property. Fresh herbs - oregano, rosemary off the deck, Blackberry bush at pool - all can be used by guests seasonally. Large farm market adjacent to the property and hosts Fall harvest activities and Haunted Corn maze.

Less than 10 minutes from Robert Trent Jones golf, home site of major golf events & tournaments.

4 bedroom, 2 1/2 baths. including MBR suite (king) with large soaker tub.1 king, 2 queens, sleeper sofa in great room. Formal living and dining rooms. 2 large family living areas. large eat in kitchen

Outdoor living space, outdoor kitchen and in ground pool

Pond with fishing, basketball, Ping pong table.

Wifi. Park style grill and gas grill. Outdoor fire place perfect for an evening glass of wine from your day trip to the local wineries

More Details

Karen Webb
Member since: 2015
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
19 January, 2018

About Karen Webb

Owners (Karen & Doug) built the home in 1996. The home is built on the family farm and overlook the 200 acre farm that still grows crops and pastures with cows. Residents of Fauquier county since childhood.

Raising three boys the home has been the site of all the extended family gatherings because of the spacious indoor and outdoor living spaces. The areas provide plenty of area for everyone to spread out and relax, offering many different places to sit and relax.

Two of the boys are off to college and the house is not used to capacity it once was. The house was built for family togetherness and vacations and placing it on the rental market allows the home to be used as intended for families and memories to be made. Owner maintains intermittent residence in basement apartment.

Karen Webb purchased this house in 1996

Why Karen Webb chose Warrenton

The property is named Pineapple Hill, as symbol for hospitality & welcome. For many years extended family always came to the home for holidays, birthdays and other celebrations. The large farm property has been in the family for over 35 years and handed down from grandparents.

Our boys had the privilege to have grandparents close by. During snowstorms my grandfather loved to come pick up the boys and drive them around the property and pull them on sleds. We hope that families using the property will have their own fond memories. Owner basement apartment allows for quick responsiveness for any issues vacationers may have and allows us to provide Bed & Breakfast services on select weekend ~ just ask how we can support your party!

What makes this house unique

View of the farmland that has been in the family off the back porch. Tranquil, secluded pool area that makes you feel transported to a resort. Mountain views from the front porch. Area is thought to be part of the Civil War activities. Plenty of wildlife to include deer, fox, wild turkeys and bald Eagles have been spotted.

Amenities that make you step onto the property and immediately able to start your vacation include paper towels, toilet paper, trash bags, laundry and dishwashing detergent.


Accommodation and facilities for this holiday house in Warrenton in Fauquier County

Property Type:
  • house
  • Catering available
  • Breakfast - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Check-in: 15:00
  • /
  • Check-out: 11:00
  • Max. occupancy: 10
  • Min. age of primary renter: 23
  • Children welcome ...
  • Parties/events allowed ...
  • Pets considered ...
  • Non smoking only ...
  • Property is available for group events with prior notification, event fees may apply. Talk with the owners to discuss your needs
Location Type:
  • city centre ...
  • Golf Course Front ...
  • Mountain View ...
  • rural ...
  • Water View ...
  • Away From It All
  • Family
  • Historic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Toaster ...
  • Dining ...
  • Dining Room
  • seating for 10 people
  • 2 Bathrooms
  • 1 Separate WC
  • Bathroom 2 - Toilet , Shower Enclosure
    Bathroom 1 - Toilet , Shower Enclosure , Jacuzzi , en suite to Master bedroom
    Bathroom 3 - Toilet
  • 4 Bedrooms, Sleeps 10
  • Bedroom 4 - 1 Large Double Bed , TV in room hooked to local channels
    Bedroom 2 - 1 Large Double Bed , Queen bed with TV, large closet
    Bedroom 3 - 1 Extra Lg. Double Bed , King bed with TV & large closet
    Master - 1 Extra Lg. Double Bed , TV with DVD & hooked to cable channels, large ensuite bath
  • all bedrooms are on the second floor, there is a queen size sleeper sofa in the great room that allows for 10 to sleep Pack N Play on property
  • Books ...
  • DVD Player
  • Game Room ...
  • Games ...
  • Ping Pong Table
  • Satellite / Cable
  • Television
  • Toys ...
  • Video Library ...
  • Terrace
  • Garden
  • Barbecue ...
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool ...
  • churches
  • festivals
  • restaurants
  • water parks
  • winery tours
Leisure Activities:
  • antique hunting
  • bird watching
  • outlet shopping
  • photography
  • scenic drives
  • Shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
Sports & Adventure Activities:
  • Basketball Court
  • equestrian events
  • fishing
  • golf
  • hiking
  • swimming
Our property has plenty of wide open spaces for family outdoor activities. Outdoor basketball court. Come relax and enjoy


Excellent! 4.7/5 -
(43 traveller reviews)

81% Complete
13% Complete
2% Complete
0% Complete
2% Complete
Paradise in the Virginia Wine trail and horse country
average rating of 4.72093 based on 43 reviews


  • 5 of 5

We rented the Pineapple Hill house last month to attend a family wedding in the Washington DC area and it was everything we expected and more. Comfortable beds, plenty of seating, fully stocked kitchen, convenient key code entry, beautiful grounds, great outside deck area. We visited a bit too early in the season to be able to use the pool though.

We hosted a rehearsal party for the bride and groom, family and friends at the property and this is where the host, Karen, was a shining star! Every request I had, Karen responded with enthusiasm and then offered so many helpful items. Chafing dishes, drink dispensers, serving dishes, tiki torch fuel, s'mores fixins for the outdoor fireplace, and so much more!

Something we didn't see in the listing was that there is a basement apartment and this is where the host and husband lived while we were there. It did not detract from our stay, but guests should be advised.

There was a moment when it seemed there was not enough hot water to accommodate the number of people in the house, but one call to Karen and she explained that a switch needed to be flipped and her son was on his way to address the issue. Within 20 mins the problem was corrected! Plenty of hot showers for all of us :-)

We would definitely recommend a stay at Pineapple Hill for everything from a quiet family getaway to a venue for entertaining. Thank you Karen!

  • Review Submitted: 18-May-2016
  • Date of Stay: April 2016
  • Source: VRBO, from HomeAway
Owner's Response: Christine Thank you for your wonderful review and we are so happy that your special family time at Pineapple Hill was as you had hoped. Congratulations and thank you!
Did you find this review helpful?
1 0

We were in town for a wedding with 8 adults and 2 kids! The space was perfect!

  • 4 of 5

The home was clean and had everything we needed.

  • Review Submitted: 20-Nov-2017
  • Date of Stay: November 2017
  • Source: HomeAway
Owner's Response: Kelly Thank you for your kind words we are so pleased that you chose to stay in our property for your family celebration Karen
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Plenty of space

  • 5 of 5

Owner made us feel very welcome on arrival with lemonade ready and lights in the windows. The house is beautifully decorated with lots of room for our group of 10. The outdoor fireplace, heater and outdoor dining areas were greatly enjoyed by our group. Lots of wineries close by. We will definitely come back.

  • Review Submitted: 30-Oct-2017
  • Date of Stay: October 2017
  • Source: HomeAway
Owner's Response: Amy Thank you so much for your kind words. We are so happy that you found our home comfortable and met your parties needs. We would be happy to have you stay in the home again. KAren
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  • 5 of 5

Great house, incredible views!

  • Review Submitted: 23-Oct-2017
  • Date of Stay: October 2017
  • Source: HomeAway
Owner's Response: Courtney Thank you so much for your kind words about our property. We are so happy that you felt that the space met your needs. We do believe our part of the country is perfect. Thank you Karen
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Beautiful, immaculate home with so many thoughtful touches

  • 5 of 5

We stayed at this property to celebrate our son's wedding nearby, and were absolutely delighted with the house, the pool, and the surrounding area. Cannot recommend highly enough. Our bathroom in the master bedroom alone was easily the size of a New York studio, and the whole house had every amenity you could wish for. We enjoyed our morning swims, breakfasts on the deck, and a sense of luxury throughout. This was the perfect setting for our family gathering.

  • Review Submitted: 25-Sep-2017
  • Date of Stay: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Shelley Thank you so much we are so happy that the home was what you were looking for. We are glad the little touches helped with your stay Kindest regards Karen
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Perfect family reunion!s

  • 5 of 5

We spent two days at Pineapple Hill house before my son's wedding .Everybody fell in love with all the amenities the property has . Beautifuly decorated , clean and spacious ,the house is perfect for a retreat .

We love the beds , very comfortable and the bathrooms are very nice and clean .'

Karen the owner was very helpful and answer all our questions right away ,always offering to help us in every way, She is an excelent hostess and know how to treat and please her customers .-

Thank you Karen for your hospitality!

We will always remember this special time!

The Pelaez

  • Review Submitted: 17-Sep-2017
  • Date of Stay: September 2017
  • Source: HomeAway
Owner's Response: Thank you so much - it was a pleasure that you chose our home for your family celebration and time! Kindest regards Karen
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Jiffy Lube Live
"Outdoor concert amphitheater. Major concert venue"
Giuseppe's Italian Restaurant
Nearest Airport
30 Miles
Washington Dulles & Washington Reagan
Nearest Barpub
2 Miles
Northside 29 restaurant
Nearest Golf
3 Miles
Robert Trent Jones, Lake Manassas
Nearest Train
12 Miles
Amtrak, Manassas
Nearest Motorway
5 Miles
Interstate 66
Nearest Restaurant
2 Miles
Eggspectations, Brooklyn Brothers Pizza
Nearest Ski
84 Miles
Massanutten Resort
Nearest Beach
200 Miles
Virginia Beach
Car: necessary

Wineries, craft brewery, local farm market. Check out the wine festivals, moonlight polo and Gold Cup (horse racing) in May.

Spring in horse country is beautiful watch the grape vines spring to life and foliage as it emerges from the winter. Great for horse country, home tours and winery visits. Take home a bottle of your favorite

The fall is perfect for fall farm tours, apple picking and watching fall foliage.

Make this property your gathering point to take in the events.

Perfect location & setting for friends and family to gather for a weekend get away, family gatherings (brunches, baptisms & weddings), weekends in the country with friends.

Plenty of room on the grounds for parking and plenty of room for kids to play and your event. Ask about hosting your event on our property


Prices & Availability

Ask Owner a Question

Additional pricing information

Pet Fee £35.99
Damage Insurance £42.47
Damage Deposit £269.92

Lovely country house on 20 acre farm lot. On Washington,DC side of Warrenton, VA. Inground pool looks like a resort.
Owners maintain an apartment on site

Owner's Cancellation Policy

  • 50% refund for cancellations more than 7 days before check-in date.
  • 100% refund for cancellations more than 14 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.