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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


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. Large farm market on 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 a day
Response rate:
Calendar last updated:
28 March, 2017

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 Northern Virginia - Washington DC

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
  • Lunch - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Max. occupancy 10
  • non smoking only ...
  • pets considered ...
  • Events Allowed
  • children welcome ...
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
  • 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


Wonderful! 4.8/5 -
(29 traveller reviews)

Paradise in the Virginia Wine trail and horse country
average rating of 4.7586207 based on 29 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: May 18, 2016
  • Date of Stay: Apr 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!
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  • 5 of 5

The house was great! We used it for a place to stay after visiting some wineries.

  • Review Submitted: Jan 30, 2017
  • Date of Stay: Jan 2017
  • Source: VRBO, from HomeAway
Owner's Response: Danielle Thank you for your kind words and we are so happy that our home worked out for your get a way weekend! have a great day! Karen
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Wonderful, Comfortable Stay

  • 5 of 5

We enjoyed a short but very comfortable stay. The owners are easy to work with and very friendly and the house is large and comfortable.

  • Review Submitted: Jan 14, 2017
  • Date of Stay: Jan 2017
  • Source: HomeAway
Owner's Response: Chris Thank you for choosing Pineapple Hill and we are so pleased that you found the accommodations to work for you and your party. Kindest regards Karen
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Wonderful Family Christmas

  • 5 of 5

This house is as described and the hosts definitely deserve all of the excellent reviews that they are receiving. My husband and I rented the house so that we could host our 3 adult children and their spouses all in one place; rather than having to put everyone up in hotels and then squeezing them into our small apartment for dinner.

My favorite part of this house was the downstairs entertaining area. This section of the house is so large that we actually only used the family room and kitchen – didn’t even need to step into the formal living room or dining room. There were more than enough seating areas for everyone to spread out and play card games, watch movies, share a conversation with a sibling they haven’t seen in a while or even commandeer the comfy chair and ottoman in the corner by the Christmas tree to work on a cross stitch. I loved that the kitchen is huge and open to the family room so that I could easily cook while still being part of the family.

I noticed several comments (in the reviews) about the owners living downstairs and I’m not quite sure why this would be considered a bad thing. When we arrived at the house there were cookies and lemon aid all set up and a candle burning so the house smelled wonderful. During our stay I texted the owner once to ask how to get the gas fireplace started and she immediately texted me back with instructions and an offer to come up and help if needed. Her directions were excellent so I didn’t need her to come up. However, I actually found it comforting to know that if something went wrong or didn’t work they were close by to help out.

  • Review Submitted: Dec 31, 2016
  • Date of Stay: Dec 2016
  • Source: VRBO, from HomeAway
Owner's Response: Lynn Thank you for your kind words about our home and how well it worked for your family holidays together. We are so happy that Pineapple Hill is part of your family memories. Karen
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We have never received so many compliments on a home that wasn't ours.

  • 4 of 5

Excellent location and beautiful property for entertaining. The surrounding land is pretty, any kind of shopping is 20 minutes or less away, and the house is lovely and spacious. The owners were responsive and at the same time so discrete one would never know they are on the property.

  • Review Submitted: Oct 19, 2016
  • Date of Stay: Oct 2016
  • Source: Vacation Rentals, from HomeAway
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Great Property, Great Area

  • 5 of 5

House was wonderful. Extremely comfortable, very quiet, no disruptions of any kind. Great pool area and plenty of space for six people. As advertised, perhaps even better.

  • Review Submitted: Sep 26, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your kind words about our property! We are glad our home worked well for your party! Have a great day 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 our event process


Prices & Availability

Prices for this holiday house in Warrenton, Virginia

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
My Standard Rate
1 night minimum stay
for 1 night

Additional pricing information

Refundable Damage Deposit £300
Pet Fee £40
Property Damage Protection £47
Tax Rate 8.0%

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.
Enter dates for accurate pricing
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