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Paradise in the Virginia Wine trail and horse country

26 Reviews
Bedrooms 4
Separate WC's1
Property type house

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Photos and Description of this 4 bedroom holiday home in Warrenton - Pineapple Hill

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

  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible

Karen Webb
Member since: 2015
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
20 October, 2016

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.


based on 26 holidaymaker reviews

Paradise in the Virginia Wine trail and horse country
average rating of 4.730769 based on 26 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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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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Home away from home

  • 5 of 5

Pineapple Hill was the perfect place to stay while in warrenton for a wedding at the black horse inn. The house was even nicer in person than in the pictures. Plenty of space for four couples to relax in between events. Beautiful deck and pool area to use too! The owners did stay on site but that was ok!! Didn't even know they were there (but wish we met their dog!). Karen was very quick to respond to any questions we had while booking. Would come back again if I'm the area!

  • Review Submitted: Sep 18, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: Kate Thank you so much for your kind words about our home. Our goal to help our guests feel the comforts of home and be able to relax and enjoy. I am so glad that your trip went well. Kindest regards Karen
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A beautiful place

  • 5 of 5

Pineapple Hill is a beautiful place to stay. The owners were very helpful when questions arose and the accommodations were wonderful. The home worked well for our large family. There is everything that you could ever need. The deck/patio and the pool were awesome and well used by my children and my nieces and nephews. Grocery stores and restaurants are nearby, yet the property is secluded and private.

  • Review Submitted: Sep 10, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: Michael and guests I am so glad that your visit worked out so well. We do strive to ensure that our home works well for a large family to enjoy for what ever reason they are traveling. We appreciate your comments about our home and location. We do love our home and location and agree it is possible. We are glad we were able to help your travel smoothly and you found us available. The deck/patio and the pool are my favorite as well.
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Just perfect! The property was just as beautiful in person as presented on the site.

  • 5 of 5

We barely left the house as it had all the amenities we wanted with a group of gals. We did enjoy the vineyards one afternoon as our only outing. The pool is amazing as is the outdoor kitchen and all of the lovely indoor/outdoor living spaces. The owners are super easy to work with and responded very timily to questions. We highly recommend.

  • Review Submitted: Aug 29, 2016
  • Date of Stay: Aug 2016
  • Source: VRBO, from HomeAway
Owner's Response: Sharon I am so glad that you and your guests felt comfortable and relaxed in our home during your get away. Thank you for staying and your kind words!
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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, Northern Virginia - Washington DC

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 £307
Pet Fee £41
Property Damage Protection £81
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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Available arrival


Accommodation and facilities for this holiday house in Warrenton in Virginia

Property Type:
  • house
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 3000 sq. ft.
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 ...
  • Events Allowed
  • Long-term Renters Welcome
  • children welcome ...
  • non smoking only ...
  • pets considered ...
  • 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

Partner Offers

Portable wifi hotspot

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