Historic Equestrian Estate in Middleburg Hunt Country

Middleburg, Virginia
$1651 avg/night Minimum Stay 1 Nights
Bed 5

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

Forget your worries in this spacious and serene equestrian estate. Historic White Oaks Farm dates back to the 1800s and offers a glimpse into the famed Middleburg mystique, where the Kennedy’s spent their weekends riding horses and foxhunting. Create your own memories in the resort-like setting, fully equipped with an outdoor kitchen, stunning pool, cabana, outdoor dining areas, hiking trails and lush gardens. Enjoy views out every window of grazing horses and majestic 100-year old oaktrees.

This historic horse farm is centrally located and is under 10 minutes to Goodstone Inn, the Salamander Resort and Spa and charming downtown Middleburg. The surrounding areas offer fine dining, wineries, breweries, antiquing, hiking, steeplechase racing, and exciting polo matches. This location, with it’s paved road and nearby connecting dirt roads, is a cyclist’s paradise. Now offering high-speed Starlink internet!

Mountville Road is situated in an ideal corridor offering easy access to Middleburg and Leesburg and is only 35 min to Washington Dulles International Airport. You can hop on the Dulles Toll Road and be to Georgetown in under an hour. Yet, you are just minutes away from the charming towns that dot the countryside, including Unison, Bluemont, Airmont, Aldie, Upperville and beyond.

The second you enter the gates of White Oaks, you feel transported back to a more peaceful and carefree time. As you approach the main home, you will pass the courtyard horse stables. The original stone house dates back to the 1800s and an addition created a large, modern and open kitchen with a formal dining room, formal living room, and spacious theater room with a large wine cellar.

The kitchen opens up onto an outdoor covered patio with a large dining table and chairs overlooking the expansive gardens and stone walls. From there, you can enjoy access to the attached sun room, complete with ceiling fans, stone walls, and a comfortable lounging sectional. The sunroom’s doors open out to the back lawns and pool as well as into the formal indoor dining room, which boasts a wood-burning fireplace.

The living room opens onto the back patio and offers views into the front and back gardens with towering oak trees. This Restoration Hardware room is equipped with a gas fireplace, setting a perfect tone for morning coffee or cozy evenings.

The library has views of the horse paddocks and front gardens and faces the front walkways and front door and offers a small couch, desk, flatscreen TV, and wood-burning fireplace.

Attached to the library is a large office and gym space offering a mudroom, a half bath and another side entrance door. There are two staircases leading upstairs, where you will find the spacious master suite with attached bath, a separate large Roman spa tub and shower, a lounge room, and the laundry room.

Upstairs there are also four guest bedrooms that share two fully renovated bathrooms between them. Two bedrooms offer stunning views of the pool and gardens, and the other two bedrooms offer sweeping views of the scenic front horse pastures and lawns.

You may have as much or as little interaction with the horses onsite as you would like. There are plenty of opportunities for horse petting and carrot-feeding.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

    Blender Coffee Grinder Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture
  • POOL/SPA

    Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Printer
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Center Golf Nearby Hiking Nearby Horse Riding Nearby Kayaking Nearby Swimming Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books Games Stereo Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Playground Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Eric Y.

    Submitted Feb 17, 2026

    Stayed Feb 13, 2026

    The amenities, location and host could not have been better. A truly exceptional stay!

  • Sasha M.

    Submitted Oct 9, 2025

    Stayed Sep 26, 2025

    Beautiful property

  • rachel j.

    Submitted Sep 9, 2025

    Stayed Aug 14, 2025

    This house was absolutely perfect for my bachelorette weekend! Kristiane was amazing and so welcoming. She answered all the questions we had about the property. 10/10 stay and trip! I can not recommend this place enough!

  • Katie K.

    Submitted Sep 1, 2025

    Stayed Aug 7, 2025

    We had an amazing weekend getaway in Middleburg. The house and grounds are gorgeous and very comfortable. The pool was the main attraction. We will definitely be back!

  • Marie G.

    Submitted Aug 24, 2025

    Stayed Aug 22, 2025

    This is absolutely the most wonderful place I’ve ever stayed. It’s clean, well appointed and absolutely stunning!

  • Submitted Aug 14, 2025

    Stayed Jul 31, 2025

    This property met all our (5 women) needs and then some! Manager was communicative and helpful. Location was perfect and actual property was gorgeous. Kitchen was well equipped and outdoor entertaining spots were great! Planning another trip back with the husbands!

  • Andy S.

    Submitted Jul 21, 2025

    Stayed Jul 15, 2025

    My wife and her friends spent 3 nights at the house for a girls getaway and had the best time. The house and property were beautiful, and the management was very responsive and supportive. The outdoor space was very well maintained, the pool area was especially impressive given how hard it can be to keep those areas clean. The automatic pool cover made a huge difference, too! Thanks for an amazing stay!

  • Max F.

    Submitted Jul 9, 2025

    Stayed Jun 30, 2025

    Property is beautiful. Pool is perfectly outfitted with lounge chairs, floats, Sonos. Interior of house is clean and well furnished with comfortable accommodations.

  • Dorothy F.

    Submitted Apr 25, 2025

    Stayed Apr 23, 2025

    Wonderful. The house and grounds are superb. Katrina and Monica were charming and welcoming.

  • Danny F.

    Submitted Feb 10, 2025

    Stayed Feb 7, 2025

    We had an amazing weekend at this incredible house and property. It’s just 10 minutes to downtown middleburg and the house is beautiful inside and out. The communication with the owner was great, and she offered a long list of helpful recommendations for dining and activities in the area. We definitely recommend this property for anyone in need of a nice relaxing trip in beautiful surroundings.

  • Catherine R.

    Submitted Feb 7, 2025

    Stayed Jan 24, 2025

    Beautiful weekend on the estate! We loved every moment. Don't hesitate to book this spot, it's a real gem. Staff was very friendly and the property was beautiful 10/10 would stay again.

  • bryan h.

    Submitted Sep 23, 2024

    Stayed Sep 19, 2024

    White Oaks was the absolute perfect venue for my wife’s 50th birthday celebration. We hosted 4 couples from across the US for the weekend — and we enjoyed staying together in this amazing location. In particular, the house provided many comfortable and elegant spaces for the 10 of us — from the dining room to multiple rooms for hanging out — to the poolside. Absolute best VRBO we have stayed in! 10/10

  • Danielle Hobbs P.

    Submitted Aug 16, 2024

    Stayed Aug 4, 2024

    My guests all said they felt like they were at an exclusive resort. The grounds are stunning and the house is historic while also being a beautifully updated and kept. They have already requested that we come back next year! Thank you for allowing us to visit your beautiful estate!

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Total

Includes taxes and fees
$1,651+
View details