Entire home

Historic Equestrian Estate in Middleburg Hunt Country

Photo gallery for Historic Equestrian Estate in Middleburg Hunt Country

Pool
Pool
Exterior
Pool
Exterior

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10

Popular amenities

  • Pool
  • Dryer
  • Washer
  • Parking available
  • Barbecue grill
  • Fireplace

Explore the area

Map
Middleburg, VA
  • Glenwood Park
    ‪5 min drive‬
  • Greenhill Winery & Vineyards
    ‪15 min drive‬
  • Stone Tower Winery
    ‪24 min drive‬
  • Washington, DC (IAD-Washington Dulles Intl.)
    ‪43 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Double Bed

4 bathrooms, 2 half bathrooms

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Bathtub or shower · Jetted bathtub · Shampoo

Bathroom 5

Toilet

Bathroom 6

Toilet

Master Bath

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden

About this property

Historic Equestrian Estate in Middleburg Hunt Country

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 oak trees.

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.

Property manager

Kristiane
Premier Host

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Middleburg

Located in Middleburg, this holiday home is in a rural area and in the mountains. Aldie Mill Historic Park and Oatlands Historic House and Gardens are local landmarks, and travellers looking to shop may want to visit Historic Downtown Purcellville and Purcellville Plaza. Museum of Hounds & Hunting North America and National Sporting Library & Museum are also worth visiting. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
Map
Middleburg, VA

What's nearby

  • Glenwood Park - 5 min drive - 3.1 km
  • Greenhill Winery & Vineyards - 15 min drive - 11.4 km
  • Cana Vineyards and Winery - 18 min drive - 11.6 km
  • Stone Tower Winery - 24 min drive - 17.7 km
  • Bluemont Vineyard - 26 min drive - 17.8 km

Getting around

  • Washington Dulles International Airport (IAD) - 43 min drive

Restaurants

  • ‪Red Horse Tavern - ‬12 min drive
  • ‪King Street Oyster Bar - ‬12 min drive
  • ‪Lost Barrel Brewing - ‬15 min drive
  • ‪The Red Fox Inn & Tavern - ‬12 min drive
  • ‪Greenhill Winery & Vineyards - ‬18 min drive

Frequently asked questions

Does Historic Equestrian Estate in Middleburg Hunt Country have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Historic Equestrian Estate in Middleburg Hunt Country pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Historic Equestrian Estate in Middleburg Hunt Country?

Check-in begins at 3:00 PM.

What time is check-out at Historic Equestrian Estate in Middleburg Hunt Country?

Checkout is at 11:00 AM.

Where is Historic Equestrian Estate in Middleburg Hunt Country located?

Situated in the mountains, this holiday home is 1.7 mi (2.8 km) from Glenwood Park and within 6 miles (10 km) of Red Fox Fine Art and The Byrne Gallery. Museum of Hounds & Hunting North America and Tudor Day Spa are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Dorothy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Luxury and Elegance

Wonderful. The house and grounds are superb. Katrina and Monica were charming and welcoming.
Stayed 1 night in Apr 2025

10/10 Excellent

Catherine R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous Weekend!

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.
Stayed 2 nights in Jan 2025

10/10 Excellent

Danny F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible House and Experience

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.
Stayed 2 nights in Feb 2025

10/10 Excellent

Danielle Hobbs P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A magical space for any retreat

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!
Stayed 7 nights in Aug 2024

10/10 Excellent

bryan h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic 50th birthday celebration

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
Stayed 4 nights in Sep 2024

10/10 Excellent

Michelle M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Venue for Rest, Relaxation and Healing

We held a couples counseling intensive at the farm this past weekend and it was the perfect venue for this event. The huge sun porch was able to fit our large group and we were able to do work while enjoying the horses and beautiful landscaping and sunshine. The kitchen, dining area and all the different outside seating options were perfect for serving meals and snacks and the kitchen had all that we needed serving wise. We had some plumbing issues happen and the farm manager showed up promptly in response and fixed things so that we could continue without a hitch. Our group loved it so much that we have booked it for our fall intensive as well!
Stayed 3 nights in Jun 2023

10/10 Excellent

Rob I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2024

About the host

Hosted by Kristiane

Host profile image

Premier Host

They consistently provide great experiences for their guests