Leesburg, Virginia
Historic Schoolhouse Retreat
Watson Hall is a charming 2 bedroom schoolhouse that is perfect for those looking to visit wineries and equestrian activities in the Middleburg, Upperville, and Leesburg area...all just minutes away.
This charming and elegant cottage, originally a schoolhouse then later the village meeting house, has been renovated to provide guests with a comfortable country retreat experience. The home’s layout has been designed to completely utilize the space, while maintaining an open flow.
The house is close to some of the best wineries and vineyards in Virginia, extraordinary golf venues such as the RTJ golf course and the Jack Nicholson designed professional course at Creighton Farms, and the soon to be completed USTA Mid-Atlantic professional Tennis training facility, all while near some of the best dining in all of Virginia.
Property License: null
Watson Hall is a charming 2 bedroom schoolhouse that is perfect for those looking to visit wineries and equestrian activities in the Middleburg, Upperville, and Leesburg area...all just minutes away.
This charming and elegant cottage, originally a schoolhouse then later the village meeting house, has been renovated to provide guests with a comfortable country retreat experience. The home’s layout has been designed to completely utilize the space, while maintaining an open flow.
The house is close to some of the best wineries and vineyards in Virginia, extraordinary golf venues such as the RTJ golf course and the Jack Nicholson designed professional course at Creighton Farms, and the soon to be completed USTA Mid-Atlantic professional Tennis training facility, all while near some of the best dining in all of Virginia.
Property License: null
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Aug 14, 2026 | $378 | Not Available | 1 |
| Aug 15, 2026 | $378 | Not Available | 1 |
| Aug 16, 2026 | $378 | Not Available | 1 |
| Aug 17, 2026 | $378 | Not Available | 1 |
| Aug 18, 2026 | $378 | Not Available | 1 |
| Aug 19, 2026 | $378 | Not Available | 1 |
| Aug 20, 2026 | $378 | Not Available | 1 |
| Aug 21, 2026 | $378 | Not Available | 1 |
| Aug 22, 2026 | $378 | Not Available | 1 |
| Aug 23, 2026 | $378 | Not Available | 1 |
| Aug 24, 2026 | $378 | Not Available | 1 |
| Aug 25, 2026 | $378 | Not Available | 1 |
| Aug 26, 2026 | $378 | Not Available | 1 |
| Aug 27, 2026 | $378 | Not Available | 1 |
| Aug 28, 2026 | $378 | Not Available | 1 |
| Aug 29, 2026 | $378 | Not Available | 1 |
| Aug 30, 2026 | $378 | Not Available | 1 |
| Aug 31, 2026 | $378 | Available | 1 |
| Sep 1, 2026 | $378 | Available | 1 |
| Sep 2, 2026 | $378 | Available | 1 |
| Sep 3, 2026 | $378 | Available | 1 |
| Sep 4, 2026 | $378 | Available | 1 |
| Sep 5, 2026 | $378 | Not Available | 1 |
| Sep 6, 2026 | $378 | Not Available | 1 |
| Sep 7, 2026 | $378 | Available | 1 |
| Sep 8, 2026 | $378 | Available | 1 |
| Sep 9, 2026 | $378 | Available | 1 |
| Sep 10, 2026 | $378 | Available | 1 |
| Sep 11, 2026 | $378 | Not Available | 1 |
| Sep 12, 2026 | $378 | Not Available | 1 |
| Sep 13, 2026 | $378 | Available | 1 |
| Sep 14, 2026 | $378 | Available | 1 |
| Sep 15, 2026 | $378 | Available | 1 |
| Sep 16, 2026 | $378 | Available | 1 |
| Sep 17, 2026 | $378 | Available | 1 |
| Sep 18, 2026 | $378 | Available | 1 |
| Sep 19, 2026 | $378 | Available | 1 |
| Sep 20, 2026 | $378 | Available | 1 |
| Sep 21, 2026 | $378 | Available | 1 |
| Sep 22, 2026 | $378 | Available | 1 |
| Sep 23, 2026 | $378 | Available | 1 |
| Sep 24, 2026 | $378 | Available | 1 |
| Sep 25, 2026 | $378 | Available | 1 |
| Sep 26, 2026 | $378 | Not Available | 1 |
| Sep 27, 2026 | $378 | Available | 1 |
| Sep 28, 2026 | $378 | Available | 1 |
| Sep 29, 2026 | $378 | Available | 1 |
| Sep 30, 2026 | $378 | Available | 1 |
| Oct 1, 2026 | $378 | Available | 1 |
| Oct 2, 2026 | $378 | Not Available | 1 |
| Oct 3, 2026 | $378 | Available | 1 |
| Oct 4, 2026 | $378 | Available | 1 |
| Oct 5, 2026 | $378 | Available | 1 |
| Oct 6, 2026 | $378 | Available | 1 |
| Oct 7, 2026 | $378 | Available | 1 |
| Oct 8, 2026 | $378 | Not Available | 1 |
| Oct 9, 2026 | $378 | Not Available | 1 |
| Oct 10, 2026 | $378 | Not Available | 1 |
| Oct 11, 2026 | $378 | Available | 1 |
| Oct 12, 2026 | $378 | Available | 1 |
| Oct 13, 2026 | $378 | Available | 1 |
| Oct 14, 2026 | $378 | Available | 1 |
| Oct 15, 2026 | $378 | Available | 1 |
| Oct 16, 2026 | $378 | Available | 1 |
| Oct 17, 2026 | $378 | Not Available | 1 |
| Oct 18, 2026 | $378 | Available | 1 |
| Oct 19, 2026 | $378 | Available | 1 |
| Oct 20, 2026 | $378 | Available | 1 |
| Oct 21, 2026 | $378 | Available | 1 |
| Oct 22, 2026 | $378 | Available | 1 |
| Oct 23, 2026 | $378 | Not Available | 1 |
| Oct 24, 2026 | $378 | Not Available | 1 |
| Oct 25, 2026 | $378 | Available | 1 |
| Oct 26, 2026 | $378 | Available | 1 |
| Oct 27, 2026 | $378 | Available | 1 |
| Oct 28, 2026 | $378 | Available | 1 |
| Oct 29, 2026 | $378 | Available | 1 |
| Oct 30, 2026 | $378 | Available | 1 |
| Oct 31, 2026 | $378 | Available | 1 |
| Nov 1, 2026 | $378 | Available | 1 |
| Nov 2, 2026 | $378 | Available | 1 |
| Nov 3, 2026 | $378 | Available | 1 |
| Nov 4, 2026 | $378 | Available | 1 |
| Nov 5, 2026 | $378 | Available | 1 |
| Nov 6, 2026 | $378 | Available | 1 |
| Nov 7, 2026 | $378 | Not Available | 1 |
| Nov 8, 2026 | $378 | Available | 1 |
| Nov 9, 2026 | $378 | Available | 1 |
| Nov 10, 2026 | $378 | Available | 1 |
| Nov 11, 2026 | $378 | Available | 1 |
| Nov 12, 2026 | $378 | Available | 1 |
What this home offers
Where you’ll be
Leesburg, Virginia, 20175, US
Immerse yourself in the historic charm and scenic beauty of Leesburg, where vibrant outdoor recreation meets refined northern Virginia living. Spend your days exploring the sprawling trails and lush green spaces at Hal and Berni Hanson Regional Park, located just a short drive away. Within easy reach, you can indulge in premier wine tastings overlooking the vineyards at Stone Tower Winery or treat yourself to a peaceful afternoon of wellness
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You’ll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
Things to know
Check-in & check-out
Check-in after 3:00 PM.
Check-out before 11:00 AM.
Property rules
Children welcome (2–12 years).
Infants welcome (under 2).
Maximum 4 guests.
No pets allowed.
No parties or events.
Number and age of guests
Pets
Events
Smoking
Check-in & check-out
Cancellation policy
Contact us for cancellation policy details prior to booking.