Round Hill houses
We found 157 houses — enter your dates for availability
Explore Round Hill house rentals
Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly
Sleeps 12 · 5 bedrooms · 3+ bathrooms
'Anny's Farm House' Near Middleburg & Wineries!
Sleeps 8 · 4 bedrooms · 2 bathrooms
Hilltop Retreat
Sleeps 9 · 4 bedrooms · 3 bathrooms
Manor House at Tranquility Farm & Winery
Sleeps 10 · 5 bedrooms · 4 bathrooms
The Lodge at Stoneleigh
Sleeps 16 · 5 bedrooms · 4+ bathrooms
Cozy and Beautiful Wine Country Cottage! w/Fireplace, Pond, treehouse and more!
Sleeps 7 · 3 bedrooms · 1 bathroom
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