A rural landscape with rolling hills, a variety of trees, and a cloudy sky.

Berryville cottage rentals

We found 9 cottage rentals — enter your dates for availability

Explore Berryville cottage rentals

Image of Charming 3-bedroom cottage in farm & wine country

Charming 3-bedroom cottage in farm & wine country

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Premier Host

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Sleeps 8 · 4 bedrooms · 2 bathrooms

Image of Cozy and Beautiful Wine Country Cottage! w/Fireplace, Pond, treehouse and more!

Cozy and Beautiful Wine Country Cottage! w/Fireplace, Pond, treehouse and more!

Sleeps 7 · 3 bedrooms · 1 bathroom

Image of ‘Sweet Dreams' Cozy Cottage in Downtown Winchester

‘Sweet Dreams' Cozy Cottage in Downtown Winchester

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Charming 2-bedroom cottage with WiFi, AC in delightful Boyce

Charming 2-bedroom cottage with WiFi, AC in delightful Boyce

Sleeps 5 · 2 bedrooms · 2 bathrooms

Image of Peaceful Lakefront Cottage with Mountain Views!

Premier Host

Peaceful Lakefront Cottage with Mountain Views!

Sleeps 6 · 3 bedrooms · 2+ bathrooms

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