A body of water reflecting sunlight with clouds in the sky.

Photo by Karyn Leary

Greenwood cottage rentals

We found 44 cottage rentals — enter your dates for availability

Explore Greenwood cottage rentals

Image of Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views

Ramsay Estate Cottage – Historic Vineyard Retreat with Mountain Views

Sleeps 6 · 3 bedrooms · 3 bathrooms

Image of Isolated cottage with good view close to many winery and Brewers.

Isolated cottage with good view close to many winery and Brewers.

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Lovely 2-bedroom cottage in charming Wintergreen Ski Resort Community

Lovely 2-bedroom cottage in charming Wintergreen Ski Resort Community

Sleeps 4 · 2 bedrooms · 2 bathrooms

Image of Enjoyable 2-bedroom cottage in Afton Virginia.
1.5 miles from the best winery!

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery!

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Fox Cottage – Modern Wine Country Retreat in Afton, VA

Fox Cottage – Modern Wine Country Retreat in Afton, VA

Sleeps 4 · 2 bedrooms · 2 bathrooms

Image of Peaceful 2-bedroom cottage with AC in charming Afton

Peaceful 2-bedroom cottage with AC in charming Afton

Sleeps 4 · 2 bedrooms · 1 bathroom

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