A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Winchester farm stays

We found 10 farm stays — enter your dates for availability

Find the best place to stay - Winchester

Image of Private Vineyard Estate with Hot Tub

Private Vineyard Estate with Hot Tub

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Image of Nostalgia Lane in the heart of the city

Premier Host

Nostalgia Lane in the heart of the city

Sleeps 6 · 3 bedrooms · 1 bathroom

Image of Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

Premier Host

Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

Sleeps 99 · 3 bedrooms · 1 bathroom

Image of Merrimans Hope 5BR spacious & stunning

Merrimans Hope 5BR spacious & stunning

Sleeps 10 · 5 bedrooms · 2 bathrooms

Image of Cleveland Park awesome Winchester 2 BR 1st fl
apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Sleeps 5 · 2 bedrooms · 1 bathroom

Image of Cozy 3BR Retreat w/ Patio, Fire Pit & Yard

Premier Host

Cozy 3BR Retreat w/ Patio, Fire Pit & Yard

Sleeps 6 · 3 bedrooms · 2 bathrooms

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Enjoy full kitchens, laundry, pools, gardens and more
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