Virginia Wine Country Stays
What Makes These Stays Different
Vineyard Proximity
Most properties are within 15 minutes of a dozen tasting rooms along the Monticello Wine Trail.
Full Houses, Not Hotel Rooms
Private kitchens, outdoor space, and room to spread out — ideal for a long weekend with friends.
Local Knowledge Included
Each home comes with a curated guide to the best wineries, farms, and restaurants in the area.
From vineyard-side cottages to full estate houses.
Popular Wine Country Picks
Crozet, VA
The Inn At Stinson Vineyards
Greenwood, VA
Ramsay Estate & Vineyard
Afton, VA
Sweet Afton
Afton, VA
Fox Cottage
Keswick, VA
Stonemont Farm
Nellysford, VA
Everett Estate
Guest Reviews
What Our Guests Say
4.87
3001 reviews
We absolutely loved staying here. Perfect location for attending VA Film Festival. Clean, spacious. I would recommend a little more counter space in bath area. Very responsive
Kecia
Stayed in October 2026
The house exceeded our expectations. We stayed as a family and attended a wedding in Area. There was plenty of room to spread out in the house. The outdoor porch was a bonus. And the historic downturn was just a 15 minute walk away with breakfast places , shops …
Aimee
Stayed in October 2026
Had a lovely stay. Everything was as pictured and clean. Bathroom was nice with great water pressure. Parking was easy. Highly recommend and we will definitely stay here again.
Sherry
Stayed in October 2026
We really enjoyed our stay here. It was clean and comfortable. Beautiful view and so interesting to be next to all the turkeys!
David
Stayed in October 2026
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