Milton-Freewater, Oregon
Your Wine Country Escape Awaits
A private retreat in Milton-Freewater, Oregon — just minutes from the heart of Walla Walla wine country.
Welcome to Vineyard Gypsy
Where the vines meet your front door
Nestled in Milton-Freewater, Vineyard Gypsy is the kind of place you'll want to keep a secret. Two bedrooms, two baths, a gas fireplace, and a hot tub under the stars — all within a short drive of Walla Walla's celebrated wineries, restaurants, and downtown charm.
What's included
Everything you need to unwind
Soak Under the Stars
Slip into the private hot tub and let the evening air do the rest. There's no better way to end a day of wine tasting.
Gather Around the Fire
The gas fireplace is the heart of the home — perfect for slow mornings with coffee or cozy evenings with a bottle of local red.
Cook Like You Live Here
A fully equipped kitchen means you can pick up fresh provisions from the local market and cook a proper meal — or just uncork something wonderful.
Two Bedrooms, Two Baths
Comfortable, thoughtfully appointed rooms with quality linens. Plenty of space for couples, families, or a small group of friends.
A glimpse inside
Milton-Freewater, Oregon
Minutes from Downtown Walla Walla
You're in the sweet spot of wine country. Walla Walla's celebrated tasting rooms, farm-to-table restaurants, and charming downtown are just a short drive away. Spend your days hopping between world-class wineries and your evenings unwinding back at the property.
- World-class wineries & tasting rooms
- Farm-to-table dining in downtown Walla Walla
- Scenic vineyard drives & hiking trails
- Local markets & artisan shops
Ready to Unwind?
Check availability and book your stay directly through our listing. We'd love to have you.