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Welcome to Starry Oak Ranch

A Private Retreat Beneath The Stars

Tucked away in its own secluded valley, surrounded by a private vineyard at the base of Woodrat Mountain, Starry Oak is a stunning 40-acre estate just outside Jacksonville, Oregon — a one-of-a-kind vacation rental designed for families, groups, and multi-generational getaways. With unmatched privacy, expansive indoor and outdoor gathering spaces, and panoramic views, it’s ideal for family reunions, wedding groups, corporate retreats, and friends traveling together. Guests enjoy a front-row seat to nature’s daily spectacle of sunsets, sunrises, and starlit skies, all while staying just minutes from Jacksonville, Ashland, and Southern Oregon’s best wineries, hiking, and dining.
Dark sky views of stars at Starry Oak Ranch Southern Oregon vacation rental

Unforgettable Sunrises & Sunsets

Wake up to golden sunrises over the Applegate Valley and unwind with vibrant Southern Oregon sunsets. Enjoy sweeping vineyard and mountain views from the patio, living spaces, and nearly every room.

Starry Oak Ranch short-term rental with stunning sunset views in Applegate Valley

Close to Jacksonville & Applegate Valley

Just minutes from historic Jacksonville, Britt Festival concerts, and the heart of Applegate Valley wine country. Explore boutique shops, tasting rooms, hiking trails, and local dining — all a short, scenic drive away.

Luxury short-term rental kitchen with spacious island and wine country style

A Tastefully Updated Home

Relax in a thoughtfully updated Southern Oregon vacation home featuring a chef’s kitchen, open floor plan, vaulted ceilings, and modern finishes — ideal for entertaining, remote work, or a peaceful retreat.

Talk To You Soon!

Chef’s kitchen with modern appliances at Starry Oak Ranch vacation rental
Luxury vacation rental in Jacksonville Oregon with mountain views – Starry Oak Ranch
Dining area overlooking Southern Oregon wine country at Starry Oak Ranch
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