Private vineyard sanctuary for 8. Savor coffee at sunrise in the backyard oasis, soak in the hot tub under starry skies, and enjoy this elegant spacious retreat with mountain views, minutes from Historic Jacksonville and Applegate’s wine country.

Tucked in a private valley at the base of Woodrat Mountain, Starry Oak is a 41-acre estate offering seclusion, sweeping views, and brilliant skies. Perfect for relaxation, remote work, or paragliding nearby, it blends tranquility and adventure. Highlights include gated privacy, high-speed internet, stargazing, and easy access to Jacksonville and Applegate Valley. The remodeled 3BR, 2.5BA home features a chef’s kitchen, open floor plan, office, patios, and stunning views throughout!

We like to give our guests privacy but our Stay Rogue team is readily available if you need anything during your stay.

Nestled in the heart of Southern Oregon’s Applegate Valley, this retreat is minutes from historic downtown Jacksonville—famous for its charming shops, Britt Festival, and Gold Rush history. Surrounded by world-class vineyards, tasting rooms, and stunning mountain scenery, the property offers the perfect balance of wine country indulgence and small-town charm. Explore award-winning wineries by day, stroll through Jacksonville’s historic streets in the evening, and return home to your private sanctuary under the stars.
~ 7 Minutes to Historic Jacksonville (Home of Britt Festival)
~ 2 Hours to Crater Lake National Park
~ 30 Minutes to Ashland's Oregon Shakespeare Festival


You’ll have full access to the home, patios, and surrounding outdoor spaces.

The Space
This tastefully remodeled 3-bedroom, 2.5-bath home spans over 2,300 square feet and blends a touch of Tuscany with the beauty of Southern Oregon wine country. Vaulted ceilings, floor-to-ceiling windows, and elegant finishes create a warm and inviting retreat.

Main Level:
Chef’s kitchen with high-end appliances and two large islands for gathering and cooking
Dining room with seating for the whole group
Cozy living room with fireplace and large flat-screen TV
Dedicated office space for remote work
Half bath for convenience
Spacious patios for al fresco dining, complete with a pizza oven for wood-fired meals

Upstairs:
Rec room/bonus living room with a second large flat-screen TV
Primary suite: King bed, walk-in closet, and private ensuite bathroom
Second bedroom: King bed
Third bedroom: Two twin beds
2 twin size rollaway beds can be setup in upstairs family room.
Full bathroom
Washer & Dryer

Outdoor Spaces:
Relax in the hot tub under the stars
Gather around the gas fire pit for easy evenings or the wood-burning fire pit for a classic campfire feel
Expansive patios with sweeping vineyard and mountain views, perfect for sunrise coffee or sunset wine

Property Highlights
Gated access & total privacy — feel worlds away, yet minutes from town
Close to historic Jacksonville & Applegate Valley wineries
High-speed internet to stay connected while enjoying the peace of nature
Incredible stargazing with minimal light pollution
Unforgettable sunrises & sunsets from patios and windows
Adventurer’s basecamp at the foot of Woodrat Mountain, a paragliding hotspot
DoorDash & Instacart delivery right to your mountain retreat

Car (spacious parking available in front of the house), Uber, or Lyft.

🌿 Welcome to Starry Oak!

🐾 Property Guidelines:
Beds - Want another king bed instead of two twins? We are happy to accommodate and can setup twin beds as a king bed. Just request it once you’re booking is made. There are 2 bedrooms with king size bed, 1 bedroom with 2 twin beds and 2 additional rollaway twin size beds.
Pets – 2 furry friends allowed for a $25 fee per pet but must remain on a leash at all times.
Wildlife – You may encounter local wildlife, including rattlesnakes. Please admire from a distance and do not disturb.
Vineyard Walks – Stroll through the vineyard except on spray days (we’ll notify you in advance).
Farm Activity – Seasonal work happens during harvest and pruning (March). You may see or hear light farm activity.

✨ Amenities to Enjoy
Smart TV's in each bedroom
Gas Fireplace indoors for warmth and ambiance
Outdoor Fire Pit under the stars
Private Hot Tub with beautiful views
Espresso Machine
Chef Kitchen fully stocked
Pizza Oven

Relax, explore, and enjoy your stay at Starry Oak—where tranquility and comfort meet adventure.