Siskiyou Stays

Siskiyou Stays Hand-picked vacation rentals across Southern Oregon. Where the stay becomes part of the trip. Jacksonville, Applegate, Medford and more. Book your getaway today.

You wake up in a quiet valley with coffee in hand, already deciding which winery to visit first. By day two, you're chec...
07/11/2026

You wake up in a quiet valley with coffee in hand, already deciding which winery to visit first. By day two, you're checking the calendar to see if you can stay a little longer. Southern Oregon has a way of doing that to people.

Don't fight nature. Stay a little longer.

Book your stay today: https://linkly.link/2mX0O

07/09/2026

This historic 1861 house truly feels like you're living in a movie when you stay here. Step back in time, relax, and enjoy everything Jacksonville, Oregon has to offer. ☀️ ⛰️

07/07/2026

The best days here don't come with a plan.

You wake up surrounded by trees. You find a winery you weren't looking for, eat somewhere the locals love, and lose an afternoon in the little shops downtown. Southern Oregon just knows how to fill a weekend. Stay right in the middle of it with us. ☀️

Happy 4th of July from all of us at Siskiyou Stays! Cheers to a great weekend in Southern Oregon. ☀️
07/04/2026

Happy 4th of July from all of us at Siskiyou Stays! Cheers to a great weekend in Southern Oregon. ☀️

It’s a summer weekend in Southern Oregon - which vibe are you choosing for your next vacation? Need a lot of spa...
07/03/2026

It’s a summer weekend in Southern Oregon - which vibe are you choosing for your next vacation?



Need a lot of space? Our Jacksonville Mountain Retreat is the perfect spot. 😍

Maybe a cozy weekend getaway? This historic space is located right in downtown Jacksonville.

Our updated cottage escape is the perfect spot for a romantic retreat. ❤️

07/02/2026

Our favorite kind of Southern Oregon vacation. ☀️🌲⛰️

A gorgeous vacation home, a cup of coffee, a nice view, and a pool. If this sounds like your dream, this is your sign to book at the link in our bio.

07/01/2026

Summer in Southern Oregon is truly unmatched. We have the Britt Fest, local wineries, the best restaurants, cutest boutiques, and more all in the best state in the PNW (we're not biased or anything).

Click the link in our bio to book your Oregon getaway (or weekend staycation) today!

Still deciding where to stay in Southern Oregon?Omar already booked his return trip in his head. Reviews like this are w...
06/30/2026

Still deciding where to stay in Southern Oregon?

Omar already booked his return trip in his head. Reviews like this are why we do what we do. Thanks for staying with us, Omar. 💙

06/27/2026

It may be raining this weekend, but that doesn’t mean summer isn’t right around the corner ☀️

Sunny days are upon us, which means poolside coffee and an empty inbox. Sounds like the perfect vacation if you ask us.

Agree? Click the link in our bio to book your next stay!

06/24/2026

You won't want to leave the backyard.

Tall trees, a quiet patio, nature that makes you slow down and soak up the special moments. You came for Southern Oregon and somehow the best part is right out the back door.

🔗 Book your stay at the link in our bio.
📍 Jacksonville, Oregon

Address

920 Town Centre Drive
Medford, OR
97504

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