You'lll feel like you are vacationing in Italy!..This amazing villa is conveniently located 5 minutes from historic Jacksonville, 10 miles from quaint Ashland, 3 minutes from Dancin Winery (a delightful Italian villa with gardens, fountains, delicious wines and eatery). More wineries are a few...

Absolutely immaculate 2014 built home w/lots of will be a delight for vacation!! Located in the desirable tree lined Candlewood Subdivision in Medford. It's a 7 minute drive to the adorable town of Jacksonville and right near a ton of convenient places. A community park is just around the corner....

The perfect place from which to explore the wonders of Southern Oregon and the Rogue Valley. Homestead Woodland Cottage is a spacious, modern bungalow nestled on 60-acres of private property in the Griffin Creek area between Medford and Jacksonville. It’s at the end of a country road (now paved),...

This adorable little tiny home is built with all the comforts of home. Tiny but mighty! The space “Tiny” as we do kindly refer to (Website hidden by Airbnb) a quaint little Tiny home built with all the amenities you could need for a nice stay. You will have your own kitchen, living room and loft...

Experience the distinctiveness of what Forbes's named 'a global wine destination' from this modern vacation rental house in a quiet Medford neighborhood. Offering 2 bedrooms, 1 bath, and room for up to 6 guests, this Southern Oregon home serves as a family-friendly and accommodating destination for...

No matter what your group's reason is for visiting Portland, this pair of dog-friendly downtown condos provide a combination of high-end comfort, amazing amenities, and easy access to sightseeing that your friends, family, and colleagues alike are sure to love! These upper-story downtown Portland...

Sterling Creek Chalet's Poolside Suite overlooks the swimming pool and the beautiful Applegate Valley. A king sized bed with high thread count sheets and window seat make the bedroom inviting and comfortable. In the sitting room there is a fold out queen size bed, a refrigerator, microwave and a...

A cute custom built tiny house in a beautiful country setting. Have you ever wanted to try a tiny house? This is a great opportunity. There is a large deck out front offering another table. The house has a cedar ceiling and redwood treads on the stairs. It is fully equipped house with a composting...

The Mountain View Suite at Sterling Creek Chalet offers comfortable lodging in a relaxed setting. The entire upstairs is your private retreat. The master bedroom contains a queen sized bed and lovely views of the Applegate Valley and the swimming pool. A cozy window seat offers views of the shady...

Travel back in time during your stay at the Historic Nunan House and you’ll see why it is referred to as the Crown Jewel of Jacksonville. Built in 1892 by Jeremiah Nunan, this fully restored Queen Anne style home has 16 rooms including 5 bedrooms, two parlors, a ballroom, office, and full kitchen....

Completely remodeled two-bedroom cottage in historic Jacksonville, Oregon. Walk to fantastic restaurants, quaint shopping, and beautiful parks. Perfect getaway to enjoy Jacksonville surrounded by lovely vineyards, fabulous wine, hiking and so much more! Relax and unwind in comfortable luxury!...

Jacksonville, OR. combines the gentle ambiance of a designated Historic Town in a vibrant setting. The area features numerous wineries, tasting rooms, the famous Britt Music Festival, a summer long music performing arts festival and the incredible Rogue River for the avid fisherman. Award winning...

This beautiful farm style home (we call her Silver Farms) is a spacious 2500 square foot home boasting an 1100 square foot deck with breathtaking views of Medford and McLaughlin peaks. The view is indescribable in the daytime and breathtaking while Relaxing in the jacuzzi at night! Fire pit...

Ideally located within a block of first class grocery store, all shops and across the street from beautiful former Court House now City Hall. This is a lovingly cared for Historic Home. Private exterior stairs lead to room with new kitchen counter plus microwave, convection oven and small...