New this year!! A TIKI BAR on the pool decks. Enjoy luxury in a comfortable relaxed atmosphere. The Poolside Suite is designed specially for guests and overlooks the swimming pool and the beautiful Applegate Valley. A king sized bed and a window seat make the bedroom inviting and comfortable. In...

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!...

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....

New this year, a TIKI BAR on the pool decks. The Mountain View Suite at Sterling Creek Chalet offers comfortable lodging in a relaxed setting. The entire upstairs is designed as a private retreat. The master bedroom contains a queen sized bed and lovely views of the Applegate Valley and the...

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. New this year, a TIKI BAR on the pool decks! Also fresh free range eggs provided for your visit. There is a large deck out front offering a nice outdoor dining...

Renovated 1950s classic close to downtown + backyard pool Located in a private suburban neighborhood, just minutes from downtown Medford, Capital House is the spacious Rogue Valley residential rental you’ve been searching for. Situated on a half acre of mature landscaping with a gorgeous pool in...

Located in historic Jacksonville, just 1.5 miles from the grounds of the famous Britt Music & Arts Festival Rellik Winery provides the perfect backdrop for your next vacation. The quiet country setting sits at the gateway to the magical Southern Oregon Wine Country and is home to 15 acres of...

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...

Located in historic Jacksonville, just 1.5 miles from the grounds of the famous Britt Music & Arts Festival Rellik Winery provides the perfect backdrop for your next vacation. The quiet country setting sits at the gateway to the magical Southern Oregon Wine Country and is home to 15 acres of grapes...

Located in historic Jacksonville, just 1.5 miles from the grounds of the famous Britt Music & Arts Festival Rellik Winery provides the perfect backdrop for your next vacation. The quiet country setting sits at the gateway to the magical Southern Oregon Wine Country and is home to 15 acres of...

Located in historic Jacksonville, just 1.5 miles from the grounds of the famous Britt Music & Arts Festival Rellik Winery provides the perfect backdrop for your next vacation. The quiet country setting sits at the gateway to the magical Southern Oregon Wine Country and is home to 15 acres of...

Travel back in time at this restored Queen Anne style home, known as the crown jewel of Jacksonville. Built in 1892 by Jeremiah Nunan, the Nunan Mansion features stunning finishes throughout the parlors, five bedrooms, and three bathrooms. Known to video gamers worldwide as “Stauf’s Mansion,” The...

Classic Log Home, with all the comforts of a regular home, promises a cozy stay and a perfect getaway. Located just just minutes away from the quaint Victorian town of Jacksonville, or just minutes away from Medford or Downtown Ashland. Home has 3 bedrooms all with Queen Beds. There is also 2...

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...

The Lily Pad is an elegantly appointed 1 bedroom home with a fully stocked kitchen with counter top dining, perfect for preparing a gourmet meal after a visit to the local farmers market. The private master bedroom has high quality, comfortable linen and a private patio. There is a gorgeous master...

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 4 guests, this Southern Oregon home serves as a family-friendly and accommodating destination for...

Beautiful and well appointed 1 bedroom suite with kitchenette, and additional sofa bed that comfortably sleeps 4 total guest. Enjoy the beautiful landscaping and natural Southern Oregon scenery from the veranda. Gorgeous interior boasts a gas fireplace, fully stocked coffee bar, and oversized...

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),...

Welcome to your home away from home in the quiet hills of east Medford! The perfect place for a relaxing retreat after you’ve spent your days visiting local wineries, day tripping to Crater Lake, wandering the area's beautiful parks and trails, visiting your family and friends, or taking in the...

If you're an outdoor enthusiast, wine connoisseur, or both, a Pacific Northwest getaway to the thriving Oregon city of Medford is right up your alley! Hiking, biking, and more await in the neighboring Rogue River-Siskiyou National Forest, and the Rogue Valley boasts countless esteemed wineries....

Challenge your inner-sommelier when you stay at this vacation rental in the heart of Oregon wine country! This 3-bed, 2-bath house is well-equipped to host your next trip - complete with a large living area, full kitchen, and beautiful backyard for those perfect summer nights. Experience all...

This is a family house with 3 bedrooms and 1 & 1/2 bathrooms. There is a large bedroom in back of the house. In the house there is a king size bed, a queen size bed and a full size bed. There is also a queen automatic inflating mattress. In addition there is a queen size bed and a Futon in the the...

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...

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...