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The Green Arrow Loft

Situated right on the state line this studio apartment is nestled in its own little corner of the gorgeous Colestine Valley. We're located on 80 acres that adjoin the Cascade-Siskiyou National Monument to the north, perfect for a scenic hike or a casual stroll. Nature and wildlife abound, and though quiet and private the Loft is just five minutes off I-5 and 25 minutes from unique downtown Ashland. We're pet friendly and have an outdoor pool! See the House Rules for details on pet and pool fees.

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Beautiful Country Home next to Jacksonville!

The whole group will enjoy easy access to everything from this centrally located home! Enjoy a pool day with the family next to the serine pool. Or a fun day of wine tasting with Relik winery less than one mile away and Hummingbird less than 2 miles away! Or have a blast at a concert this summer at the Britt festival less than 2 miles away! Downtown Jacksonville is only a 3 minute drive! All queen beds have been upgraded to NEW Tempurpedic beds! King size bed is a Jennings (Very High Quality!)

Treehouse at Rancho de la Paz

Reconnect with nature. Just 19 miles from Rogue Valley international airport, and smack dab in the middle of the Upper Rogue Valley wine loop. Here you can relax in the treehouse observing all that nature has to offer here. Many Deer call Rancho de la Paz home, as do other wildlife. Perhaps sitting by the pool or soaking in the hot tub will make this a memorable stay. Just 63 Miles from Crater Lake National Park. 5 miles from the Rogue River. For safety reasons this is an adult only treehouse.

Ski Ashland, Spa, Big Space, Work Crew or Families

Perfect for Work Teams or Families to build lasting memories. Private home in Beautiful Scenic Medford Foothills! Close to everything, but out of town. Nearby dining and groceries. Quick drive to Ski Ashland, Crater Lake, Water Ski Lakes, Fishing Lakes, and Roxy Ann Winery. Hiking at Roxy Ann and Table Rocks. Vaulted Great Room, huge modular couch, 65" and 75" TVs, Redzone, Pool Table, Ping Pong, Coffee & Wine Bar, Golden Tee. Year-Round Hot Tub, Seasonal Swimming Pool (mid May-End of Sept.)

Scenic and relaxing roadtrip stop-over!

This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Entertainment Home on Golf Course - Hot Tub /Pool

Fantastic single-level home with stunning golf course views. The resort-style backyard features a heated pool, hot tub, ping-pong, cornhole, and a patio with a barbecue. This beautiful three-bedroom house also includes a studio guest house, a large chef's kitchen, a pool table, multiple TVs, and spacious living areas. Centrally located in East Medford, it's close to shopping, restaurants, the airport, and medical centers. Fully stocked with everything you need to feel at home!

The Fairway Townhouse | Minutes from Golf Course

Brand-new 3BR, 2.5BA modern townhouse. Steps to Eagle Point Golf Club. Sleeps up to 7. Enjoy mountain and golf course views, high-end appliances, and fire pit feature on outdoor private patio. Perfect for golf getaways or a relaxing extended stay in Southern Oregon. .5 Mile to Eagle Point Golf Course 15 minutes from Medford, OR 1.5 hours to Crater Lake National Park Easy access to Eagle Point shops, restaurants & activities Access to pool & clubhouse!

Broken Chair Ranch

Welcome to the beautiful Griffin Creek area just outside of Medford, Jacksonville, and Ashland. Our home is at the top of a hill with stunning views of the city lights as well as upper and lower Table Rock. Enjoy the hot tub and watch the sunset with the fire pit on the front porch. The house is on 40 acres and has a gorgeous view at the top with a stunning echo off the mountain Private setting one mile up a gravel road, 2wd friendly

Red Hawk Hideaway

This single-story home nestled in the foothills of RoxyAnn is the perfect hideaway for a weekend of entertainment or extended family stay. A charming and contemporary home offering a spacious interior with modern furnishings, a fully equipped patio and home gym. All within a quick and easy drive to wineries, restaurants, Oregon Shakespeare Festival, Britt Festival, the Rogue River and so much more!

Oregon Riverfront Oasis •Pool •Hot Tub •Sleeps 10+

✨ Soak in riverfront & mountain views from the hot tub ♨️ or private balconies 🌄 at this luxury retreat! This 3BR 🛏️, 4BA 🛁 getaway features 2 master suites, a pool house with private bath 🏠, and sleeps up to 12. Enjoy the pool 🏊‍♂️, sauna 🧖‍♀️, theater 🎬, gym 🏋️, pool table 🎱, Traeger grill 🍖 & more — all behind a gated entry for total privacy 🔐.