Farmstay holiday rentals in Southern Oregon

The Greenwood Villa w/wood fire hot tub

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

Ocean Mist Beach House- Private Beach Path & SPA

Let the Ocean Mist Beach House and Guest Cottage be your Oregon Coast sanctuary. This beautifully crafted beach house retreat will make you never want to leave. Sit for hours and watch the ocean roar by the fireplace or walk for miles along the beach and through the tidepools. Watch the sunset and stars from the patio and spa. Gather the family for movie night in the home theater or take a short drive into town for dining. Take the ocean with you in memories that will never be forgotten.

Modern Getaway on Sunflower Farm

Stunning modern getaway on a flower farm with spectacular views. Nestled in the heart of the valley. 15 minutes from Ashland and Jacksonville. Home of Shakespeare and Britt Festivals. Over 6 wineries and a distillery within a 3 mile radius. Bright design with beautiful features. The many windows and French doors offer light in all directions with views of sunflowers, pear orchards and Roxy Ann Peak. One mile from the Greenway, a bike and pedestrian pathway linking Central Point to Ashland.

Applegate cottage at boutique winery!

Located right in the middle of Southern Oregon Applegate wine country. You will be staying in a cottage on a vineyard with our own winery and tasting room onsite. Tasting room open Saturday & Sunday. With 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport, Troon, Schultz, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away. Highway 5 is 30 min

Kelly’s Farm 4 miles to Ashland

Nestled on the border of the Shakespeare hamlet of Ashland, Oregon, is Kelly’s farm. Only four miles away from Ashland. Kelly’s farm has horses, goats, chickens, gardens, fruit and nut trees with views of Mt. Ashland’s seven-thousand feet high profile in its front and bucolic rolling hills in its back. Bring your dog! You have access to a large fenced in yard right from your private entrance and deck. ***Unfortunately we are not set up for children under 4 or kitty cats.

Elk House Retreat - relax in hot tub, gaze @ stars

Secluded, beautifully landscaped 2-plus acre property within a mile of the entrance to the world renowned home of majestic Redwoods at Jedediah Smith National & State Park. Small Cozy studio is connected to the owner’s home but is private with your own entrance. The studio retreat is less than 3 miles to scenic Crescent Beach, Battery Point Lighthouse. Located only 4 miles to downtown Crescent City and harbor where you will find shopping, restaurants, and Ocean World.

Crater Lake "Bunkhouse" on 100 acre ranch & trails

The private Ranch "BunkHouse" sits on a meadow near the country barn w/ views of valley, mountains, & access to gorgeous woodsy hiking trails. The "BunkHouse" retains the rustic charm of the original Bunkhouse but inside it enjoys new comfort, style & amenities! It's an up-dated large (20X40) open studio/bedrm w/ kitchenette & private bath (clawfoot shower/tub). A king-sized bed & extra twin bed if you have a 3rd traveling w/you, all in one room. Also, TV and WiFi

The Cozy Cabin (with own private hot tub!)

Come relax and unwind in our cozy, peaceful cabin, tucked away in the beautiful hills of Grants Pass. With mountain views, stunning sunsets and a private wooded environment, it’s the perfect place to get away. Relax, read a good book, take a soak in the hot tub located just steps outside the master suite. The Cozy Cabin is filled with thoughtful touches, from throw blankets to high quality linens and towels, selected to create a welcoming and comfortable atmosphere.

Hidden Garden Cottage

The space is a 1 bedroom cottage in our fully fenced back yard surrounded by gardens in the front and a chicken run in the back. It’s away from the street and pretty quiet and peaceful. The kitchen is small but has everything necessary for cooking meals. Fresh eggs, u-pick blueberries, strawberries and garden veggies are available when in season. I’ve included everything for yoga and a large assortment of board games and puzzles for kids.

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

Sunset View Yurt of Applegate Valley with HOT TUB!

NO CLEANING FEE! Large 24 ft yurt located on our 5 acre property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: Well behaved, non destructive children are welcome.

Rockin' TD Ranch Guest House

This cozy 1,400 sq. foot guesthouse (fully-furnished, ADA compliant, single level) has large picture windows and front porch, allowing guests to witness the incredible outdoor views of Long Valley, NV. The private rock garden with chairs is a great place to sit and relax. Come stargaze, hike or just decompress. Guests have said it's amazing! Please be aware that we are 22 miles from the nearest town/hospital.