Pet-friendly holiday rentals in Southern Oregon

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!

Pets · Walkability · Kitchen

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

Outdoor spaces · Pets · Decor

| The Chalet | 1+ acre| Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Walkability · Pets · Check-in

Modern Tiny House w/ Hot Tub and Putting Green

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Outdoor spaces · Walkability · Sleep quality

Mountain Greens Cabin

Looking for a peaceful getaway?🌲🦌Welcome to Mountain Greens Cabin! Enjoy a relaxing stay at this unique & tranquil cabin right in the beautiful forest of Southern Oregon. You will feel right at home in this cozy cabin with scenic Mountain views. Conveniently located right off the freeway, only 10 miles from Grants Pass! Enjoy your own private nature walk, where you can view wildlife right from the cabin! After exploring, you will feel relaxed and comfortable the moment you enter the cabin!

Pets · Outdoor spaces · Hiking

The Bluebird House

John Muir once said, "The best place to ride out a storm is in a tree." Enjoy storm watching on the Oregon Coast in a unique way; be warm and cozy inside, feel the sway of the tree, and watch the waves crash below against the famous Samuel Boardman Corridor. Whether you are romatic love birds or a family of adventurers, you will love it! Property is set on seven acres of farm, forest and beach. There are gardens year around, transformed in winter by local fairies and twinkling lights.

Outdoor spaces · Walkability · Layout

The Birdhouse Retreat| Views & Hot Tub

Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

Pets · Outdoor spaces · Heating

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Outdoor spaces · Pets · Amenities

Forest Dream House Tree House at Pachamama Farm

Complimentary continental breakfast includes croissants, jelly, coffee, tea, creamers, sugar, yogurt, fruit & pineapple juice stocked in your house. Farm menu add-ons like fresh eggs, bacon & sausage available for delivery. 2BR/1BA ranch house w/ kitchenette, laundry, fast Wi-Fi, landline, luxury linens, cozy throws & covered parking. Sleeps 6 family-style or 2 unrelated adults. Dog-friendly 🚫 No cats No smoking indoors. Clean, scenic, peaceful ranch retreat.Sleeps 4 guests

Outdoor spaces · Pets · Hospitality

Heartwood Treehouse

Let your childhood dreams come true in our cozy, light-filled treehouse nestled in a grove of grand fir. Constructed with the finest wood from our sustainable forest, you will surely enjoy the views from the three large decks overlooking a pond, meadow, and rolling hills. Relax in tranquility as you feel the breeze rustling through the trees or stroll serenely through the pasture and meet our friendly horse, Dora. Your bliss awaits you at the Heartwood Treehouse. ❤️

Outdoor spaces · Walkability · Solo travel

Rogue River Retreat

A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Outdoor spaces · Walkability · Wifi

The Epic A - Charming 1960s A-Frame w/Hot tub

Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.

Walkability · Outdoor spaces · TV