
Holiday houses in Southern Oregon
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Top-rated holiday rentals in Southern Oregon
Guests agree: these stays are highly rated for location, cleanliness and more.

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!
LocationPoolHiking
4.86 out of 5 average rating, 132 reviews
A-Frame cabin • hot tub • near Bend • Crater Lake
This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub jacuzzi, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.
FamilyValueAccess
4.92 out of 5 average rating, 451 reviews
| 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.
LocationValuePets
4.97 out of 5 average rating, 165 reviews
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.
LocationFamilyBackyard
4.92 out of 5 average rating, 724 reviews
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.
ValueFamilyAccess
4.83 out of 5 average rating, 286 reviews
Ripple Rock Lodge- Gateway to Crater Lake
The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!
LocationValueBathroom
4.97 out of 5 average rating, 151 reviews
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. ❤️
LocationValueHiking
4.99 out of 5 average rating, 111 reviews
Rustic Riverfront Cabin
Rustic riverfront cabin only steps from the world famous Umpqua River. 3bd/2ba home on almost an acre nestled in the trees. 2 Pets are permitted with approval and a fee applies, see below. There is a fully furnished kitchen, microwave, coffee maker, stove, dishwasher, pellet stove, barbeque, WIFI, streaming and a good selection of dvd's, books and games available. There is also a full size washer and dryer. The cabin sleeps 6 comfortably (the limit includes infants)
FamilyValueAccess
4.99 out of 5 average rating, 312 reviews
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.
ValueLocationBeach
4.97 out of 5 average rating, 298 reviews
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.
ValueFamilyView
4.97 out of 5 average rating, 180 reviews
Creekside Beaver Cabin
Creekside comfort meets Crater Lake adventure! This modern 3-bedroom, 3-bath retreat offers a peaceful setting with wildlife at your doorstep and easy access to Crater Lake, Diamond Lake, and the Klamath Basin. Enjoy a fully stocked kitchen, BBQ, high-speed internet, washer/dryer, plus guest access to a shared dock and kayaks. Perfect for relaxing, exploring, and making memories in Southern Oregon!
LocationFamilyQuiet
4.98 out of 5 average rating, 182 reviews
Scottish Highlands Ranch Stay
Meet friendly Highland Cows and beautiful horses on a lush green ranch nestled in rolling hills. Just 13 miles east of I-5, this peaceful retreat offers total nature immersion. Even the drive delights—with farms, grazing sheep, and scenic views at every turn. Step out, breathe deep, and let the fresh country air melt your stress away. It’s more than a getaway—it’s a soul-refreshing retreat!
LocationValueHiking
5.0 out of 5 average rating, 208 reviewsPopular amenities for Southern Oregon holiday rentals
Other great holiday rentals in Southern Oregon

Gateway to Cathedral hills
LocationFamilyBackyard
4.96 out of 5 average rating, 469 reviews
Starlight Meadow Yurt
ValueLocationCheck-in
4.96 out of 5 average rating, 291 reviews
Below the Falls Lodge
LocationValueHiking
4.92 out of 5 average rating, 447 reviews
Tree Top Studio
FamilyLocationComfort
4.97 out of 5 average rating, 321 reviews
Secluded mountain retreat, 10m. to Ashland, by PCT
FamilyValueQuiet
4.97 out of 5 average rating, 324 reviews
The Cabin at Farwood Retreat, Riverfront Cabin
ValueLocationLayout
4.96 out of 5 average rating, 335 reviews
Redfish LOFT
FamilyLocationAir conditioning
4.91 out of 5 average rating, 486 reviews
Private Country Paradise
LocationValueCleanliness
4.97 out of 5 average rating, 195 reviewsDestinations to explore
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