
Holiday rentals in Southern Oregon
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Top-rated holiday rentals in Southern Oregon
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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!

Starlight Meadow Yurt
The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

Mountain View Treehouse
Perched 17 feet above the forest floor between four mature Douglas fir trees and ready for your relaxing escape. You may catch a glimpse of a blacktail deer, turkey, grey squirrel, or hear a great horned owl or woodpecker. No comfort is left out, equipped with an unlimited hot water shower, toilet, sink, heat and ac. The interior of the treehouse is lined with incense cedar harvested on the property. Small decks off the front and back of the treehouse to relax and enjoy your morning coffee.

Tree Top Studio
Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.

McKenzie Bridge River House near Sahalie Falls
Drive down a long private road, set off of the HWY, to find a riverfront cabin amidst the lush Willamette National Forest. As you wind through the driveway you will find a sanctuary for relaxation, recreation, and comfort. A trail from the back deck will lead you down to the bank of the emerald waters of the McKenzie River. The McKenzie River Trail parallels the property, and is accessed from the private road to the cabin. The property has a campground setting, with river and forest views.

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.

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.

Secluded mountain retreat, 10m. to Ashland, by PCT
Beautiful hand built log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is a cozy, quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

Romantic Retreat w/ Hot Tub & Starlit Massage Room
The Applegate Spa is a top-rated romantic retreat in Southern Oregon’s stunning Applegate Valley. Perfect for couples, it features a private hot tub, cozy fireplace, and a dreamy massage room beneath a glowing starlight ceiling. Surrounded by vineyards, rivers, and charming wineries, this peaceful escape blends rustic charm with comfort and relaxation. Just minutes from historic Jacksonville and scenic trails, it’s the ideal place to unwind, explore, and reconnect.

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.

The Sunset
Perched on a bluff overlooking the Pacific Ocean and Nesika Beach, this beautifully reimagined Airstream has been expanded to create more space and stunning views. The open floor plan opens onto a private deck with a FIRE PIT, HOT TUB, and OUTDOOR SHOWER, perfect for watching sunsets and stargazing. This location is perfect whether you want to stay here and enjoy our beautiful property or venture out and explore the Southern Oregon coast.

Lilly Glen Tree House at Taylor Creek Lodge
Lilly Glen Treehouse is in the most magical and enchanting setting. Nestled in a very Jurassic looking gully and overlooking a 40foot waterfall, this is truly a one of a kind experience. Although you have exclusive use of the treehouse, you still have access to all of Taylor Creek Lodge's amenities . Enjoy a treehouse experience in luxury. A continental breakfast basket is included each morning. Sorry, no children under 12 years old.
Popular amenities for Southern Oregon holiday rentals
Other great holiday rentals in Southern Oregon

Cliffside Yurt by the River

Eco cabin near Bend: sauna, spa, king bed, EV plug

Bluemoon Vacation Rentals - Cabin 52

Mountain Greens Cabin

Secluded Lakefront Mini-Cabin W/ Paddleboards

The Greenwood Villa w/wood fire hot tub

Rogue River Retreat

Modern Tiny House w/ Hot Tub and Putting Green
Destinations to explore
- Portland Holiday rentals
- South Lake Tahoe Holiday rentals
- Bend Holiday rentals
- Sacramento Holiday rentals
- Eugene Holiday rentals
- Reno Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
- Cannon Beach Holiday rentals
- Truckee Holiday rentals
- Rockaway Beach Holiday rentals
- Sunriver Holiday rentals
- Chalet rentals Southern Oregon
- Farm stay rentals Southern Oregon
- Flat rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Family-friendly rentals Southern Oregon
- Holiday home rentals Southern Oregon
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- Barn rentals Southern Oregon
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- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
- Yurt rentals Southern Oregon
- House rentals Southern Oregon
- Rentals with a patio Southern Oregon
- Rentals with an accessible-height toilet Southern Oregon
- Rentals with a sauna Southern Oregon
- Guest house rentals Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Private suite rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Rentals with an EV charger Southern Oregon
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- Townhouse rentals Southern Oregon
- Boutique hotels Southern Oregon
- Rentals with beach access Southern Oregon
- Tiny house rentals Southern Oregon
- Treehouse rentals Southern Oregon
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- Rentals with outdoor seating Southern Oregon
- Rentals with a firepit Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
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- Campsite rentals Southern Oregon
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