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

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.

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.

The Enchanted Forest Cottage
The Enchanted Forest Cottage is a tiny house tucked away in a private, coastal forest with towering trees, beautiful rhododendrons, and wild huckleberry bushes. The stunning beauty of this handcrafted cottage and the amazing surroundings make for an INCREDIBLE glamorized camping (GLAMPING) experience you will never forget! Large panoramic windows, your own private deck and lazy forest trails, allow for a full and comfortable immersion into your own personal one-acre forest.

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 60foot 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. You can add an all you can eat farm style breakfast for an additional fee. Sorry, no children under 12 years old.

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.

Heartland Treehouse
Heartland Treehouse is perched between two massive fir trees overlooking a steep river canyon. Sounds of a nearby waterfall will soothe you to bed at night and gently wake you in the morning. My home is a short walk or drive away and I will be happy to help guide your adventure on Oregon's South Coast. Your treehouse home is secluded, comfortable, and perfect for getting blissed out and recharged.

Highlands and Horses Ranch Airbnb
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!

The Acorn dome
Nestled in the trees, the geodome has mini split ac, heat, WiFi, tv, kitchen area, stove, fridge and private detached bathroom/shower. Three miles to Ashland, yet surrounded in nature. Take advantage of the Incredible views and bird watching on the wrap around deck. Barrel sauna available for use, shared with adjacent tiny house airbnb
Popular amenities for Southern Oregon holiday rentals
Other great holiday rentals in Southern Oregon

The Cottages at Porter Hill (Green)-Near Roseburg

Romantic Getaway at the Tree Farm - w/ Starlink

New Cabin! Private & Cozy, Overlooking the Woods

The Shady Knoll

The Eugene Dome: Wine Country, Nature, Hobbit Home

Exclusive River Escape On The Coast | Hot Tub

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

Myrtle's Yurt
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