
Holiday rentals in Southern Oregon
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Southern Oregon
Guests agree: these stays are highly rated for location, cleanliness and more.

New Cabin! Private & Cozy, Overlooking the Woods
Relax at this charming, rustic getaway. New cabin, nestled among tall pines in rural Brookings, OR. Located off of Hwy 101, just over a mile above Samuel Boardman Scenic Corridor, known for its rugged, protected coastline, wild rivers, lush forests and hiking trails. Only a 5 min. drive to spectacular beaches. This romantic little cabin features a king bed, deck with an unobstructed view of the surrounding woods, cozy gas cast iron stove, Keurig, mini-fridge, microwave and lovely walk in shower.

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!

A-Frame cabin • hot tub | near Bend | Crater Lake
This cozy and unique A-frame cabin is settled in a private community within the Deschutes National Forest. Relax here with over an acre of wooded pines, new hot tub, soaking bathtub, modern amenities, and beautiful 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.

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas
Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

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.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

The Epic A
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.

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.

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.
Popular amenities for Southern Oregon holiday rentals
Other great holiday rentals in Southern Oregon

Rustic Little Log Cabin In The Woods

The Shard: Steven’s Rustic A-Frame Cabin

Secluded mountain retreat, 10m. to Ashland, by PCT

Rogue River Retreat

Welcome to Dome Sweet Dome

A Restful Studio Near a Creek and Forest - Pets

Chalet in the Woods

Ripple Rock Ranch Lodge
Destinations to explore
- Northern California Holiday rentals
- Gold Country Holiday rentals
- Portland Holiday rentals
- Eastern Oregon Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Wine Country Holiday rentals
- Bend Holiday rentals
- Sacramento River Holiday rentals
- Reno Holiday rentals
- Motorhome rentals Southern Oregon
- Villa rentals Southern Oregon
- Rentals with an accessible-height toilet Southern Oregon
- Hotel rentals Southern Oregon
- Campsite rentals Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Family-friendly rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Rentals with a patio Southern Oregon
- Yurt rentals Southern Oregon
- Rentals with a firepit Southern Oregon
- Bed and breakfasts Southern Oregon
- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
- Townhouse rentals Southern Oregon
- Apartment rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Barn rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with lake access Southern Oregon
- Rentals with a fireplace Southern Oregon
- Chalet rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Tent rentals Southern Oregon
- Boutique hotel rentals Southern Oregon
- Loft rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Guest house rentals Southern Oregon
- Private suite rentals Southern Oregon
- Flat rentals Southern Oregon
- Pet-friendly rentals Southern Oregon
- Tiny house rentals Southern Oregon
- Treehouse rentals Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Rentals with beach access Southern Oregon
- Rentals with a sauna Southern Oregon
- House rentals Southern Oregon
- Luxury rentals Southern Oregon
- Beachfront rentals Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Rentals with an EV charger Southern Oregon
- Farm stay rentals Southern Oregon