
Holiday rentals 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.

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.

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.

A-Frame cabin âą hot tub âą near Bend âą Mt Bachelor
This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, 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.

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.

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.

Lone Wolf Cabin, pet friendly
Lone Wolf Cabin is situated on a gated road in a forest setting. It is the only residence on the road. It is about 2 miles from both Oakridge and Westfir which makes it convenient for mountain bike riding, hiking, golfing and dining out. There are both Forest Service Trails and game trails near the cabin. The cabin is rustic with modern conveniences. Weekly discount is $500.00

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

The Cocoon Cottage đ
The Cocoon Cottage is suspiciously good at making people forget their inboxes. Curved wood walls glow at night, windows frame forest and water, and urgency goes missing. Expect baths, books, long pauses, sauna sessions, lake views and ideas that show up when you stop trying so hard.

The Treehouse at Farwood Retreat
The Treehouse is offgrid and nestled in the Umpqua National Forest away from the hustle and bustle of cities. The Treehouse overlooks the beautiful Jackson Creek. This is a destination to disconnect from the world in order to reconnect with yourself and your loved ones.

Classy Comfortable Close in Creekside Cabin
Enjoy the quintessential Oregon Experience in this Beautiful, unique, private, cozy, comfortable creekside cottage in the country 30 minutes from U of O and Eugene. 2 bedroom, 1 bath, 1,100 sq ft Cedar Shake cottage completely furnished.
Popular amenities for Southern Oregon holiday rentals
Other great holiday rentals in Southern Oregon

Modern Tiny House w/ Hot Tub and Putting Green

The Little Lodge

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue

New Cabin! Private & Cozy, Overlooking the Woods

Secluded Lakefront Mini-Cabin W/ Paddleboards

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

Creekside Beaver Cabin

Charming 2br cabin 300ft from the Rogue River.
Destinations to explore
- Northern California Holiday rentals
- Gold Country Holiday rentals
- Eastern Oregon Holiday rentals
- Portland Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Sacramento River Holiday rentals
- Deschutes River Holiday rentals
- Reno Holiday rentals
- Family-friendly rentals Southern Oregon
- Farm stay rentals Southern Oregon
- Flat rentals Southern Oregon
- Hotel rooms Southern Oregon
- Holiday home rentals Southern Oregon
- Tent rentals Southern Oregon
- Barn rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
- Rentals with a patio Southern Oregon
- Townhouse rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Waterfront rentals Southern Oregon
- Yurt rentals Southern Oregon
- Rentals with a firepit Southern Oregon
- Rentals with an accessible-height toilet Southern Oregon
- Guest house rentals Southern Oregon
- Rentals with lake access Southern Oregon
- Private suite rentals Southern Oregon
- Villa rentals Southern Oregon
- Campsite rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Rentals with a fireplace Southern Oregon
- Boutique hotels Southern Oregon
- House rentals Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Serviced apartment rentals Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Apartment rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with beach access Southern Oregon
- Pet-friendly rentals Southern Oregon
- Tiny house rentals Southern Oregon
- Treehouse rentals Southern Oregon
- Rentals with an EV charger Southern Oregon
- Luxury rentals Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Beachfront rentals Southern Oregon
- Loft rentals Southern Oregon
- Motorhome rentals Southern Oregon
- Chalet rentals Southern Oregon




