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

Hillside Cabin Retreat
Escape to our tranquil guesthouse nestled in the woods, offering a private retreat just minutes from Eugene's city center & the University of Oregon. This cozy cabin features a well-equipped kitchenette, luxurious outdoor shower & spacious deck perfect for enjoying meals while observing local wildlife & sunsets. Unwind in the hammock & fall asleep to the sounds of nature. Conveniently located near Hayward Field & downtown Eugene, our guesthouse provides a unique blend of serenity & convenience.

#StayinMyDistrict Cape Arago Sanctuary at the Sea
#StayInMyDistrict Cape Arago Sanctuary on the Sea! Oceanfront home features sweeping views of the ocean & direct access to Lighthouse Beach. Located on a pointe overlooking the sea, w/ floor to ceiling windows & views for miles. This mid century beauty was designed for both style & comfort. Outdoor space with large grassed yard w/ gas fire pit, & comfortable seating. Enjoy local hiking, convenient to Charleston & Coos Bay. 2 bed/2 bath, cozy fireplace, W/D,Sleeps up to 8, BBQ Grill, Oceanfront.

| 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.

Skyliners Getaway
Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

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.

A-Frame cabin • hot tub • near Bend • 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.

Eco cabin near Bend: sauna, spa, king bed, EV plug
Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

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.

The Shard: Steven’s Rustic A-Frame Cabin
Steven took his diamond in the rough A-frame cabin and remodeled it into the unique space that The Shard is today. He had a vision of modern convenience combined with rustic charm that is so La Pine! Outdoors you will find an acre of natural landscape surrounded by pine trees to be enjoyed from the deck. Also, a newly added paver stone parking area and privacy fencing!

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

Rogue River Glamping

Modern Tiny House w/ Hot Tub and Putting Green

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue

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

McKenzie Bridge River House near Sahalie Falls

Windsong Garden Cottage

The Birdhouse Retreat| Views & Hot Tub

The Cozy Cabin (with own private hot tub!)
Destinations to explore
- Northern California Holiday rentals
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- Deschutes River Holiday rentals
- Farmstay rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Family-friendly rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with beach access Southern Oregon
- Tiny house rentals Southern Oregon
- Tree house rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Guesthouse rentals Southern Oregon
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- Chalet rentals Southern Oregon
- Apartment rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Boutique hotels Southern Oregon
- Rentals with an EV charger Southern Oregon
- Townhouse rentals Southern Oregon
- House rentals Southern Oregon
- Rentals with an accessible height toilet Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Holiday home rentals Southern Oregon
- Barn rentals Southern Oregon
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- Rentals with a hot tub Southern Oregon
- Rentals with a washing machine and dryer Southern Oregon
- Tent rentals Southern Oregon
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- Yurt rentals Southern Oregon
- Campsite rentals Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Hotel rooms Southern Oregon
- Villa rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Loft rentals Southern Oregon
- Luxury rentals Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Rentals with a fire pit Southern Oregon
- Rentals with lake access Southern Oregon
- Beachfront rentals Southern Oregon
- Pet-friendly rentals Southern Oregon
- RV rentals Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Condo rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Rentals with a fireplace Southern Oregon




