
Holiday houses in O'Brien
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Top-rated holiday rentals in O'Brien
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Cliffside Yurt by the River
If you're looking for a unique way to experience nature that still offers the comforts of home, come see what Yurt Life is all about! Tucked away in a manzanita grove and perched on a cliff with the river below, the space offers privacy, views, and close access to the river. This little yurt packs a big punch: kitchenette, comfy lounge chairs, queen bed, table, wifi and ceiling fan. And rather than being a dreaded experience, the attached bathroom with epic views is one of the best features!

Redwood Cabin
Beautiful cedar wood cabin in the Redwoods with a hot tub overlooking the Smith River. Newly built with rustic charm and attention to detail. One bedroom, plus a loft with full staircase, furnished with new queen beds. Wonderful grassy area behind the cabin for picnics, relaxing and badminton. Perfect location for peaceful getaway, within 15 minutes of Redwood parks, beaches and restaurants. Come relax in a little peace of heaven nestled in the forests and rivers of the Northern California Coast

Cozy Cabin! Private & 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.

100 Year old cabin in the woods, quiet retreat.
Cozy, historic cabin nestled in the woods. Enjoy the natural serenity of the forest, abundant wildlife, tall trees, seasonal pond, and fresh air. Just 10 min from town, enjoy the beauty of rural Southern Oregon w/convenience. A short drive from the Oregon Caves National Monument, S. Oregon Wineries, N. Cali Redwoods, & the Pacific Coast. Guests have access to the entire cabin + forest, private patios, & dog friendly fenced yard. Enjoy the convenience of the hostess nearby, with ample privacy.

River Front Home in Forest Setting - Oregon Coast
River front home on a peaceful forested property with a private fishing and swimming hole, located on the Winchuck River in Southern Oregon, 6 miles from the Pacific Ocean, 10-15 miles from Brookings, Harris Beach, Samuel H. Boardman and 18-25 miles to Crescent City, The Smith River, Jed Smith and Redwood National Park. Experience a coastal river valley micro climate with warm, fog-free summers, or winter storm watch and see the river rise while warming yourself by the wood burning fireplace.

Augustino Vineyard Cowboy Cabin Cave Junction
Beautifully appointed cabin on a working ranch and vineyard property, walking distance to our famous treehouse wine tasting room. The Cowboy Cabin is a great place to vacation with family or friends. Enjoy the covered back patio overlooking the west fork of the Illinois River or cozy up next to the wood burning fireplace. We are minutes from Cave Junction, The Redwoods and 40 minutes to the Pacific Ocean. Perfect for a weekend getaway or a home base to explore all that the area has to offer.

Black Bear Retreat - Dog Paradise
Make some memories at this Dog and family-friendly cabin. Enjoy the weird combination of funky, fun, and ultra high-end amenities. The cabin has a spacious master suite and bath. Recent remodeling included a gourmet kitchen and guest bath. Black Bear Retreat is a perfect location for a family reunion or a peaceful private getaway. A short walk away, Lake Selmac Park has world class fishing. Onsite are 2 RV pads with 50 amp power and water. Convenience store & camping are in walking distance.

The Lodge
Experience the ultimate Oregon retreat in our spacious 3-bedroom lodge. Unwind in a Luxury King suite featuring an oversized soaking tub, or host the whole crew in our expansive kitchen and living areas. Whether you’re streaming on the 65" Smart TV via high-speed fiber Wi-Fi or hitting the resort’s swimming pond and BBQ gazebo, adventure is at your doorstep. From the Oregon Caves to the Redwoods, your perfect home base awaits. Comfort, style, and nature—all in one place.

Pioneer Cabin
Welcome! Pioneer beckons lovers of nature, adventurers, folks who appreciate togetherness and existing in the moment with loved ones. Cozy up in this cabin surrounded by natural beauty. Guests will enjoy close proximity to the Smith River and Redwoods, opportunities to swim, hike, raft, fish, adventure and relax. We provide a space which family and friends will use to build life-long positive memories while experiencing the natural magic this special place has to offer.

Weekend on the farm!
Looking for a quiet place to escape the hustle and bustle but still have all the comforts of home? Come join us on our mini farm. Feed the chickens and horses and enjoy true farm life. We produce free range eggs, all natural poultry as well as vegetables fresh from the garden in season. We also offer full care horse boarding. Located in close proximity to the Oregon Caves, Augustino winery, Illinois River forks state park, and walking distance to the Wild Cat Park.

Tranquil Studio Near Scenic Redwood Hwy
Tucked amongst the trees, 8 miles west of Grants Pass, this charming studio feels like stepping into a quiet fairytale—birdsong and fresh air welcome you in. Enter through the cottage garden into a warm, thoughtfully designed retreat that balances convenience with nature. Perfect for road trippers or exploring the Redwoods, the studio features a spacious deck overlooking a seasonal pond (dry in summer). Guests who book one night often wish they had stayed longer.

Yurt on the Applegate
Hot tub is back up and running.. Relax along the banks of the Applegate River. Enjoy a soak in the outdoor wooden hot tub or a swim in the river. Fall asleep in the comfy queen bed and enjoy the quiet of the country. We are about 15 minutes from downtown Grant's Pass and close to the Applegate vineyards. The cabin is very eco friendly, with an incineration toilet, on demand hot water, tucked into the woods. pets are welcome but please don't sneak them in.
Popular amenities for O'Brien holiday rentals
Other great holiday rentals in O'Brien

The Creek House at Patrick Creek

Jade River Lodge

Smith River Haus | Modern Retreat & Saltwater Pool

The Magical Forested Sea Cove

Unique A-Frame Cabin - 'Deja Vu'

The Groundskeeper's Cabin

Cozy Cottage in the Woods

Rustic Cabin with Pond!
Destinations to explore
- Portland Holiday rentals
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- Seaside Holiday rentals
- Berkeley Holiday rentals
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- Redwood National and State Parks
- Prairie Creek Redwoods State Park
- Jedediah Smith Redwoods State Park
- Samuel H Boardman State Scenic Corridor
- Trees of Mystery
- Battery Point Lighthouse Museum
- Ocean World
- Harris Beach State Park
- Oregon Caves National Monument & Preserve
- Riverside Park
- Jerrys Rogue Jets
- Rogue Valley Family Fun Center





