Holiday houses in O'Brien

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Top-rated holiday rentals in O'Brien

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of the cedar wood cabin showcases a rustic design with a spacious deck, steps leading up, and large windows. A grill and outdoor seating area are visible, surrounded by lush greenery and tall trees.
Cabin in Crescent City
4.92 out of 5 average rating, 212 reviews

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

Top Guest favourite
Cabin in Cave Junction
5 out of 5 average rating, 18 reviews

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.

Top Guest favourite
A yurt is positioned on wooden stilts among dense greenery, featuring a wraparound deck that enhances the connection with nature. Large windows allow for ample sunlight, while the natural landscape provides a serene and private atmosphere.
Yurt in Gasquet
4.99 out of 5 average rating, 304 reviews

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!

Top Guest favourite
Home in Brookings
5 out of 5 average rating, 9 reviews

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.

Top Guest favourite
Cabin in Grants Pass
4.99 out of 5 average rating, 164 reviews

Mountain Greens Cabin

Looking for a peaceful getaway?🌲🦌Welcome to Mountain Greens Cabin! Enjoy a relaxing stay at this unique & tranquil cabin right in the beautiful forest of Southern Oregon. You will feel right at home in this cozy cabin with scenic Mountain views. Conveniently located right off the freeway, only 10 miles from Grants Pass! Enjoy your own private nature walk, where you can view wildlife right from the cabin! After exploring, you will feel relaxed and comfortable the moment you enter the cabin!

Guest favourite
The living area is furnished with a stone fireplace and a flat-screen TV. A wooden dining table with woven placemats is visible, accompanied by leather chairs. Comfortable seating is provided by upholstered chairs and a patterned rug enhances the cozy ambiance.
Home in O'Brien
4.94 out of 5 average rating, 50 reviews

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.

Guest favourite
Cabin in O'Brien
4.97 out of 5 average rating, 34 reviews

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.

Guest favourite
A cozy sleeping area is presented with a spacious bed, layered with a decorative quilt featuring a rustic design. A comfortable sofa with coordinated cushions sits across from the bed. Natural light filters through two blue-curtained windows, illuminating the inviting space.
Farm stay in Cave Junction
4.95 out of 5 average rating, 80 reviews

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.

Guest favourite
The rustic cabin exterior is framed by towering trees, showcasing wood siding and a sloped roof. A large deck extends from the cabin, providing outdoor seating and a partially covered area for relaxing amid nature. Large windows invite natural light into the living space.
Cabin in Gasquet
4.85 out of 5 average rating, 189 reviews

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.

Top Guest favourite
The studio features a spacious bed framed with a light wood finish, complemented by soft linens and pillows. A ceiling fan provides airflow, while a Roku TV is mounted on the wall. Natural light filters through large windows with sheer curtains, enhancing the inviting ambiance.
Guesthouse in Grants Pass
4.99 out of 5 average rating, 224 reviews

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.

Top Guest favourite
A spacious sleeping area features large glass windows that frame views of the Pacific Ocean and nearby grassy areas. Natural wood paneled walls complement a comfortably made bed. A cozy seating area is visible, creating a welcoming space for relaxation.
Campervan/RV in Gold Beach
4.94 out of 5 average rating, 310 reviews

The Cape

Perched on a bluff overlooking the Pacific Ocean and Nesika Beach, this beautifully reimagined Airstream has been expanded to create more space and offer stunning views. The open floor plan opens to 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 to explore the Southern Oregon coast.

Top Guest favourite
An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.
Cabin in Grants Pass
4.96 out of 5 average rating, 165 reviews

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.

Popular amenities for O'Brien holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Josephine County
  5. O'Brien