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
A spacious cabin room is visible, featuring a king bed and rustic furnishings, including a light wood armoire. A deck extends from the room, equipped with two teak chairs and a small table, surrounded by lush greenery and tall pines.
Cabin in Brookings
5 out of 5 average rating, 277 reviews

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.

ValueLocationGetting around

Superhost
Tiny home in Rogue River
4.85 out of 5 average rating, 124 reviews

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!

LocationIndoor spacesQuiet

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, 290 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!

ValueLocationKitchen

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, 212 reviews

Tranquil Studio Near Scenic Redwood Highway

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 with a stone bridge straight out of a fairytale. Guests who book one night often wish they had stayed longer.

LocationValueGetting around

Superhost
Home in Brookings
5 out of 5 average rating, 4 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.

LocationOutdoor spacesRiver

Top Guest favourite
The cabin features an A-frame structure surrounded by tall trees, offering a natural setting. A covered porch enhances the entrance, while flower beds and shrubs add color. Large windows provide views of the forest, contributing to the outdoor connection.
Cabin in Selma
4.98 out of 5 average rating, 52 reviews

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.

LocationFamilyAccess

Guest favourite
Cabin in O'Brien
4.97 out of 5 average rating, 32 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.

ValueFamilyBathroom

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, 76 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.

FamilyLocationHiking

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
4.84 out of 5 average rating, 177 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.

LocationFamilyKitchen

Superhost
Home in Cave Junction
4.5 out of 5 average rating, 10 reviews

Redwoods Stopover | Near Hiking | Pet Friendly

Welcome to Redwoods Stopover, just 1 block from downtown Cave Junction and minutes from hiking, wineries, and outdoor adventures. This 3BR/2BA home sleeps 6 with 2 queen beds, a full, and a twin trundle. Enjoy a fully equipped kitchen, washer/dryer, TVs in every bedroom, and a fenced yard with possible RV parking. Oregon Caves are a quick 30 minute drive, and you’re right off the main road for an easy trip to or from the coast- close to everything!

FamilyLocationCondition

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, 156 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.

LocationFamilyCleanliness

Guest favourite
Cabin in Crescent City
5 out of 5 average rating, 9 reviews

Fern Hook Cabins 400

Take it easy at this unique and tranquil getaway. Our newly built Fern Hook – Redwood Coast Vacation Cabins are located near Jedediah Smith State Park in the tiny hamlet of Hiouchi, California. Here old-growth redwood forests meet crystal clear waters on their way to the secluded beaches of the rugged north coast. We welcome you to indulge yourself in a private setting of magnificent redwoods carpeted with ferns.

ValueLocationCleanliness

Popular amenities for O'Brien holiday rentals

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