Holiday rentals in O'Brien

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!

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.

Sparkling Clean & Private! Amazing Ocean Views [5]

PRIVATE, QUIET & SPARKLING CLEAN! You'll have ASTONISHING ocean views from inside & from your private deck overlooking the ocean below. This two room suite has a private entry, private deck overlooking the ocean & kitchenette with dining table. It sleeps 2 & can sleep 3. (See "BEDS & BEDROOMS" below.) 🐬🐬 There's a library with great books. Restaurants, the redwoods, wild rivers & ocean beaches are all close. ----------- 👍 Full refund if you CANCEL within 48 hours of booking. -----------

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!

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.

Cozy Detached Guest Quarters

Guest room is detached from main house and has half bath with shower. Wet bar has microwave, small fridge and place settings for two. Short drive to hiking/mt bike trails in Cathedral Hills; close to Applegate vineyards and to downtown restaurants! We are an active family who enjoy our yard and open our home to meet new friends. If you are looking for complete perfection and no interaction we might not be your place! Otherwise we can’t wait to meet you! We are pet friendly with a $10 fee.

Cabin Serenity at Applegate Winery

Escape to your own cozy cabin, tucked away in a private wooded forest on a stunning vineyard & winery. Perfect for a quiet & peaceful getaway! Wake up to forest views from your king bed or unwind with a glass of wine on one of two private decks. Located at Walport Family Cellars in the heart of Applegate wine country, with 18+ wineries nearby—many within walking distance! For guests over 21, enjoy honorary wine club perks, including complimentary flights and purchase discounts!

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.

Chetco Riverview! Rejuvenating Hot Tub! King Bed!

Experience the perfect blend of nature and privacy in this expansive Chetco River View, forest home. Bring your boat—there’s ample parking! Located just minutes from the Port of Brookings Harbor and downtown Brookings, with shops and restaurants nearby, this home offers convenience with a serene, natural setting. Nestled near hiking trails, pristine beaches, and towering redwoods, River View is your ideal Southern Oregon retreat for the ultimate getaway.

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.

The Whale

Perched on a bluff overlooking the Pacific Ocean and Nesika Beach, this beautifully reimagined Airstream was expanded to create more space and stunning views. The open floor plan opens onto 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 and enjoy our beautiful property or venture out and explore the Southern Oregon coast.

OCEAN FRONT MidCentury Experience - The Starlite!

Only 10 MINUTES from the ancient redwood forest, the Starlite Inn is a unique, OCEANFRONT duplex bungalow, with chic, mid-century character all its own. Guests love the vintage orange Preway/Malm fireplace, Modernized Bluetooth-compatible 1960's vintage stereo console, Nespresso machine, and many other vintage-inspired perks they discover along the way!!!