
Holiday houses in Douglas County
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Top-rated holiday rentals in Douglas County
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Hidden Dome Retreat in the Trees
Hidden in the trees at the end of a long private driveway, our Geodesic Dome House offers a unique adventure. Nestled on just over an acre provides the ultimate getaway for those seeking a one-of-a-kind vacation experience. Fully renovated, beautifully blends industrial modern design with natural surroundings, creating a tranquil escape you’ll cherish forever. Enjoy the outdoor kitchen and dining area, gather by the fire pit, soak in the peaceful surroundings for an unforgettable coastal retreat
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Mountain View Treehouse
Perched 17 feet above the forest floor between four mature Douglas fir trees and ready for your relaxing escape. You may catch a glimpse of a blacktail deer, turkey, grey squirrel, or hear a great horned owl or woodpecker. No comfort is left out, equipped with an unlimited hot water shower, toilet, sink, heat and ac. The interior of the treehouse is lined with incense cedar harvested on the property. Small decks off the front and back of the treehouse to relax and enjoy your morning coffee.
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The Cottages at Porter Hill (Green)-Near Roseburg
Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.
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Bailey River House
Spacious 3 BR 2 bath. The primary bedroom has a king bed. The other 2 rooms have queen beds. The extra bonus room has 2 cots, full sofa sleeper and a Queen platform bed. The home is fully stocked with EVERYTHING you need. NO PETS and NO SMOKING inside the home, especially Marijuana. There will be a $100 -$200 fee if this rule is broken. PARTIES & EVENTS are not allowed until further notice. Airbnb has a global ban of no more than 16 people allowed on the property. Outside cameras in use.
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The Loft@Paradise Point. Hot tub w/stunning views!
Relax and unwind at this unique, secluded, sparkling clean, getaway. The Loft is situated behind a private security gate on top of a mountain. It has breathtaking views yet is only 10 min. from town and in the heart of some of the greatest wineries in Oregon. The bedroom has a romantic fireplace and access to a private deck. Equipped with a Refrigerator, K-Cup Coffee Maker, Air-Fryer, Toaster Oven & Microwave. Soak in the new luxurious hot tub that has WIFI. Fire pit offered when permitted.
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Aviation Suites: Flight Deck
Aviation Suites is a unique business setting with overnight accommodations on the tarmac of the Roseburg Airport. Quality best describes the experience. The Flight Deck’s floor to ceiling windows lets you experience the thrill of the runway. The Hangar is quiet and easily accessible to the best of what Douglas County has to offer. An adjoining door offers a third option, a two bedroom, two bath executive suite. Private & accessible by air or vehicle. Book your stay now at Aviation Suites!
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Ripple Rock Lodge- Gateway to Crater Lake
The Ripple Rock Lodge offers amazing views of The Rogue River Gorge and Lost Creek Lake. The lodge has a large patio with ambient lighting, and both gas and charcoal grills! It is located on a 10 acres parcel of woodlands to explore with access to the Rogue River and numerous hiking trails. Medford International Airport is approximately 40 miles from the Lodge and Crater Lake National Park is approximately 35 miles. Now offering as a wedding venue, please message with any inquiries!
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Hot Tub + Cold Plunge | Bay Views | The Tower
Some places entertain you. Some places change how you feel. The Tower was built for the second one. It’s four stories tall and completely its own thing. You’ll wake up above the bay, drink your coffee while you enjoy breathtaking views, put a record on instead of the TV, soak in the hot tub, brave the cold plunge and probably spend more time than you planned on the rooftop. Perfect for a romantic weekend for two—or two couples traveling together who still want their own space.
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Forest Dream House Tree House at Pachamama Farm
Complimentary continental breakfast includes croissants, jelly, coffee, tea, creamers, sugar, yogurt, fruit & pineapple juice stocked in your house. Farm menu add-ons like fresh eggs, bacon & sausage available for delivery. 2BR/1BA ranch house w/ kitchenette, laundry, fast Wi-Fi, landline, luxury linens, cozy throws & covered parking. Sleeps 6 family-style or 2 unrelated adults. Dog-friendly 🚫 No cats No smoking indoors. Clean, scenic, peaceful ranch retreat.Sleeps 4 guests
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Rustic Riverfront Cabin
Rustic riverfront cabin only steps from the world famous Umpqua River. 3bd/2ba home on almost an acre nestled in the trees. 2 Pets are permitted with approval and a fee applies, see below. There is a fully furnished kitchen, microwave, coffee maker, stove, dishwasher, pellet stove, barbeque, WIFI, streaming and a good selection of dvd's, books and games available. There is also a full size washer and dryer. The cabin sleeps 6 comfortably (the limit includes infants)
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A Restful Studio Near a Creek and Forest - Pets
Please read below for details about the occupancy. We are nestled in the country between Roseburg and Glide. This updated studio is private, clean, restored, and sits atop a 50's cabin. This is a shared guest property, and the parking and entrances are completely separate! Open the windows, listen to the creek, or sit on the porch and look at the trees. We are on the way to the North Umpqua river, many hiking trails, waterfalls, and Crater Lake!
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Highlands and Horses Ranch Airbnb
Meet friendly Highland Cows and beautiful horses on a lush green ranch nestled in rolling hills. Just 13 miles east of I-5, this peaceful retreat offers total nature immersion. Even the drive delights—with farms, grazing sheep, and scenic views at every turn. Step out, breathe deep, and let the fresh country air melt your stress away. It’s more than a getaway—it’s a soul-refreshing retreat!
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Popular amenities for Douglas County holiday rentals
Other great holiday rentals in Douglas County

Tide's Reach of the Umpqua
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Secluded Lakefront Mini-Cabin W/ Paddleboards
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Steelhead Guest House W/Game Room
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Below the Falls Lodge
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Urban Boho Charmer! 2 Bdrm 1 Bath Fire pit table
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The Eugene Dome: Wine Country, Nature, Hobbit Home
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Wayside-centrally located, super convenient!
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Chardonnay Chalet at the Vineyard
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Destinations to explore
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