
Holiday rentals in Douglas County
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Top-rated holiday rentals in Douglas County
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Riverhaus on the Umpqua
Lovely, comfortable home has 3 bedrooms & 2 baths, located on the North Umpqua River with an airstrip nearby. Master suite has private covered deck & entrance. Riverfront property and deck with a propane bar-b-que for cooking, entertaining, relaxing, viewing wildlife, & river. Outdoor fire pit. Home is fully furnished. No smoking on property. Easy access to the river. For nature enthusiasts; walking, hiking, or biking trails. Great for girls trips, honeymooners, fishing, casinos, & wineries.
4.92 out of 5 average rating, 183 reviews
Steelhead Guest House W/Game Room
Unwind and have a fun time at Steelhead Guesthouse! We are nestled in the beautiful heart of nature in Idleyld Park, Or. On your way to Diamond Lake(60 miles away), Crater Lake(78 miles away), or any of our amazing waterfalls and hiking trails? How about doing some steelhead fishing on the world famous North Umpqua River? Look no further. We are minutes away from some of the best fly fishing spots you can find. We also have a large game room, w/ air hockey, basketball and darts, for family fun!
4.97 out of 5 average rating, 140 reviews
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.
4.97 out of 5 average rating, 147 reviews
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.
4.94 out of 5 average rating, 378 reviews
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.
5.0 out of 5 average rating, 170 reviews
Hawthorne Haus
Classic mid century home sitting above downtown Roseburg with 3 bedrooms and 2.5 baths. Home has beautiful views of the city from each of its five decks. Home is fully furnished with everything you'll need to relax, or work with a private office space and high speed WiFi. Walking distance to shopping and dining. Use as your base to explore Southern Oregon with trips to the Oregon Coast, Wildlife Safari, or hiking/fishing/rafting in the Umpqua National Forest. Dogs welcome with a fee.
4.91 out of 5 average rating, 298 reviews
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)
4.99 out of 5 average rating, 313 reviews
Highway to Diamond Lake/Crater Lake roadtrip stop!
Relax and have some fun in our renovated 1 bed/1 bath detatched garage in our large fenced back yard. The space can sleep 6 people with a queen size bed, with queen and full size futon/sleepers. One block off highway 138, within minutes of a coffee shop, 3 restauraunts and a bar and grill. Single serve coffee maker, electric skillet, microwave, and a mini fridge. Pool/ping pong table, 55" smarttv, preloaded Nintendo, bluray player, and board games. Ask for wifi😊
4.9 out of 5 average rating, 274 reviews
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!
5.0 out of 5 average rating, 268 reviews
Scottish Highlands Ranch Stay
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!
5.0 out of 5 average rating, 211 reviews
Lone Wolf Cabin, pet friendly
Lone Wolf Cabin is situated on a gated road in a forest setting. It is the only residence on the road. It is about 2 miles from both Oakridge and Westfir which makes it convenient for mountain bike riding, hiking, golfing and dining out. There are both Forest Service Trails and game trails near the cabin. The cabin is rustic with modern conveniences. Weekly discount is $500.00
4.97 out of 5 average rating, 881 reviews
Urban Boho Charmer! 2 Bdrm 1 Bath Fire pit table
Urban Boho Style comes to Roseburg! Open for long or short term stays, the Charmer arrives as a favorite addition to Superhosts, Paul & April. The charmer welcomes you to the comfortable collections of textures & fabrics dotting natural colors. From our persian rugs to our rattan swing, you'll feel like this is your true retreat as you enjoy your stay.
4.91 out of 5 average rating, 267 reviewsPopular amenities for Douglas County holiday rentals
Other great holiday rentals in Douglas County

Ripple Rock Lodge- Gateway to Crater Lake
4.97 out of 5 average rating, 151 reviews
Wayside-centrally located, super convenient!
4.98 out of 5 average rating, 257 reviews
River House in Roseburg on the South Umpqua
4.98 out of 5 average rating, 117 reviews
OREGON HILLTOP RETREAT
4.96 out of 5 average rating, 141 reviews
The Dr. J. R. Chapman Home
4.94 out of 5 average rating, 268 reviews
Chardonnay Chalet at the Vineyard
4.97 out of 5 average rating, 726 reviews
Aviation Suites: Flight Deck
4.95 out of 5 average rating, 293 reviews
Little River Cabin, North Umpqua River Corridor!
4.95 out of 5 average rating, 107 reviewsDestinations to explore
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