
Holiday rentals in Douglas County
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Top-rated holiday rentals in Douglas County
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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.

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.

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.

The Eugene Dome: Wine Country, Nature, Hobbit Home
Welcome to our Dome. This little wine country, hobbit-home getaway is perfect for enjoying a good book with a cup of tea, exploring 5 acres of hillside, or visiting the nearby wine-tasting opportunities. This little hobbit home is spacious yet cozy. It is tucked into the trees right off of Lorane Hwy. You will have private access and use of the space and five acres of rolling hills. The door has a code lock, so independent check-in is easy! Social media: @theeugenedome 10% off 3 nights

Riverfront Hideaway - Hot Tub - Private Entrance
Kick back and relax in this calm, stylish retreat tucked along the river in the heart of wine country. With peaceful river views and private river access just steps away, you’ll feel immersed in nature—yet still enjoy the convenience of being only a quick 10-minute drive into town. Fishing, agriculture, local activities, and abundant wildlife surround our tranquil hideaway, and it’s easy to see why we fell in love with this special place. Come unwind and soak in the serenity.

Umpqua Valley Garden Getaway
Minutes from several award-winning wineries and local fishing holes, the Umpqua Valley Garden Getaway has all the amenities you will need for a memorable vacation. Down a cobblestone stairway, you will find a pristinely redesigned cottage nestled in a private backyard garden. Start your day with a hot cup of coffee from the wicker chairs overlooking the backyard and end your day dining al fresco as string lights dangle above a cozy corner of the deck.

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!

House on a Ranch. Ponds, beautiful tree landcapes
Entire 3 bedroom manufactured house. It is located on a 340 acre ranch. With your own fishing poles, fish in our private pond or bring a boat and fish in the Umpqua River. Only about an hour from mountain skiing or ocean beaches. Nestled at the base of the coastal mountains Property has many ponds that are landscaped with hundreds of ornamental trees. There is a pavillion with a gas fire pit and pellet grill.

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!

Cozy, quiet country cabin.
This cabin is cozy and comfortable. it is located a short distance from Plat I reservoir. The reservoir is a buzz during the spring and summer months with nesting birds and wildlife. The cabin sits well off the main road so this lends itself to the quiet that is enjoyed here. Pets are welcome but must not be left unattended.

Glenn Creek Cabin
Glenn Creek Cabin is set on Glenn Creek in a beautiful Pacific Northwest forest. Only 3 miles from Golden & Silver Falls, you will find it's a great place to unwind from the pressures of life. The cabin offers modern accommodations for up to 4 guests with a fully-equipped kitcen, and everything you need to relax.

Stunning views, Hot Tub, Cold Plunge.
May and June are filling fast. Only a handful of nights remain. Four levels above the bay. Hot tub. Cold plunge. Endless views. This isn’t an escape. It’s where your system resets. Not your average Airbnb— this is the one you’ll talk about long after you leave. The one you come back to.
Popular amenities for Douglas County holiday rentals
Other great holiday rentals in Douglas County

Little Cabin, scenic North Umpqua corridor

Valley's End Tiny House

Sweet Springs Chalet - Farm Stay

Crater Lake Cattle Company Ranch Cabin

Raven's Rook River House 3 BR 1.5 Bath Sleeps 6-7

5 min dr to lake Bohemian Rustic A-Frame Cabin

Resting Rock

Steelhead Guest House W/Game Room
Destinations to explore
- Rentals with a washing machine and dryer Douglas County
- Rentals with an EV charger Douglas County
- Pet-friendly rentals Douglas County
- Rentals with a hot tub Douglas County
- Rentals with a patio Douglas County
- Farm stay rentals Douglas County
- Motorhome rentals Douglas County
- Rentals with a kayak Douglas County
- Flat rentals Douglas County
- Cabin rentals Douglas County
- Guest house rentals Douglas County
- Rentals with a firepit Douglas County
- Rentals with lake access Douglas County
- Rentals with outdoor seating Douglas County
- Rentals with a fireplace Douglas County
- Family-friendly rentals Douglas County
- Private suite rentals Douglas County





