Holiday rentals in Douglas County

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Top-rated holiday rentals in Douglas County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A comfortable living area is illuminated by natural light from large windows. A wooden dining table is set with plates and flowers, while cozy seating options include armchairs and a sofa. A ceiling fan and entertainment center contribute to the room’s welcoming ambiance.
Guest house in Glide
4.99 out of 5 average rating, 99 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!

Top guest favourite
A treehouse elevated 17 feet above the ground is surrounded by tall Douglas fir trees. A wooden staircase leads to the entrance, flanked by a wraparound deck. The exterior features warm wooden tones, and large windows offer glimpses of the forest.
Treehouse in Sutherlin
4.97 out of 5 average rating, 115 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.

Top guest favourite
A cozy bedroom features a spacious bed adorned with a quilted cover and decorative pillows. A wooden tray with two mugs, a plate with snacks, and a small vase of flowers rests on the bed. Light streams in through two windows, highlighting the calming decor.
Cottage in Tenmile
5 out of 5 average rating, 154 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.

Top guest favourite
A serene outdoor area features a view of the North Umpqua River, framed by lush trees and hillside. Seating arrangements include several chairs and a shaded patio umbrella. Flower pots filled with vibrant blooms add color to the space, while a fire pit invites cozy gatherings.
Home in Roseburg North
4.94 out of 5 average rating, 365 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.

Guest favourite
An insulated dome interior showcases a cozy space with a plush brown blanket draped over a spacious bed. A stone hearth is centrally positioned, with wood-fired heating. Two tall tables with chairs and a sectional sofa are located near expansive windows that provide views of the outdoors.
Dome in Scottsburg
4.97 out of 5 average rating, 176 reviews

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a unique RIVERSIDE GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural town, tucked just out of sight of the beaten route to/from the Pacific Ocean and Oregon Dunes a short 16mi away at Reedsport.  Year-round floating dock and river access all to yourself, different experience with each tide change, and kayaks provided. Otter, eagle, seal, fish, etc : a nature theme park!

Guest favourite
The historic bank building features striking red brick and detailed stonework, with large windows that enhance the inviting facade. The entrance to the Triple Oak Wine Vault is clearly marked, while surrounding shops contribute to the quaint atmosphere of downtown Oakland.
Guest suite in Oakland
4.81 out of 5 average rating, 400 reviews

The Wine Room, Oakland OR

Need a quiet, quaint refuge with cozy modern amenities? The Wine Room is in the small town of Oakland Oregon. Umpqua Valley one hour south of Eugene. It is safe while just a mile off of I-5. Walk the uncrowded town and parks. For longer stays your use of the kitchen Is negotiable. The private room has a beautiful bathroom with a heated floor, a mini-fridge and micro. Located in the back of a historic bank building that is our tasting room and coffee shop it is good for couples and solo.

Top guest favourite
Home in Prospect
4.96 out of 5 average rating, 137 reviews

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!

Guest favourite
A spacious outdoor area features a detached garage illuminated by string lights. Adjoining seating includes several Adirondack chairs surrounding a fire pit, creating a cozy gathering space. The garage door is open, revealing an inviting interior with comfortable furnishings visible inside.
Guest house in Glide
4.9 out of 5 average rating, 255 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😊

Guest favourite
Cabin in Lakeside
4.94 out of 5 average rating, 134 reviews

Secluded Lakefront Mini-Cabin W/ Paddleboards

Remote lakefront retreat—boat access only. We provide all arrival details after booking. Tucked away on North Tenmile Lake, this peaceful mini-cabin is perfect for a romantic escape or quiet writer’s retreat. Features a full kitchen, full bathroom with shower/tub combo, loft with king bed and lake views. Enjoy a private dock, paddleboards, high-speed WiFi, fishing, stargazing, and morning coffee by the water. The perfect mix of peace, privacy, and nature.

Top guest favourite
Home in Roseburg
5 out of 5 average rating, 238 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!

Top guest favourite
A private yurt is set among tall trees, featuring a deck with steps leading up to the entrance. The yurt's exterior is a soft tan canvas, with a distinctive circular shape and windows that allow natural light inside.
Yurt in Fort Klamath
4.95 out of 5 average rating, 151 reviews

Myrtle's Yurt

Get away from it all when you stay under the stars. No phone, no tv and no internet help you get away. Your cell may or may not get coverage here. (For urgencies, wifi/landline available in my main house). Private yurt with two shared bathrooms in an outbuilding. Please note, this is CAMPING with a bed. It can be hot, it can be cold, there may be bugs, there is no electricity, and no running water in the yurt.

Top guest favourite
A cozy living area features a leather couch, a lounge chair, and a barrel chair arranged around a wooden coffee table. A large window provides views of the outdoors, while a patterned area rug lies on the warm-toned floor, enhancing the tranquil ambiance.
Home in Myrtle Creek
4.99 out of 5 average rating, 183 reviews

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!

Popular amenities for Douglas County holiday rentals

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