Vacation rentals in Umpqua

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Top-rated vacation rentals in Umpqua

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Guest favorite
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
4.96 out of 5 average rating, 164 reviews

Tide's Reach of the Umpqua

All it's own type thing, in it's own type place, a RIVERSIDE LUXERY GLAMP! Nooked in Oregon Coastal Mountains at edge of inland tidal waters. Set to the background of a small historic rural township, 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!

Top guest favorite
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, 135 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 favorite
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, 353 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.

Top guest favorite
A cozy bedroom features a queen bed with an olive-green quilt and terracotta pillows. A decorative wall piece showcasing wine imagery hangs above the bed. Soft lighting is provided by wall sconces, and a wooden barn door leading to a closet adds rustic charm to the space.
Guest suite in Sutherlin
4.95 out of 5 average rating, 147 reviews

Sutherlin Retreat with a View & Wildlife w/brkfast

Experience wine country by touring our Douglas County vineyards. Come back and stay in our comfortable 1-bdrm w/queen bed, 1-bath apartment; a full-size hideabed; complete kitchen; living room w/big screen TV and sofa. With advance notice, we'll bring in a PacNPlay, if needed. Enjoy a dip in the pool from June thru Sept. Some breakfast materials will be in the fridge to prepare at your leisure during your stay. Free wine tasting for 2 at Reustle Winery Mon-Sat with stay (you reserve).

Guest favorite
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, 398 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 favorite
A serene aerial view captures the Main Umpqua River bordered by lush greenery and expansive fields. Nearby vineyards and farms stretch across the landscape, conveying a sense of tranquility in the heart of wine country.
Guest suite in Roseburg
4.99 out of 5 average rating, 218 reviews

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.

Top guest favorite
Cabin in Umpqua
4.99 out of 5 average rating, 285 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)

Guest favorite
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.
Guesthouse in Glide
4.9 out of 5 average rating, 244 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😊

Top guest favorite
A cozy outdoor seating area features two wicker chairs adorned with colorful cushions. A modern fire pit sits between them, with a bottle of wine and two glasses ready for use. Lush greenery and garden views are visible in the background.
Guest suite in Roseburg
4.98 out of 5 average rating, 301 reviews

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.

Top guest favorite
The open-plan living area features a cozy seating arrangement, with a neutral-toned sofa in the foreground. A dining table with black chairs is positioned nearby, while the kitchen showcases wooden cabinetry and a spacious island, illuminated by soft overhead lighting.
Farm stay in Elkton
4.97 out of 5 average rating, 117 reviews

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.

Top guest favorite
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
5 out of 5 average rating, 156 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!

Top guest favorite
A welcoming entrance features a rustic 'Welcome' sign beside a metal gate. A stone pathway lined with greenery leads to a front porch, where comfortable seating is visible amidst vibrant flowering plants and bushes, creating an inviting approach to the cabin.
Guest suite in Sutherlin
4.97 out of 5 average rating, 795 reviews

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.

Popular amenities for Umpqua vacation rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Douglas County
  5. Umpqua