Holiday rentals in Umpqua

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Top-rated holiday rentals in Umpqua

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Guest favourite
The interior of the yurt features a spacious queen-sized bed draped in a plaid blanket, with soft lighting provided by two bedside lamps. Two comfortable armchairs are positioned adjacent to a wood-fired stove, and a colorful rug adds warmth to the floor.
Farm stay in Drain
4.96 out of 5 average rating, 141 reviews

Off-Grid Yurt at Mountain in the Mist Homestead

Disconnect from the hectic city life and enjoy being immersed in the trees when you stay here at Mountain in the Mist homestead! Power up with solar energy harvested from the sun and quench your thirst with fresh water collected from the sky in this off-grid yurt. Wander the property and interact with the curious critters, smell the blooming flowers, participate in a fun experience to boost your self-reliance, or make a short trip out to explore the town of Eugene or the stunning Oregon coast!

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, 125 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 sweeping view of the Umpqua River surrounded by lush greenery and rolling hills under a clear blue sky. The vibrant landscape features a mix of water and grasslands, with wooded areas lining the riverbanks, creating a serene natural setting.
Guest suite in Reedsport
4.99 out of 5 average rating, 830 reviews

The Elk View Suite- 5 min to town, 15 min to Beach

The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.

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, 392 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
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, 183 reviews

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish space. While located in the heart of wine country with river views and river access only a few short steps away, it's still just a quick 10-minute jaunt into town. Fishing, agriculture, local activities, and wildlife surround our peaceful hideaway. We fell in love with this place! Come immerse yourself in its natural serenity. The unit is on 12+ acres and attached to the main house. It's been recently remodeled. Seasonal water sports available.

Top guest favourite
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, 139 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.

Top guest favourite
A cozy outdoor living room is presented, featuring a plush gray sofa adorned with vibrant cushions and a coffee table at the center. A stylish hanging egg chair complements the space. Soft ambient lighting creates a welcoming atmosphere, with warm orange curtains framing the area.
Guest house in Roseburg
4.99 out of 5 average rating, 268 reviews

The Bliss/2 blks to DT/Special occasion perfect

Welcome to the Bliss! Crisp, clean, & ready for your arrival! Thoughtfully curated with high-end linnens & amenities, ensuring you feel pampered from the moment you arrive. Behind our main residence, this private, studio style, sanctuary provides a peaceful escape while keeping you close (2 blks down)to the vibrant energy of local restaurants, wineries, boutique shops, & the lively Sat farmers market. 9am-1pm Waterfalls, (1 hr)Crater lake (90 min)Wildlife safari (10 min)

Top guest favourite
Two goats rest together on a colorful welcome mat located at the entrance of the cottage. The door behind them features multiple panes of glass framed in a vibrant turquoise, creating a cheerful focal point for the scene.
Cottage in Myrtle Creek
4.98 out of 5 average rating, 179 reviews

Rae of Sunshine Sanctuary

Come and enjoy a quiet and relaxing stay where you can put your feet up and unwind inside of our beautiful 100 year old quaint cottage, or enjoy the gorgeous private scenery and wildlife surrounding it. Many which include a variety of birds, deer, our residential goats, pig, horses, bunnies, and our seasonal pond with mallards and frogs. (All of our animals are located on the property but are separate from the cottage. Please see host about scheduling any interactions).

Top guest favourite
Cabin in Umpqua
4.99 out of 5 average rating, 278 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)

Top guest favourite
A travel trailer is parked near an outdoor area, framed by trees. The space features artificial grass, a wooden deck, and a small fountain. A bistro set with an umbrella provides shade, while bicycles are visible in the background, enhancing outdoor accessibility.
Campervan/Motorhome in Roseburg
4.97 out of 5 average rating, 173 reviews

West Roseburg Hideaway

Our happy little camper is nestled in the Umpqua Valley surrounded by mountains, hiking trails, & waterfalls galore! Roseburg has many wineries & breweries to explore as well as coffee shops & great restauraunt options to choose from. We are located in a great neighboorhood with lots of walking & biking. There is a comfy queen bed, a full bathroom, kitchen, refrigerator & microwave to help you feel at home as well as a designated easily accessible parking space.

Top guest favourite
A rustic barn apartment, painted in warm red, is visible with a wooden deck leading to the entrance. Large windows allow natural light to fill the space, surrounded by lush greenery and tall trees, enhancing the sense of privacy and connection to nature.
Flat in Yoncalla
4.97 out of 5 average rating, 117 reviews

CenturyFarm Apartment Overlooking the Creek

Enjoy the natural beauty of nature surrounding this historic getaway. The view from the apartment overlooks the creek. The "loafing shed" of the barn was converted into an apartment -- a cottage core addition to the old barn. Hiking trails follow along the creek. Guests may also reserve overnight camping located just below the barn apartment. Perfect for family gatherings, this overnight campsite is available only to guests of the barn apartment at $20.

Top guest favourite
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, 285 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.

Popular amenities for Umpqua holiday rentals

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