Vacation rentals in Umpqua

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Top-rated vacation rentals in Umpqua

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

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Top guest favourite

Home in Umpqua

Valley's End Guesthouse

Newly refurbished, charming 3-bedroom, 2-bath house in the exquisite Umpqua Valley wine country. 6 adults, 2 children. Private hot tub, AC, woodstove, EV charger, decks with gorgeous rural views. Stocked kitchen with granite countertops, big screen TV, W/D, high speed wi-fi, games and hammock. Private river beach a quick walk away on a calm section of the Umpqua River, with guest kayaks. Perfect for small family reunions or romantic getaways! Additional Airbnb rental available on property.

4.95 out of 5 average rating, 59 reviews

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

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, 140 reviews

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

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, 376 reviews

Top guest favourite

A cozy bedroom features a spacious bed adorned with a stylish red and blue quilt. A decorative cushion and a vase of flowers add charm. Bedside tables hold lamps and personal touches, while a scenic wall art piece of a canal reflects serene Italian landscapes.

Cottage in Tenmile

The Cottages at Porter Hill (Blue)-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 blue skies 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.

4.99 out of 5 average rating, 100 reviews

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

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.

4.81 out of 5 average rating, 405 reviews

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

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.

4.98 out of 5 average rating, 248 reviews

Top guest favourite

Cabin in Umpqua

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, 310 reviews

Top guest favourite

A bright living room features a floral-patterned sofa adorned with colorful cushions. A marble coffee table sits in the center on a textured area rug. Two table lamps provide soft lighting, while large windows offer views of the outdoor greenery.

Cottage in Sutherlin

Wayside-centrally located, super convenient!

The convenience of a hotel with the feel of home. Wayside is a renovated 1950's cottage. Playfully retro yet modern where it counts with fast wifi, updated kitchen & bath and smart lock for hassle free check-in. Less than 1/2 mile to I-5 & the largest EV charging station in Oregon, walking distance to food & shopping but with a fenced yard for privacy! Full kitchen with coffee/tea station, washer/dryer, & comfy beds. Off street parking in extra long driveway.

4.98 out of 5 average rating, 256 reviews

Top guest favourite

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

House on a Ranch. Ponds, beautiful tree landcapes

2950 Wells Rd, Elkton, OR 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.

4.96 out of 5 average rating, 132 reviews

Top guest favourite

Home in Roseburg

The Berd Haus | Quiet Mid-Century, Minutes Off I-5

Welcome to The Berd Haus, a mid-century modern home in Roseburg's quiet West Harvard neighborhood. Whether you're here for a job, passing through on I-5, or spending a few weeks in the Umpqua Valley, this is a real house rather than a hotel room. Full kitchen, laundry, fast wifi, and four off-street parking spaces for a truck or trailer. Self check-in with a keyless code, so late arrivals are no problem.

4.96 out of 5 average rating, 165 reviews

Guest favourite

A warm living area features a stone fireplace with an electric insert, a cozy leather sofa, and a wooden side table with a candle. The floor is adorned with an ornate area rug, while decorative plants and wall art enhance the inviting ambiance.

Home in Roseburg

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, 259 reviews

Top guest favourite

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

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.

4.97 out of 5 average rating, 862 reviews