Vacation rentals in Umpqua

The Berd Haus | 1962 Mid-Century in Wine Country

Discover a cozy retreat designed for those who love style, comfort, and the warmth of home. Welcome to The Berd Haus, a mid-century modern escape in Roseburg’s tranquil West Harvard neighborhood. Whether you’re sipping wine on the patio, unwinding in a plush bed, or savoring morning coffee in a sunlit living room, every detail is crafted for relaxation and connection. Just minutes from wineries, outdoor adventures, and the best of Southern Oregon, this stylish home is your perfect getaway.

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.

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.

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 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.

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.

Resting Rock

Unplug and take it easy at this unique and tranquil cabin surrounded by nature. Bring your UTV, ATV or a bike and explore vast trails in our surrounding mountains. Pack your rod and reel to experience excellent fishing along the Umpqua river. Access points and boat launches are all within easy reach. Also nearby are our many wineries. You will have this relaxing retreat all to yourselves with the assurance that your host is nearby. We look forward to welcoming you to Resting Rock.

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.

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)

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.

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.

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.