Roseburg vacation rentals

4.92 out of 5 average rating, 116 reviews

An elevated view displays the spacious great room featuring rustic wooden beams and a cozy seating area with leather sofas. Large windows invite natural light, while the open layout connects to a modern kitchen with wooden cabinetry. A sliding door leads to an outdoor deck.

Farm stay in Days Creek

Family Retreat- Barn Complimentary Farm Breakfast

Private House 2 kitchens, fully stocked, 2 Full bathrooms , 4 Private bedrooms,Bonus Kids Loft with 2 Twins 2 kids futons There is a memory foam sofa bed in the family room on one side. This Duplex joins together via a Sliding Barn Door into over 3000 Sq Feet Of Grand Rustic Décor. A great room with 20’ ceilings for gathering after a long day of play. We are dog friendly with plenty room to roam. Enjoy 2 private creek side Decks with views of the farm. We are dog friendly but Do Not allow CATS

4.93 out of 5 average rating, 108 reviews

A wooden cabinet with glass doors is filled with various personal care items. Shelves contain organized jars and packaged products, including bandages and toiletries. An illuminated nightlight featuring a scenic design is positioned below, adding soft light to the bathroom space.

Home in Riddle

Cinder Cottage ~ No Cleaning Fee

Cinder Cottage is a cozy and clean 2 bedroom home that's been recently updated and is pet & family friendly. Located on a quiet corner in the heart of historic Riddle OR just a block from the high school and walking distance to the small downtown. A few miles from the I-5 corridor it's a great place to stop for a break from driving. We're just minutes away from Seven Feathers Casino in Canyonville. Whether you're traveling, exploring or visiting friends or family come relax at Cinder Cottage.

4.96 out of 5 average rating, 158 reviews

A cozy outdoor area features a gas firepit surrounded by four white chairs. A gas barbecue is positioned nearby, and tall evergreen shrubs line the backyard, providing a sense of privacy. The ground is covered with small gravel stones, complementing the concrete patio.

Home in Riddle

Moonlight Escape

A couple different golf courses closest is 5 miles north. Seven Feathers Casino & Resort 5 miles south. 15 miles north is the famous Wildlife Safari and some great wine country. We have several rivers, lakes and waterfalls all within an hour or less drive time. We are centrally located for a day trip to the Oregon Coast, Crater Lake or Diamond Lake. Our place is great for couples, solo adventurers, business, and families with children. Whitewater rafting and jet boats both within hour drive.

Superhost

A modern kitchen is shown, featuring stainless steel appliances, including a refrigerator and coffee maker. Natural wood cabinetry adds warmth, and dark countertops contrast with the light wood finish. A hallway can be seen in the background, highlighting the accessible design.

Home in Winston

4.9 out of 5 average rating, 104 reviews

Twin palms

Spend time with the whole family. Very new and modern amenities. Handicap accessible. 7 bed rooms and 5 bathrooms. Bring the whole family and spend time at wildlife safari. Or go hiking/biking/fishing/hunting on the famous north umpqua river. 45 miles of dedicated fly fishing with some of the best steelhead fishing in the world. Crader lake is a wonderful day trip as you travel up the north umpqua river. If you like wine,try a tour with A Touch Of Class limousines Ring doorbell on site.

5 out of 5 average rating, 130 reviews

A serene riverside setting features a small fire pit surrounded by two chairs on a grassy area. Tall trees with bare branches frame the scene, complemented by gentle views across the calm river. Fallen leaves add a natural touch to the ground.

Guest suite in Roseburg

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.

The spacious deck features multiple levels with wooden railings and steps leading to a large entrance. A hot tub is positioned to one side, surrounded by wooden platforming, while scenic views of the valley and hills are visible in the background.

4.95 out of 5 average rating, 111 reviews

OREGON HILLTOP RETREAT

Enjoy this large home in a secluded wooded setting with stunning views only 10 minutes from town. Perfect for family reunions, business retreats, friends' getaway, or anything your heart desires. The Umpqua Valley is a hidden jewel that offers many wineries, the Umpqua River for floating, fishing, and kayaking and Highway 138 with many waterfalls only steps away on your way to the beautiful Crater Lake. Or if you just need to get away from it all and relax this is your spot.

4.93 out of 5 average rating, 103 reviews

A spacious porch is showcased, featuring a black railing and a smooth floor. Beyond the railing, a scenic view of rolling hills and greenery is visible under a clear blue sky. Sunlight gently illuminates the area, enhancing the tranquility of the outdoor space.

Guest suite in Sutherlin

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.

4.98 out of 5 average rating, 160 reviews

A peaceful landscape features a small pond reflecting surrounding trees and open fields. A park bench sits on the grassy edge, inviting relaxation. A horse can be seen grazing in the distance, amidst a backdrop of verdant hills and a clear blue sky.

Cottage in Myrtle Creek

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).

4.99 out of 5 average rating, 253 reviews

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)

4.98 out of 5 average rating, 214 reviews

A spacious yard features a flowering garden with vibrant blooms, set alongside a wooden arbor. A tree offers shade, while a picnic table is positioned for outdoor dining. The fenced area provides privacy, enhancing the serene outdoor environment.

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.

A private balcony features a round table accompanied by two white chairs, surrounded by autumn foliage. Leaves are scattered on the wooden floor, enhancing the outdoor experience. A tranquil view of trees captures the peaceful ambiance of the setting.

4.83 out of 5 average rating, 288 reviews

Peaceful Paradise

Very clean and private. Great Base to get out and explore or to relax. We are located on the way to North Umpqua and the North entrance of Crater lake both boast of beautiful waterfalls and amazing hikes! We are located less than 2 miles off the 5 freeway . The area has everything from restaurants, wineries and outdoor activities. A short 15 minutes away is Wildlife Safari which we offer discount tickets. Whether it's overnight or longer you'll love it here!

4.98 out of 5 average rating, 258 reviews

The cottage's exterior showcases a two-story structure with dark siding and a spacious deck. A wooden staircase leads down to the garden, while patio furniture is arranged on the upper deck, surrounded by greenery and soft lighting.

Guest suite in Roseburg

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.

Vacation rentals for every style

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Hotels

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Popular amenities for Roseburg vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Roseburg's top sights

McMenamins Roseburg Station Pub & Brewery24 locals recommend

True Kitchen + Bar21 locals recommend

Parrott House19 locals recommend

Brix Grill15 locals recommend

Alexanders Greek Cuisine14 locals recommend

Dino's Ristorante Italiano13 locals recommend

House rentals in Roseburg

The exterior of a 1950s cottage is visible, featuring a light gray façade and a gabled roof. A well-maintained front yard is framed by trimmed shrubs, with two white chairs situated on a small porch. A single-car garage and lush trees provide a serene backdrop.

4.91 out of 5 average rating, 56 reviews

Sequoia Cottage

An inviting exterior view of a three-story home showcases a well-maintained facade with a spacious front porch and limestones lining the driveway. A two-car garage is visible on the side, and the surrounding green lawn enhances the peaceful neighborhood atmosphere.

4.91 out of 5 average rating, 46 reviews

Xenia House-Valley View

4.94 out of 5 average rating, 318 reviews

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

A spacious living area features a comfortable dark sofa with decorative pillows and a soft area rug. A smart TV is mounted on the wall above a white fireplace. Books are displayed on a nearby shelf, and a decorative black cabinet adds character to the room.

4.89 out of 5 average rating, 213 reviews

Charming 1927 English Cottage

A living area is shown, featuring a comfortable sectional sofa and a cozy fireplace set within a stone wall. A television is mounted above the fireplace. Natural light filters through the window with dark blinds, and a soft area rug adds warmth to the gray flooring.

5 out of 5 average rating, 12 reviews

Cozy Roseburg Home

A ranch-style house sits behind a wooden picket fence, surrounded by lush greenery and trees. The sloped roof and large front windows are highlighted by a clear blue sky and scattered clouds, providing a welcoming entrance into the property.

4.73 out of 5 average rating, 15 reviews

4Bedroom River-adjacent House Perfect Central Area

The classic mid-century home is positioned atop a slight hill, offering expansive views of downtown Roseburg and surrounding landscapes. The exterior features a flat roof and a mix of stone and wood finishes. A deck extends from the entrance, framed by lush greenery.

4.92 out of 5 average rating, 212 reviews

A Mid Century Getaway in Roseburg Hills

A two-story cabin features a wooden deck extending from the upper level, with railings providing a safety barrier. The entrance is located beneath the deck, and a mix of trees surrounds the structure, adding to the natural setting.

4.99 out of 5 average rating, 129 reviews

A Restful Studio Near a Creek and Forest - Pets

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Other great vacation rentals in Roseburg

Superhost

A cozy cabin is nestled among towering Redwood and Cedar trees, surrounded by a fenced yard. The structure features a sunroom with large windows, offering a view of the lush greenery. The multi-story design provides a spacious outdoor area, enhancing the serene setting.

Home in Umpqua

4.9 out of 5 average rating, 21 reviews

Home with cabin effect- private access to river

5 out of 5 average rating, 57 reviews

A hot tub is situated on a wooden deck, surrounded by lush greenery and colorful flowers. The water's surface reflects sunlight, and a peaceful mountain view is visible in the background, contributing to a serene outdoor setting.

Bungalow in Roseburg

Brenner Suite - C.H. Bailey House Bed & Breakfast

Superhost

A tranquil waterfall cascades down rocky cliffs adorned with lush green foliage. The water flows into a serene pool below, surrounded by vibrant vegetation, showcasing the natural beauty of the landscape.

Townhouse in Myrtle Creek

4.78 out of 5 average rating, 41 reviews

The Sojourners Stop in the heart of Myrtle Creek

4.95 out of 5 average rating, 40 reviews

A narrow hallway is presented, featuring smooth wooden flooring and light gray walls. Natural light enters from a window at the end of the hall, framed by sheer curtains. A small table is positioned against the wall, enhancing the space's functionality.

Farm stay in Oakland

Cozy home on Christmas tree farm off of I-5

5 out of 5 average rating, 7 reviews

A cozy guest cottage is surrounded by lush greenery, featuring a spacious patio area with seating and a fire pit. The structure is complemented by a red-trimmed roof and large windows, inviting natural light into the living space.

Guesthouse in Roseburg

Guest Cottage in Umpqua Valley Wine Country

5 out of 5 average rating, 11 reviews

An outdoor patio area is nestled beside the tiny house, adorned with string lights that softly illuminate the space. A small table with two chairs is positioned near the steps, overlooking the tranquil river and lush greenery.

Tiny home in Umpqua

Valley's End Tiny House

4.97 out of 5 average rating, 155 reviews

A scenic view showcases a large lake surrounded by mountains, with a small island in the center. The water appears deep blue and clear, contrasting with the rocky shoreline and green tree-covered areas. Bright blue skies and distant peaks are visible in the background.

Camper/RV in Roseburg

West Roseburg Hideaway