Vacation rentals in Roseburg

The exterior of a charming bungalow is presented, featuring a tan facade with a sloped roof. Colorful shrubs and trees in shades of red and green enhance the yard, while a stone pathway leads to a welcoming entrance. A black awning shades a window, completing the inviting look.

4.9 out of 5 average rating, 186 reviews

Heavenly Bungalow, Immaculate, Guest Favorite

You will sleep well knowing that ALL linens are washed and entire home is cleaned thoroughly after each guest. This 2 queen bedroom vacation home is Ideally located off of I-5, a short distance to historic downtown Roseburg. This recently updated bungalow is charming and artfully decorated. Whether you are visiting Roseburg, Umpqua Valley wine country, Crater Lake, the Oregon Coast, or just passing through on I-5. We provide all the amenities you need to feel as if you are home away from home.

5 out of 5 average rating, 106 reviews

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

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.

4.94 out of 5 average rating, 330 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

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, 233 reviews

The exterior features a blue building with large windows, situated alongside a runway where a small aircraft is parked. Bright sunlight illuminates the scene under a partly cloudy sky, and the surrounding area is paved and accessible.

Guest suite in Roseburg

Aviation Suites: Flight Deck

Aviation Suites is a unique business setting with overnight accommodations on the tarmac of the Roseburg Airport. Quality best describes the experience. The Flight Deck’s floor to ceiling windows lets you experience the thrill of the runway. The Hangar is quiet and easily accessible to the best of what Douglas County has to offer. An adjoining door offers a third option, a two bedroom, two bath executive suite. Private & accessible by air or vehicle. Book your stay now at Aviation Suites!

4.99 out of 5 average rating, 156 reviews

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 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.

4.94 out of 5 average rating, 115 reviews

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

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.

4.99 out of 5 average rating, 257 reviews

A vibrant outdoor living space features an orange canopy providing shade over a cozy seating arrangement. A plush sofa adorned with orange and purple cushions is complemented by a stylish egg-shaped swing. Lush greenery adds a refreshing touch to the area.

Guesthouse in Roseburg

The Bliss/amazing rates/walk to DT/food/wine/shops

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. Tucked behind our main residence, this private 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 hotsprings, falls, (1 hr)Crater lake (90 min)Wildlife safari (10 min)

4.99 out of 5 average rating, 263 reviews

A wooden table with two chairs is positioned by the river, featuring a small potted plant in the center. The calm river reflects the surrounding greenery, while two kayakers are paddling in the distance, showcasing a tranquil outdoor setting.

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)

4.96 out of 5 average rating, 162 reviews

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.

Camper/RV in Roseburg

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.

A residential exterior view showcases a light blue house set against a clear sky. A mature tree with green foliage provides shade, while gravel landscaping enhances the area. The entrance is marked by simple wooden steps leading to the door.

4.83 out of 5 average rating, 300 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!

4.93 out of 5 average rating, 208 reviews

A wooden dock extends into the calm waters of the river, surrounded by greenery. Colorful kayaks are lined up along the edge, and a paddle rests on the dock. The tranquil scene is complemented by reflections of trees and the sky in the water.

Guesthouse in Roseburg

Riverfront Flower Farm Retreat

Welcome to Rustic River Farms! Situated on 5.5 acres in wine country along the Umpqua River, our riverfront guest house offers a quaint, quarky space to unwind. During summer months you can take in the views of lavender and seasonal flowers in our field. We are also in the heart of some awesome fish runs. A perfect base camp for the fisherman or couples looking for a quiet retreat, which can also accommodate 1 adult or 2 children on the sleeper sofa.

4.98 out of 5 average rating, 273 reviews

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

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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Popular amenities for Roseburg vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Roseburg

4.96 out of 5 average rating, 71 reviews

A wooden deck is featured in the image, adorned with string lights that gently illuminate the area. Two red Adirondack chairs and a small table are positioned on the deck, inviting relaxation. The surrounding trees provide a natural backdrop, enhancing the outdoor atmosphere.

Tiny home in Glide

Little Cabin, scenic North Umpqua corridor

A charming country home is set amid a lush green lawn, framed by tall trees. A covered porch extends from the front, offering a welcoming space for relaxation. The driveway leads to an additional structure, with ample outdoor space visible around the property.

4.91 out of 5 average rating, 11 reviews

Spacious home with room to roam!

5 out of 5 average rating, 19 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

5 out of 5 average rating, 88 reviews

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

Highlands and Horses Ranch

5 out of 5 average rating, 25 reviews

A rustic wooden cabin features a red door and multiple windows, allowing natural light to enter. The structure is elevated on a wooden platform, surrounded by trees and natural vegetation. An ATV is visible nearby, indicating outdoor accessibility.

Cabin in Winston

Rustic cabin in the woods

4.85 out of 5 average rating, 78 reviews

A cozy living area features a brown leather sofa facing a wall-mounted TV. The open layout includes a dining space with high chairs next to a kitchen, showcasing dark cabinetry and a white refrigerator. Soft lighting and wood flooring enhance the inviting ambiance.

Apartment in Roseburg

Nice Private 1 Bedroom lower unit apartment

The exterior of the home is shown at sunset, highlighting a modern design with large windows and illuminated entryway. A landscaped yard features a tree and porch with seating, inviting guests to enjoy the outdoor space.

4.95 out of 5 average rating, 21 reviews

Cozy downtown retreat with two living quarters