Vacation rentals in Roseburg

4.91 out of 5 average rating, 336 reviews

The serene landscape features a calm pond reflecting nearby trees and buildings. A mixture of greenery surrounds the water, with hints of a structure and a barn in the background, framed by mountains that rise gently in the distance.

Cottage in Glendale

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

4.92 out of 5 average rating, 118 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, 110 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.

4.9 out of 5 average rating, 104 reviews

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

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, 134 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, 254 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, 217 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, 289 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!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

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 & Brewery4 locals recommend

True Kitchen + Bar20 locals recommend

Parrott House11 locals recommend

Brix Grill9 locals recommend

Alexanders Greek Cuisine10 locals recommend

Dino's Ristorante Italiano6 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, 47 reviews

Xenia House-Valley View

4.94 out of 5 average rating, 321 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, 214 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, 13 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, 213 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, 130 reviews

A Restful Studio Near a Creek and Forest - Pets

Show all

Other great vacation rentals in Roseburg

4.9 out of 5 average rating, 21 reviews

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

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

Townhouse in Myrtle Creek

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.

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

4.93 out of 5 average rating, 131 reviews

Cottage in Azalea

Orchard House! Recharge at Peaceful Nature Escape

4.94 out of 5 average rating, 32 reviews

A covered deck is visible, framed by wooden posts, overlooking a lush, green landscape. Two planters stand on either side, containing tall grasses. In the distance, rolling hills and trees create a serene backdrop under a clear blue sky.

Home in Elkton

Hart Creek Cabin 3

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