Vacation rentals in Roseburg

4.96 out of 5 average rating, 100 reviews

Apartment in Roseburg

Serene Escape Studio (with w/d, a/c, kitchen)

Forget your worries in this spacious and serene space. With over 800 square feet, this newly designed studio apt located in a quiet neighborhood has everything you need to make your stay in centrally located Roseburg a success--washer/dryer, kitchen, large screen tv, etc. Once parked, traverse through the gate, up the stairs to your private entrance off the upper deck. Perfectly located for day trips to the coast, Oregon's waterfalls, Crater Lake National Park, and more! (Note: we do have dogs)

A single-story bungalow is surrounded by landscaped gardens and trees. The front porch features two red chairs, inviting relaxation. Black awnings cover the windows, while a gravel pathway leads to the entrance. The home is set against a backdrop of green foliage.

4.9 out of 5 average rating, 182 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.

4.94 out of 5 average rating, 325 reviews

A stone fire pit is featured at the edge of a green lawn, with smoke gently rising into the air. A seating area with chairs surrounds the fire pit, and a serene river is visible in the background, flanked by trees and rolling hills.

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.

4.99 out of 5 average rating, 145 reviews

The image captures the Main Umpqua River, reflecting the surrounding trees and clouds. The water appears calm, showcasing a blend of greens and blues. Lush vegetation lines the riverbanks, contributing to the serene natural ambiance of the area.

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.

A vintage framed sheet music cover from the 1920s is displayed on a neutral wall. The artwork features a sepia-toned image with the title 'I Wish I Had My Old Gal Back Again,' accompanied by photographs of artists from that era. The frame adds a touch of elegance to the decor.

4.89 out of 5 average rating, 218 reviews

Charming 1927 English Cottage

Return to the roaring 20's when you enter this charming 1927 English Cottage in the Downtown Historic District of Roseburg, Oregon. Enjoy views of the city while relaxing in this cozy cottage furnished with mostly vintage furniture, décor & books. Even 1920's sheet music with Ukelele arrangements as well as a ukulele are provided for your enjoyment! Nestled in a quiet neighborhood of historic homes, you are within walking distance of some of Roseburg's finest restaurants, pubs & shops.

A bright kitchen area features a large window that offers views of trees and distant hills. A sleek black bar table with metal stools is positioned near the window, and kitchen utensils are neatly arranged on the counter. Natural light illuminates the space.

4.91 out of 5 average rating, 222 reviews

A Mid Century Getaway in Roseburg Hills

Classic mid century home sitting above downtown Roseburg with 3 bedrooms and 2.5 baths. Home has beautiful views of the city from each of its five decks. Home is fully furnished with everything you'll need to relax, or work with a private office space and high speed WiFi. Walking distance to shopping and dining. Use as your base to explore Southern Oregon with trips to the Oregon Coast, Wildlife Safari, or hiking/fishing/rafting in the Umpqua National Forest. Dogs welcome with a fee.

4.94 out of 5 average rating, 109 reviews

A modern kitchen space features a dark granite countertop with a deep sink. A stylish faucet with a curved neck is positioned above the sink. An electric stove and a decorative kitchen accessory complete the scene, highlighting practicality and aesthetic appeal.

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, 252 reviews

An outdoor patio area is presented, featuring a stone pathway leading to a gray wooden entrance door. A picnic-style table with attached benches sits on a gravel surface, surrounded by potted plants. A decorative 'RELAX' sign and an umbrella provide an inviting touch.

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)

4.96 out of 5 average rating, 159 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

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 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, 293 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, 205 reviews

A collection of kayaks in vibrant colors, including pink, green, and blue, are lined along a pebble-strewn riverbank. Lush greenery and trees frame the tranquil river, reflecting the clear sky. The serene scene invites exploration and connection with nature.

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, 267 reviews

A charming pathway is framed by greenery, featuring potted plants along the sides. Sunlight casts patterned shadows onto the pebbled walkway, which leads toward a lattice gate in the distance. The walls are clad in blue shingles, hinting at a serene outdoor garden space.

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.

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Popular amenities for Roseburg vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Roseburg

4.96 out of 5 average rating, 70 reviews

A wooden deck features a rustic outdoor seating area with red chairs. Softly glowing string lights hang above, illuminating the space. A serene river flows beside the property, framed by trees and natural vegetation, creating a peaceful ambiance.

Tiny home in Glide

Little Cabin, scenic North Umpqua corridor

CaitlinRating, 5 stars1 week ago

We loved our visit in this tiny cabin! We enjoyed playing scrabble next to the river and bird watching. Reasonable distance away from umpqua National Forest. Definitely recommend!

Superhost

An outdoor space features a clear, inviting pool surrounded by concrete. A wooden fence provides privacy, with trees visible in the background. A covered patio area is present, equipped with seating options, creating a comfortable space for relaxation.

Home in Roseburg North

4.78 out of 5 average rating, 9 reviews

Xenia House - North Roseburg

RosannaRating, 5 stars2 weeks ago

My Family and I were in town for 2025 Sheep Shearing Competition this place made us feel right at home. We traveled from California so the place was amazing. Alisha was so responsive and Helpful. I truly recommend place to everyone trying to stay. We hope to be back next year.

5 out of 5 average rating, 13 reviews

Two foldable chairs are positioned on the sandy riverbank, overlooking the calm waters of the Umpqua River. Lush greenery frames the serene scene, with reflections of trees visible in the water. A peaceful atmosphere is created by the natural surroundings.

Tiny home in Umpqua

Valley's End Tiny House

AnnaRating, 5 stars3 days ago

We had an amazing 2 night stay at Valleys end Farm. The tiny house was perfect and had everything we needed to enjoy our stay. The porta potty was extremely clean and conveniently located close to the house. Kayaking on the river was our favorite part of the stay- So peaceful and relaxing! I appreciated that they had life jackets and kids kayaks- my 6 year old got to kayak on his own for the first time and he loved it. We will definitely be back in the future.

5 out of 5 average rating, 81 reviews

A young Highland Cow stands among hay, its dark brown fur flecked with green strands. The calf is engaged in feeding, with its tongue sticking out playfully. In the background, lush green grass is visible, completing the farm setting.

Home in Myrtle Creek

Highlands and Horses Ranch

AnaRating, 5 stars2 days ago

I can't say enough good things about this place. It is probably the most outstanding place I've ever stayed in. every detail was so well thought out, down to the lighting, led candles, toiletries in the cabinet, soft toilet paper, blankets everywhere, fully stocked kitchen, variety of ice, magazines, books, and board games. there was even a guest garden. Toni and Mike were the sweetest hosts and even greeted us when we got there and let us feed the cows and pet the horses. the bed was huge, and I felt very safe because of the animals surrounding us. I've never bonded so well with a host, and can tell she poured so much love into this place. definitely book this place. it's a must stay. 💗

Superhost

A framed artwork featuring flowing red hair is displayed against a patterned wall with soft, floral motifs. Two glass jars filled with white contents sit on a shelf, accompanied by rolled towels in warm, earthy tones, creating a serene and tidy corner.

Cabin in Roseburg

4.77 out of 5 average rating, 13 reviews

Tuscan Cottage in the Orchard

DaniRating, 5 stars2 weeks ago

A great place to hang out in the front yard and have a fire. We loved the chickens, cats, deer, and other wild life we saw. The house itself is both cozy and functional. If you will be using the downstairs furniture to sleep versus the loft, would recommend bringing an eye mask since the curtains do not block a ton of light. It was a perfect space for a quick girls’ weekend, I would stay again.

4.84 out of 5 average rating, 75 reviews

A wall-mounted decorative piece is positioned against a neutral wall. It features a small vase holding delicate, light-colored flowers and long, green foliage cascading down. Subtle textures and natural elements are highlighted in this arrangement.

Apartment in Roseburg

Nice Private 1 Bedroom lower unit apartment

DeborahRating, 5 stars3 weeks ago

The apartment was exactly what I expected and very quiet. I had everything I needed and enjoyed staying there. I hope when I am back in Roseburg next year, I can stay at the same place again.

A welcoming front porch features a cozy fire pit surrounded by a comfortable seating area. Large glass doors lead into the home, illuminated by warm golden lighting. A patterned rug adds charm, and trees can be seen outside, enhancing the peaceful ambiance.

4.94 out of 5 average rating, 17 reviews

Cozy downtown retreat with two living quarters

LisaRating, 5 stars2 months ago

This house is the best rental near downtown that I’ve used. It was super clean, stylishly but restfully decorated, and it had everything we needed. The owner was very responsive to our questions. Overall this was a fabulous experience and we’ll be renting this spot again!