Holiday houses in Roseburg

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Top-rated holiday rentals in Roseburg

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Guest favourite

Home in Roseburg

4.91 out of 5 average rating, 141 reviews

Riverhaus on the Umpqua

Lovely, comfortable home has 3 bedrooms & 2 baths, located on the North Umpqua River with an airstrip nearby. Master suite has private covered deck & entrance. Riverfront property and deck with a propane bar-b-que for cooking, entertaining, relaxing, viewing wildlife, & river. Outdoor fire pit. Home is fully furnished. No smoking on property. Easy access to the river. For nature enthusiasts; walking, hiking, or biking trails. Great for girls trips, honeymooners, fishing, casinos, & wineries.

Guest favourite

Home in Roseburg

4.94 out of 5 average rating, 227 reviews

The Dr. J. R. Chapman Home

STEP BACK IN TIME…when you visit the J.R. Chapman house in the Downtown Historic District of Roseburg, Oregon. Built c.1903 by noted Dentist, Dr. John Russell Chapman, this Craftsman bungalow has an ambiance found only in homes with history. The home is furnished with mostly vintage decor. Located on 3/4 of an acre within walking distance of some of Roseburg’s finest restaurants, pubs, shops, the DC Courthouse & the Roseburg Library. We invite you to experience the charm of the Chapman house.

Guest favourite

Bungalow in Roseburg

4.9 out of 5 average rating, 216 reviews

Sophisticated Bungalow, entire home!

Our 2 bedroom vacation home is Ideally located off of I-5, within walking distance to downtown Roseburg. The Sophisticated Bungalow has recently been updated, enjoy the charming & artful decor. Relax in the cute private backyard or front covered porch. 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. We treat our guest like family!

Guest favourite

Guesthouse in Roseburg

4.99 out of 5 average rating, 230 reviews

The Bliss/Charismatic/outside living rm/fire pit

Be ready to be spoiled! This little retreat is where relaxation meets convenience in a cozy studio-style setting, where everything is set up in the same room. As you step into the Bliss you're greeted by a plush adjustable base Queen bed adorned with a billowy comforter & memory foam mattress that promises rejuvenating sleep. With big picture windows flooding the space with natural light, morning's here are short of magical. We offer the perfect blend for you to unwind & recharge!

Guest favourite

Home in Roseburg

4.91 out of 5 average rating, 180 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.

Guest favourite

Cottage in Myrtle Creek

4.99 out of 5 average rating, 149 reviews

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).

Guest favourite

Cottage in Roseburg

4.99 out of 5 average rating, 250 reviews

Bella's Cozy Cottage, Entire home with yard use

Our reviews say it all! We are guests favorite/super hosts. This sweet little 40's cottage is cozy and full of charm & period pieces.Just 1/4 mile off I-5 in a nice, quiet neighborhood. Very close to VA, bike path, shopping CTR, grocery stores ( Fred Meyers,Grocery Outlet), coffee, restaurants & fast foods. Close to Mercy Hos. Great location for day trips to the Oregon Coast, Crater/Diamond Lakes, fishing, boating, Umpqua Valley Wines, Golfing, WildLife Safari & more

Guest favourite

Bungalow in Oakland

4.97 out of 5 average rating, 244 reviews

The South House

Relaxing Space in the heart of Downtown Historic Oakland Oregon. Walk around meet the locals either at the plethora of antique stores, the fun bars and taverns, the parks or mini disc golf course, or hop in the car head out to the beautiful Umpqua River only 10 minutes away. Or just come stay. Check in time is 4 pm due to my work schedule it if you need check in before that please just contact me and I will see if that will work I will try my best to accommodate

Guest favourite

Home in Roseburg

4.82 out of 5 average rating, 255 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!

Guest favourite

Guesthouse in Roseburg

4.93 out of 5 average rating, 196 reviews

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.

Guest favourite

Guest suite in Roseburg

4.98 out of 5 average rating, 237 reviews

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.

Guest favourite

Home in Roseburg

4.98 out of 5 average rating, 602 reviews

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.