Vacation rentals in Roseburg

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Top-rated vacation rentals in Roseburg

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Guest favourite

Guesthouse in Roseburg

4.99 out of 5 average rating, 218 reviews

The Bliss/AC/2 blocks 2 DT/outdoor games & seating

Welcome to the Bliss, your serene escape awaits! Picture yourself unwinding in our courtyard, in a serene seating area, sheltered by a 15-foot umbrella. As the day turns to evening, indulge yourselves into the outdoor living room. Ambient lighting, firepit, TV, & plush egg hammock Those seeking a bit of playful diversion, will enjoy our Arcade/playoom Meanwhile, our variety of outdoor games, & picnic area. We are offering you a rejuvenating retreat that's both soothing and exhilarating.

Guest favourite

Bungalow in Roseburg

4.9 out of 5 average rating, 205 reviews

Sophisticated Bungalow, entire home!

You will sleep well knowing that ALL linens are washed and entire home is cleaned thoroughly after each guest. This 2 bedroom vacation home is Ideally located off of I-5, within walking 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.

Guest favourite

Home in Roseburg

4.94 out of 5 average rating, 221 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

Home in Roseburg

4.92 out of 5 average rating, 166 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

4.98 out of 5 average rating, 132 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

Camper/RV in Roseburg

4.97 out of 5 average rating, 143 reviews

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.

Guest favourite

Cottage in Sutherlin

4.97 out of 5 average rating, 195 reviews

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.

Superhost

Home in Roseburg

4.8 out of 5 average rating, 235 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

Guest suite in Roseburg

4.98 out of 5 average rating, 227 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

Guesthouse in Roseburg

4.94 out of 5 average rating, 184 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.

Superhost

Home in Roseburg

4.78 out of 5 average rating, 120 reviews

Comfortable 2 Bedroom in Town

Built in 1955 and remodeled with modern comforts, this 2 bedroom, light filled home has been updated throughout and has comfortable furnishings. The home sleeps 2-6 comfortably and is in an ideal location. It is within walking distance to parks, businesses, grocery stores and several restaurants. A short drive to fishing, hiking, wine tasting and the Wildlife Safari. You'll find the home to be comfortable and cozy with all the amenities you'll need.

Guest favourite

Home in Roseburg

4.98 out of 5 average rating, 579 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.