Holiday houses in Roseburg

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Top-rated holiday rentals in Roseburg

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Guest favourite

Apartment in Roseburg

4.94 out of 5 average rating, 210 reviews

Hilltop Tourists! 2Bdrm 1Bth Full Kitchen & Views

Welcome to Beulaire, our Mid Century Retreat overlooking Roseburg in the Beautiful Umpqua Valley. Our Suite is a 2 bedroom Guest Suite with its own private entrance, full kitchen and stunning views!! April and Paul, reside in the separate upstairs level while you enjoy your exclusive stay! Walk to Charming Downtown Roseburg discovering Dining, Breweries, Shopping & Salons. A short drive to the Beautiful Vinyard Loop & Crater Lake just 90 minutes away, down hwy 138...the hwy of waterfalls!

9 – 16 Aug

$1,196 AUD total

Guest favourite

Bungalow in Roseburg

4.9 out of 5 average rating, 194 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.

5 – 12 Sept

$1,527 AUD total

Guest favourite

Home in Roseburg

4.94 out of 5 average rating, 212 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.

29 Aug – 5 Sept

$1,668 AUD total

Guest favourite

Guesthouse in Roseburg

4.99 out of 5 average rating, 204 reviews

Blissful Guesthouse Outdoor living rm/sun loungers

Welcome to the Bliss, your serene escape awaits! Picture yourself unwinding in our courtyard, on one of our sun loungers sheltered by a 15-foot umbrella. As the day turns to evening, indulge yourselves into the outdoor living room with ambient lighting, firepit, TV, curtains 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.

18 – 25 Aug

$1,113 AUD total

Guest favourite

Guest suite in Roseburg

4.95 out of 5 average rating, 182 reviews

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!

22 – 29 Oct

$2,016 AUD total

Guest favourite

Home in Roseburg

4.92 out of 5 average rating, 146 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.

16 – 23 May

$2,345 AUD total

Guest favourite

Cottage in Roseburg

4.99 out of 5 average rating, 220 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

30 Aug – 6 Sept

$1,150 AUD total

Superhost

Home in Roseburg

4.79 out of 5 average rating, 218 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!

22 – 29 Dec

$1,192 AUD total

Guest favourite

Guest suite in Roseburg

4.98 out of 5 average rating, 214 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.

9 – 16 Aug

$1,068 AUD total

Guest favourite

Guesthouse in Roseburg

4.94 out of 5 average rating, 170 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.

23 – 30 June

$1,576 AUD total

Guest favourite

Guest suite in Roseburg

4.89 out of 5 average rating, 198 reviews

The Chadwick

Welcome to The Chadwick! This charming 1915 craftsman style home features a private queen size bedroom, private living room, kitchenette and private bathroom in the heart of Historic Downtown Roseburg. Just a few minutes off of the I5 freeway and highway 138 you are perfectly located for a quick rest stop or an extended stay in the stunning Umpqua Valley. Enjoy a complimentary tasting at Trella Vineyards, just 2 blocks from The Chadwick, on your host!

18 – 25 Jan

$1,158 AUD total

Guest favourite

Home in Roseburg

4.79 out of 5 average rating, 113 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.

20 – 27 Oct

$1,492 AUD total