Roseburg vacation rentals

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Top-rated vacation rentals in Roseburg

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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!

Jan 26 – Feb 2

G$19,385 GYD per night

Guest favorite

Bungalow in Roseburg

4.9 out of 5 average rating, 195 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.

Nov 2 – 9

G$24,805 GYD per night

Guest favorite

Home in Roseburg

4.94 out of 5 average rating, 213 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.

Nov 12 – 19

G$27,284 GYD per night

Guest favorite

Guesthouse in Roseburg

4.99 out of 5 average rating, 207 reviews

The Bliss/charismatic/big picture windows/AC

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.

Oct 7 – 14

G$19,071 GYD per night

Guest favorite

Guest suite in Roseburg

4.95 out of 5 average rating, 184 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!

Jun 25 – Jul 2

G$35,714 GYD per night

Guest favorite

Camper/RV in Roseburg

4.97 out of 5 average rating, 135 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 with luxurious linens, a full bathroom, kitchen, refrigerator & microwave to help you feel at home as well as a designated easily accessible parking space.

Oct 6 – 13

G$15,656 GYD per night

Guest favorite

Cottage in Myrtle Creek

4.99 out of 5 average rating, 119 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).

Nov 29 – Dec 6

G$23,862 GYD per night

Guest favorite

Cottage in Roseburg

4.99 out of 5 average rating, 224 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

Oct 14 – 21

G$19,168 GYD per night

Guest favorite

Guest suite in Roseburg

4.98 out of 5 average rating, 217 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.

Sep 10 – 17

G$17,456 GYD per night

Guest favorite

Guesthouse in Roseburg

4.94 out of 5 average rating, 173 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.

Sep 22 – 29

G$24,136 GYD per night

Guest favorite

Guest suite in Roseburg

4.9 out of 5 average rating, 200 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!

Apr 4 – 11

G$19,956 GYD per night

Guest favorite

Home in Roseburg

4.79 out of 5 average rating, 114 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.

Nov 29 – Dec 6

G$23,583 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Roseburg vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Roseburg's top sights

Sherm's Thunderbird Market4 locals recommend

Safeway5 locals recommend

Red Robin Gourmet Burgers and Brews5 locals recommend

Applebee's Grill + Bar3 locals recommend

Casey's Restaurant3 locals recommend

Roseburg Cinema7 locals recommend

Other great vacation rentals in Roseburg

Superhost

Home in Roseburg

4.8 out of 5 average rating, 223 reviews

Peaceful Paradise

Oct 13 – 20

G$19,115 GYD per night

Guest favorite

Home in Roseburg

4.92 out of 5 average rating, 121 reviews

Riverhaus on the Umpqua

Nov 27 – Dec 4

G$29,486 GYD per night

Guest favorite

Guesthouse in Roseburg

4.95 out of 5 average rating, 144 reviews

Brandy Farms Country Cottage

Nov 17 – 24

G$30,952 GYD per night

Guest favorite

Home in Riddle

4.9 out of 5 average rating, 135 reviews

Vintage Boho Bungalow in the South Umpqua Valley

Jul 8 – 15

G$24,589 GYD per night

Guest favorite

Home in Roseburg North

4.93 out of 5 average rating, 285 reviews

Bailey River House

Nov 2 – 9

G$55,732 GYD per night

Guest favorite

Treehouse in Tiller

4.95 out of 5 average rating, 146 reviews

The Treehouse at Farwood Retreat

Sep 13 – 20

G$31,140 GYD per night

Guest favorite

Bungalow in Oakland

4.97 out of 5 average rating, 227 reviews

The South House

Nov 15 – 22

G$33,331 GYD per night

Guest favorite

Cottage in Sutherlin

4.97 out of 5 average rating, 184 reviews

Wayside-centrally located, super convenient!

Jul 13 – 20

G$38,401 GYD per night

Show all

Other great vacation rentals in Roseburg

Guest favorite

Guest suite in Roseburg

5.0 out of 5 average rating, 26 reviews

Riverfront Hideaway - Hot Tub - Private Entrance

Dec 10 – 17

G$30,101 GYD per night

Guest favorite

Tiny home in Roseburg

4.95 out of 5 average rating, 21 reviews

Forest Haven Tiny House

Mar 30 – Apr 6

G$19,052 GYD per night

Guest favorite

Guesthouse in Roseburg

5.0 out of 5 average rating, 70 reviews

Private Guest House Along the North Umpqua River

Jun 7 – 14

G$29,996 GYD per night

Guest favorite

Home in Roseburg

5.0 out of 5 average rating, 6 reviews

HawksNest

Mar 11 – 18

G$29,628 GYD per night

Guest favorite

Home in Roseburg

5.0 out of 5 average rating, 41 reviews

A Restful Studio Near a Creek and Forest - Pets

Oct 12 – 19

G$28,781 GYD per night

Guest favorite

Cottage in Tenmile

5.0 out of 5 average rating, 40 reviews

The Cottages at Porter Hill (Green)-Near Roseburg

Aug 30 – Sep 6

G$28,924 GYD per night

Guest favorite

Guest suite in Sutherlin

4.98 out of 5 average rating, 51 reviews

Sutherlin Retreat with a View & Wildlife w/brkfast

Apr 27 – May 4

G$18,256 GYD per night

Guest favorite

Guesthouse in Roseburg

4.97 out of 5 average rating, 31 reviews

The Loft @ Paradise Point. Enjoy the Jacuzzi!

Jul 14 – 21

G$24,062 GYD per night

Show all

Quick stats about vacation rentals in Roseburg

Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
5.2K reviews
Nightly prices starting at
G$8,345 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Roseburg?
Yes! Work meets play with ease at over 50 vacation rentals in Roseburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Roseburg?
Four-legged friends are welcome in Roseburg. Choose from more than 30 vacation rentals for guests traveling with pets.
Do house rentals in Roseburg have wifi?
Absolutely! We offer over 40 house rentals with wifi in Roseburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Roseburg have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Roseburg. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Roseburg have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Roseburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Roseburg?
Roseburg has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Roseburg?
Experience the best of Roseburg with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Roseburg?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Roseburg vacation rentals

Top-rated vacation rentals in Roseburg

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Roseburg vacation rentals

Stay near Roseburg's top sights

Other great vacation rentals in Roseburg

Home in Roseburg

Home in Roseburg

Guesthouse in Roseburg

Home in Riddle

Home in Roseburg North

Treehouse in Tiller

Bungalow in Oakland

Cottage in Sutherlin

Other great vacation rentals in Roseburg

Guest suite in Roseburg

Tiny home in Roseburg

Guesthouse in Roseburg

Home in Roseburg

Home in Roseburg

Cottage in Tenmile

Guest suite in Sutherlin

Guesthouse in Roseburg

Quick stats about vacation rentals in Roseburg

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Roseburg?

Are there pet-friendly vacation rentals in Roseburg?

Do house rentals in Roseburg have wifi?

Do house rentals in Roseburg have a bbq area?

Do apartment rentals in Roseburg have air conditioning?

Are there family-friendly house rentals in Roseburg?

How much does it cost to stay in house rentals in Roseburg?

What are the most popular amenities for House Rentals in Roseburg?

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