Vacation rentals in Wilbur

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Top-rated vacation rentals in Wilbur

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

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Guest favorite

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.

Sep 18 – 25

R2,509 ZAR per night

Guest favorite

Home in Roseburg North

4.94 out of 5 average rating, 280 reviews

Bailey River House

Spacious 3 BR 2 bath home. 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. Camera's in use.

Nov 30 – Dec 7

R5,120 ZAR per night

Guest favorite

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.

Oct 7 – 14

R1,752 ZAR per night

Guest favorite

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

Aug 13 – 20

R1,761 ZAR per night

Guest favorite

Bungalow in Oakland

4.97 out of 5 average rating, 227 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

Aug 23 – 30

R3,078 ZAR per night

Guest favorite

Cottage in Sutherlin

4.97 out of 5 average rating, 181 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.

Sep 30 – Oct 7

R2,491 ZAR per night

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!

Nov 14 – 21

R1,726 ZAR per night

Guest favorite

Guest suite in Oakland

4.79 out of 5 average rating, 341 reviews

The Wine Room, Oakland OR

Need a refuge? The Wine Room is in the small town of Oakland Oregon, in the Umpqua Valley, one hour south of Eugene. It is isolated and a safe place to stay. Walk the uncrowded town and local parks. For longer stays your personal use of the kitchen Is negotiable. The private room has a beautiful bathroom with a heated floor, a mini-fridge and micro. Located in the back of a historic bank building that is our tasting room it is good for couples and solo.

Dec 3 – 10

R1,909 ZAR per night

Guest favorite

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.

Sep 10 – 17

R1,604 ZAR per night

Guest favorite

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.

Sep 21 – 28

R2,217 ZAR per night

Guest favorite

Guest suite in Roseburg

4.89 out of 5 average rating, 199 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!

May 5 – 12

R1,651 ZAR per night

Guest favorite

Guest suite in Roseburg

5.0 out of 5 average rating, 211 reviews

The Escape at The Double U

1 bed, 1 bath, living room, kitchen on 125 acres. Private patio with BBQ and amazing views of the Umpqua Valley. Private entrance and parking. Beautiful walk to Reustle - Prayer Rock Vineyards & Winery with complimentary tastings and close to many other vineyards. 3 miles to Lighthouse Bakery. 2 miles to the Umpqua River. 6 miles to Sutherlin and I-5. And 14 miles to Roseburg. Need more space? We have more listings on Airbnb. Use the map to find.

Jul 10 – 17

R2,417 ZAR per night