Holiday rentals in Wilbur

4.94 out of 5 average rating, 324 reviews

Home in Roseburg North

Bailey River House

Spacious 3 BR 2 bath. 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. Outside cameras in use.

4.8 out of 5 average rating, 377 reviews

Guest suite in Oakland

The Wine Room, Oakland OR

Need a quiet, quaint refuge with cozy modern amenities? The Wine Room is in the small town of Oakland Oregon. Umpqua Valley one hour south of Eugene. It is safe while just a mile off of I-5. Walk the uncrowded town and parks. For longer stays your 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 and coffee shop it is good for couples and solo.

5 out of 5 average rating, 141 reviews

Guest suite in Roseburg

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish space. While located in the heart of wine country with river views and river access only a few short steps away, it's still just a quick 10-minute jaunt into town. Fishing, agriculture, local activities, and wildlife surround our peaceful hideaway. We fell in love with this place! Come immerse yourself in its natural serenity. The unit is on 12+ acres and attached to the main house. It's been recently remodeled. Seasonal water sports available.

4.93 out of 5 average rating, 107 reviews

Guest suite in Sutherlin

Sutherlin Retreat with a View & Wildlife w/brkfast

Experience wine country by touring our Douglas County vineyards. Come back and stay in our comfortable 1-bdrm w/queen bed, 1-bath apartment; a full-size hideabed; complete kitchen; living room w/big screen TV and sofa. With advance notice, we'll bring in a PacNPlay, if needed. Enjoy a dip in the pool from June thru Sept. Some breakfast materials will be in the fridge to prepare at your leisure during your stay. Free wine tasting for 2 at Reustle Winery Mon-Sat with stay.

4.99 out of 5 average rating, 251 reviews

The Bliss/amazing rates/walk to DT/food/wine/shops

Welcome to the Bliss! Crisp, clean, & ready for your arrival! Thoughtfully curated with high-end linnens & amenities, ensuring you feel pampered from the moment you arrive. Tucked behind our main residence, this private sanctuary provides a peaceful escape while keeping you close (2 blks down)to the vibrant energy of local restaurants, wineries, boutique shops, & the lively Sat farmers market. 9am-1pm hotsprings, falls, (1 hr)Crater lake (90 min)Wildlife safari (10 min)

4.99 out of 5 average rating, 257 reviews

Cabin in Umpqua

Rustic Riverfront Cabin

Rustic riverfront cabin only steps from the world famous Umpqua River. 3bd/2ba home on almost an acre nestled in the trees. 2 Pets are permitted with approval and a fee applies, see below. There is a fully furnished kitchen, microwave, coffee maker, stove, dishwasher, pellet stove, barbeque, WIFI, streaming and a good selection of dvd's, books and games available. There is also a full size washer and dryer. The cabin sleeps 6 comfortably (the limit includes infants)

4.94 out of 5 average rating, 167 reviews

Guest house in Glide

Highway to Diamond Lake/Crater Lake roadtrip stop!

Relax and have some fun in our renovated 1 bed/1 bath detatched garage in our large fenced back yard. The space can sleep 6 people with a queen size bed, with queen and full size futon/sleepers. One block off highway 138, within minutes of a coffee shop, 3 restauraunts and a bar and grill. Single serve coffee maker, electric skillet, microwave, and a mini fridge. Pool/ping pong table, 55" smarttv, preloaded Nintendo, bluray player, and board games. Ask for wifi😊

4.83 out of 5 average rating, 292 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!

4.93 out of 5 average rating, 205 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.

4.98 out of 5 average rating, 265 reviews

Guest suite in Roseburg

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.

Superhost

4.78 out of 5 average rating, 144 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.

4.99 out of 5 average rating, 139 reviews

A Restful Studio Near a Creek and Forest - Pets

Please read below for details about the occupancy. We are nestled in the country between Roseburg and Glide. This updated studio is private, clean, restored, and sits atop a 50's cabin. This is a shared guest property, and the parking and entrances are completely separate! Open the windows, listen to the creek, or sit on the porch and look at the trees. We are on the way to the North Umpqua river, many hiking trails, waterfalls, and Crater Lake!

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Other great holiday rentals in Wilbur

4.96 out of 5 average rating, 69 reviews

Tiny home in Glide

Little Cabin, scenic North Umpqua corridor

EveRating, 5 stars3 weeks ago

The tiny cabin was really fun. Everything has its place, even the super comfy chairs in the living space. I didn't really pay attention to the loft bed in the description but that's on me. It's a mattress in a loft that is quite low. The mattress was very comfortable but I was glad that I'm short as the ceiling is pretty low. The river outside the cabin was beautiful and we had dinner on the porch which really made the most of the space.

4.92 out of 5 average rating, 59 reviews

Sequoia Cottage

TroyRating, 5 stars1 week ago

We rented this home for the guest speakers for the weekend. They commented that the place was "perfect" for what they needed. The house was very welcoming and made them feel right at home. Great hostess, great communication, and great place!

4.96 out of 5 average rating, 76 reviews

The Loft @ Paradise Point. Enjoy the Jacuzzi!

DevanRating, 5 starstoday

very sweet and accommodating hosts Tammy and hap! I will definitely be back very beautiful, peaceful little place. The hot tub with a view was amazing.

5 out of 5 average rating, 7 reviews

Guest Cottage in Umpqua Valley Wine Country

TyraRating, 5 stars11 months ago

Excellent quiet cottage outside of town a short drive. Was a perfect place to stay, wouldn't hesitate to book here again. Everything was as described and both check in and check out were simple and seamless.

4.86 out of 5 average rating, 7 reviews

Home in Roseburg North

Xenia House - North Roseburg

RosannaRating, 5 stars5 days ago

My Family and I were in town for 2025 Sheep Shearing Competition this place made us feel right at home. We traveled from California so the place was amazing. Alisha was so responsive and Helpful. I truly recommend place to everyone trying to stay. We hope to be back next year.

5 out of 5 average rating, 14 reviews

Home in Sutherlin

Spacious-Tranquil Mountain Home

RayRating, 5 stars3 weeks ago

I rented the house for multiple family members that were in town for a celebration of life. To say it’s fantastic is an under statement. The decor, furnishings, peacefulness, ambiance and view are very relaxing. One evening most of the family met there for a pizza feast and conversation. There were 20 of us all around the kitchen table, living room and outside on the deck. It was very spacious and comfortable for our family evening event. Relaxing atmosphere and the hospitality was amazing.

4.99 out of 5 average rating, 73 reviews

Cabin in Roseburg

*Riverfront* Log Cabin in Roseburg’s Wine Country

BriannaRating, 5 stars1 week ago

Rosario’s place was one to remember! We had to gather family from all over the states for a funeral and their home accommodated us and really brought us closer together. The view of the river, fire pit, and swing out back were one of the highlights to our trip. We also loved playing the various board games provided. Everything was clean and in working order. The host was very communicative. This home really brought some serenity to our trip despite the circumstances of our gathering. Thank you !