Holiday houses in Wilbur

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Top-rated holiday rentals in Wilbur

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Guest favourite

Apartment in Roseburg

Hilltop View Apartment~ 2Bdrm, 1Bth, Full Kitchen

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!

LocationValueAir conditioning

4.9 out of 5 average rating, 267 reviews

Top Guest favourite

A treehouse elevated 17 feet above the ground is surrounded by tall Douglas fir trees. A wooden staircase leads to the entrance, flanked by a wraparound deck. The exterior features warm wooden tones, and large windows offer glimpses of the forest.

Treehouse in Sutherlin

Mountain View Treehouse

Perched 17 feet above the forest floor between four mature Douglas fir trees and ready for your relaxing escape. You may catch a glimpse of a blacktail deer, turkey, grey squirrel, or hear a great horned owl or woodpecker. No comfort is left out, equipped with an unlimited hot water shower, toilet, sink, heat and ac. The interior of the treehouse is lined with incense cedar harvested on the property. Small decks off the front and back of the treehouse to relax and enjoy your morning coffee.

FamilyLocationSolo travel

4.97 out of 5 average rating, 147 reviews

Guest favourite

A Craftsman-style bungalow is showcased, featuring a combination of wood siding and decorative shingles. Large windows with divided panes allow natural light to fill the space. A covered porch extends from the front, framed by lush greenery and a well-maintained garden area.

Home in Roseburg

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.

LocationFamilyLaundry

4.94 out of 5 average rating, 268 reviews

Top Guest favourite

A serene outdoor area features a view of the North Umpqua River, framed by lush trees and hillside. Seating arrangements include several chairs and a shaded patio umbrella. Flower pots filled with vibrant blooms add color to the space, while a fire pit invites cozy gatherings.

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.

LocationFamilyBathroom

4.94 out of 5 average rating, 378 reviews

Top Guest favourite

A cozy bedroom features a spacious bed adorned with a quilted cover and decorative pillows. A wooden tray with two mugs, a plate with snacks, and a small vase of flowers rests on the bed. Light streams in through two windows, highlighting the calming decor.

Cottage in Tenmile

The Cottages at Porter Hill (Green)-Near Roseburg

Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.

LocationFamilyBathroom

5.0 out of 5 average rating, 170 reviews

Top Guest favourite

The exterior features a blue building with large windows, situated alongside a runway where a small aircraft is parked. Bright sunlight illuminates the scene under a partly cloudy sky, and the surrounding area is paved and accessible.

Guest suite in Roseburg

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!

LocationFamilyParking

4.95 out of 5 average rating, 293 reviews

Guest favourite

The classic mid-century home is positioned atop a slight hill, offering expansive views of downtown Roseburg and surrounding landscapes. The exterior features a flat roof and a mix of stone and wood finishes. A deck extends from the entrance, framed by lush greenery.

Home in Roseburg

Hawthorne Haus

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.

ValueFamilyAir conditioning

4.91 out of 5 average rating, 298 reviews

Top Guest favourite

A spacious home is set amidst a wooded landscape, featuring a contemporary design with an A-frame roof. Green shrubs and small trees frame the entrance, while a flat driveway leads to the home, showcasing the inviting front porch and large glass doors.

Home in Roseburg

OREGON HILLTOP RETREAT

Enjoy this large home in a secluded wooded setting with stunning views only 10 minutes from town. Perfect for family reunions, business retreats, friends' getaway, or anything your heart desires. The Umpqua Valley is a hidden jewel that offers many wineries, the Umpqua River for floating, fishing, and kayaking and Highway 138 with many waterfalls only steps away on your way to the beautiful Crater Lake. Or if you just need to get away from it all and relax this is your spot.

LocationValueHospitality

4.96 out of 5 average rating, 141 reviews

Top Guest favourite

A serene aerial view captures the Main Umpqua River bordered by lush greenery and expansive fields. Nearby vineyards and farms stretch across the landscape, conveying a sense of tranquility in the heart of wine country.

Guest suite in Roseburg

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish retreat tucked along the river in the heart of wine country. With peaceful river views and private river access just steps away, you’ll feel immersed in nature—yet still enjoy the convenience of being only a quick 10-minute drive into town. Fishing, agriculture, local activities, and abundant wildlife surround our tranquil hideaway, and it’s easy to see why we fell in love with this special place. Come unwind and soak in the serenity.

LocationFamilyCheck-in

4.98 out of 5 average rating, 254 reviews

Top Guest favourite

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)

LocationFamilyWalkability

4.99 out of 5 average rating, 313 reviews

Top Guest favourite

A bright living room features a floral-patterned sofa adorned with colorful cushions. A marble coffee table sits in the center on a textured area rug. Two table lamps provide soft lighting, while large windows offer views of the outdoor greenery.

Cottage in Sutherlin

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.

FamilyValueGetting around

4.98 out of 5 average rating, 258 reviews

Top Guest favourite

Home in Roseburg

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!

FamilyLocationParking

5.0 out of 5 average rating, 268 reviews