Holiday rentals in Roseburg

4.96 out of 5 average rating, 100 reviews

Flat in Roseburg

Serene Escape Studio (with w/d, a/c, kitchen)

Forget your worries in this spacious and serene space. With over 800 square feet, this newly designed studio apt located in a quiet neighborhood has everything you need to make your stay in centrally located Roseburg a success--washer/dryer, kitchen, large screen tv, etc. Once parked, traverse through the gate, up the stairs to your private entrance off the upper deck. Perfectly located for day trips to the coast, Oregon's waterfalls, Crater Lake National Park, and more! (Note: we do have dogs)

4.94 out of 5 average rating, 132 reviews

Home in Riddle

Cinder Cottage ~ No Cleaning Fee

Cinder Cottage is a cozy and clean 2 bedroom home that's been recently updated and is pet & family friendly. Located on a quiet corner in the heart of historic Riddle OR just a block from the high school and walking distance to the small downtown. A few miles from the I-5 corridor it's a great place to stop for a break from driving. We're just minutes away from Seven Feathers Casino in Canyonville. Whether you're traveling, exploring or visiting friends or family come relax at Cinder Cottage.

4.99 out of 5 average rating, 147 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.

4.89 out of 5 average rating, 219 reviews

Charming 1927 English Cottage

Return to the roaring 20's when you enter this charming 1927 English Cottage in the Downtown Historic District of Roseburg, Oregon. Enjoy views of the city while relaxing in this cozy cottage furnished with mostly vintage furniture, décor & books. Even 1920's sheet music with Ukelele arrangements as well as a ukulele are provided for your enjoyment! Nestled in a quiet neighborhood of historic homes, you are within walking distance of some of Roseburg's finest restaurants, pubs & shops.

4.94 out of 5 average rating, 109 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, 253 reviews

Guest house in Roseburg

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)

Campervan/Motorhome in Roseburg

4.96 out of 5 average rating, 160 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, a full bathroom, kitchen, refrigerator & microwave to help you feel at home as well as a designated easily accessible parking space.

4.83 out of 5 average rating, 295 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

Guest house in Roseburg

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, 267 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.

4.99 out of 5 average rating, 143 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!

4.97 out of 5 average rating, 639 reviews

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

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Popular amenities for Roseburg holiday rentals

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Air conditioning

Other great holiday rentals in Roseburg

4.96 out of 5 average rating, 70 reviews

Tiny home in Glide

Little Cabin, scenic North Umpqua corridor

CaitlinRating, 5 stars1 week ago

We loved our visit in this tiny cabin! We enjoyed playing scrabble next to the river and bird watching. Reasonable distance away from umpqua National Forest. Definitely recommend!

4.97 out of 5 average rating, 32 reviews

Treehouse in Sutherlin

Mountain View Treehouse

JessicaRating, 5 stars5 days ago

Beautiful place,comfortable, loved the zipline and rock wall (nice bonus). Comfy beds COOL spot! just wish we knew it was that close to the host.

5 out of 5 average rating, 18 reviews

Cozy Roseburg Home

VincentRating, 5 stars2 days ago

Very clean and had all the things we could want or need. Very relaxing and clean.

5 out of 5 average rating, 14 reviews

Tiny home in Umpqua

Valley's End Tiny House

AnnaRating, 5 stars5 days ago

We had an amazing 2 night stay at Valleys end Farm. The tiny house was perfect and had everything we needed to enjoy our stay. The porta potty was extremely clean and conveniently located close to the house. Kayaking on the river was our favorite part of the stay- So peaceful and relaxing! I appreciated that they had life jackets and kids kayaks- my 6 year old got to kayak on his own for the first time and he loved it. We will definitely be back in the future.

5 out of 5 average rating, 81 reviews

Home in Myrtle Creek

Highlands and Horses Ranch

AnaRating, 5 stars4 days ago

I can't say enough good things about this place. It is probably the most outstanding place I've ever stayed in. every detail was so well thought out, down to the lighting, led candles, toiletries in the cabinet, soft toilet paper, blankets everywhere, fully stocked kitchen, variety of ice, magazines, books, and board games. there was even a guest garden. Toni and Mike were the sweetest hosts and even greeted us when we got there and let us feed the cows and pet the horses. the bed was huge, and I felt very safe because of the animals surrounding us. I've never bonded so well with a host, and can tell she poured so much love into this place. definitely book this place. it's a must stay. 💗

Superhost

Cabin in Roseburg

4.79 out of 5 average rating, 14 reviews

Tuscan Cottage in the Orchard

JaiRating, 5 stars4 days ago

This cabin was really nice and surprisingly spacious. It has lots of cute amenities and features! Loft bed was comfy. Only thing that was slightly annoying was how slow the hot water in the shower/bath is but this is mentioned. Great value for 4 people looking for a quick stay!

4.94 out of 5 average rating, 17 reviews

Cozy downtown retreat with two living quarters

LisaRating, 5 stars2 months ago

This house is the best rental near downtown that I’ve used. It was super clean, stylishly but restfully decorated, and it had everything we needed. The owner was very responsive to our questions. Overall this was a fabulous experience and we’ll be renting this spot again!