Vacation rentals in Umpqua

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Top-rated vacation rentals in Umpqua

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Guest favorite

Guesthouse in Roseburg

4.99 out of 5 average rating, 232 reviews

The Bliss/charismatic/contentment/ up lifting/fun

Nestled in behind our residence, is the Bliss! A chic, rustic space, offering a serene escape! Spoiled with lots of amenities, you will feel welcomed. Just two blocks from downtown, you’ll be steps away from top-rated restaurants, boutique shops, local wineries, & farmers market (Saturday 10:00 am to 1:00 pm) We are close in proximity to hotsprings, stunning waterfalls, (1 hr) Crater lake (90 min), & safari (10 min) After a day of adventure, unwind in the relaxing environment of the Bliss!

Guest favorite

Home in Roseburg North

4.94 out of 5 average rating, 309 reviews

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.

Guest favorite

Guest suite in Reedsport

4.99 out of 5 average rating, 758 reviews

The Elk View Suite- 5 min to town, 15 min to Beach

The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.

Guest favorite

Ranch in Roseburg

4.98 out of 5 average rating, 127 reviews

Bailey Bar-None Ranch-live history, modern comfort

Bailey Bar-None Ranch, with cattle, horses and sheep. Picturesque rolling hills overlook valleys of the Umpqua River, home to 31 unique wineries and 16 breweries . Explore antiques in the large ranch house and barns. Newly remodeled gourmet kitchen. Two gas fireplaces add a cozy atmosphere. Amazing library with antique volumes. Beautiful quilts and antiques used throughout the home. Large covered porch with extended deck. 300 plus acres to roam with overlooks towards city and river valleys.

Guest favorite

Cabin in Umpqua

4.99 out of 5 average rating, 237 reviews

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)

Guest favorite

Guesthouse in Glide

4.94 out of 5 average rating, 141 reviews

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😊

Guest favorite

Bungalow in Oakland

4.97 out of 5 average rating, 247 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

Guest favorite

Cottage in Sutherlin

4.98 out of 5 average rating, 205 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.

Guest favorite

Home in Roseburg

4.82 out of 5 average rating, 261 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!

Guest favorite

Guest suite in Oakland

4.8 out of 5 average rating, 367 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.

Guest favorite

Guesthouse in Roseburg

4.93 out of 5 average rating, 198 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.

Guest favorite

Guest suite in Roseburg

4.98 out of 5 average rating, 242 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.