Vacation rentals in Umpqua

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Top-rated vacation rentals in Umpqua

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

Guest favorite

Cottage in Glendale

4.92 out of 5 average rating, 332 reviews

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

Guest favorite

Farm stay in Days Creek

4.92 out of 5 average rating, 113 reviews

Family Retreat-Entire Barn + Free Farm Breakfast

Private House 2 kitchens, fully stocked, 2 Full bathrooms , 4 Private bedrooms,Bonus Kids Loft with 2 Twins 2 kids futons There is a memory foam sofa bed in the family room on one side. This Duplex joins together via a Sliding Barn Door into over 3000 Sq Feet Of Grand Rustic Décor. A great room with 20’ ceilings for gathering after a long day of play. We are dog friendly with plenty room to roam. Enjoy 2 private creek side Decks with views of the farm. We are dog friendly but Do Not allow CATS

Superhost

Guesthouse in Eugene

4.91 out of 5 average rating, 118 reviews

Oakdale Cottage

We are located at the base of Spencers Butte with miles of beautiful hiking trails. Three decks, outside hammock and BBQ. Mexican tiles and hard wood floors. Our cottage is just outside of town, and more often then not you may encounter some dust. We thoroughly clean the cottage between every guest and wash every linen in the cottage. If you are a neat freak, this may not be the place for you. (I am adding this to our beautiful listing to address some 3 star reviews on cleaning, simply false).

Guest favorite

Cabin in Eugene

4.95 out of 5 average rating, 296 reviews

Lovely Private Cabin close to city and wineries

Our private cabin nestled in the countryside provides a quiet escape from city living. Resting in a private peaceful clearing, the cabin offers sweeping views of a private pond and lush forest. Despite the rustic scenery the cabin has been recently remodeled and comes fully equipped with all the modern amenities to make you feel right at home. The property is 15 minutes to the University of Oregon, and Wine Country. And a short 25 minute drive SW of the cabin are the Why-pass Mt Bike Trails.

Guest favorite

Guesthouse in Cottage Grove

4.94 out of 5 average rating, 202 reviews

Swinging Bridge private and bright guest cottage

*** Please read entire listing before booking: Quaint cottage set behind Craftsman home built in 1926. Private entrance w/keyless entry. Bathroom is private and dedicated to guests but is *connected to the main house* and only steps away from cottage. Bathrobes and slippers provided for guest use. Access to yard with fire pit and BBQ. Room has mini fridge, microwave, and toaster oven as well as amenities for coffee and tea. Guest WIFI is high speed. Roku TV for streaming. Free street parking.

Superhost

Home in Winston

4.9 out of 5 average rating, 104 reviews

Twin palms

Spend time with the whole family. Very new and modern amenities. Handicap accessible. 7 bed rooms and 5 bathrooms. Bring the whole family and spend time at wildlife safari. Or go hiking/biking/fishing/hunting on the famous north umpqua river. 45 miles of dedicated fly fishing with some of the best steelhead fishing in the world. Crader lake is a wonderful day trip as you travel up the north umpqua river. If you like wine,try a tour with A Touch Of Class limousines Ring doorbell on site.

Guest favorite

Guest suite in Roseburg

5 out of 5 average rating, 112 reviews

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.

Guest favorite

Tiny home in Douglas County

4.92 out of 5 average rating, 348 reviews

Tiny Home XXL

Live large with the Tiny Home XXL! Custom built by us, with 2 loft bedrooms, full kitchen and spa inspired bathroom. This luxury retreat is a Tiny home dream. We are nestled along the North Umpqua River in the Umpqua National Forest. This region of the Oregon Cascades is referred to as "Oregon's Emerald-Jewel Gateway" to Crater Lake National Pk. We are centrally located to the North Umpqua Trail, with easy drives to many trailheads, waterfalls & the Umpqua Hot Springs. NO PETS allowed

Guest favorite

Home in Roseburg

4.94 out of 5 average rating, 108 reviews

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.

Guest favorite

Home in Roseburg

4.83 out of 5 average rating, 273 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 Roseburg

4.98 out of 5 average rating, 246 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.

Guest favorite

Home in Winston

4.97 out of 5 average rating, 159 reviews

The Watusi Place - A Modern Umpqua Valley Getaway

Plan your getaway in the heart of Umpqua Valley! Welcome to The Watusi Place - a trendy, 3 bedroom/2 bath home just 0.5 miles from Abacela Winery and 1.5 miles from Wildlife Safari! With more than 30 wineries, 5 breweries , hiking/fishing/rafting just minutes away, this thoughtfully designed home is the perfect place to stay for exploring everything the Umpqua Valley area has to offer.