Vacation rentals in Oakland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakland

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

Guest favorite

Home in Roseburg

4.91 out of 5 average rating, 117 reviews

Riverhaus on the Umpqua

Lovely, comfortable home has 3 bedrooms & 2 baths, located on the North Umpqua River with an airstrip nearby. Master suite has private covered deck & entrance. Riverfront property and deck with a propane bar-b-que for cooking, entertaining, relaxing, viewing wildlife, & river. Outdoor fire pit. Home is fully furnished. No smoking on property. Easy access to the river. For nature enthusiasts; walking, hiking, or biking trails. Great for girls trips, honeymooners, fishing, casinos, & wineries.

Sep 29 – Oct 6

$125 per night
Guest favorite

Guest suite in Reedsport

4.99 out of 5 average rating, 680 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.

Oct 31 – Nov 5

$109 per night
Guest favorite

Guesthouse in Roseburg

4.99 out of 5 average rating, 201 reviews

Blissful Guesthouse Outdoor living rm/sun loungers

Welcome to the Bliss, your serene escape awaits! Picture yourself unwinding in our courtyard, on one of our sun loungers sheltered by a 15-foot umbrella. As the day turns to evening, indulge yourselves into the outdoor living room with ambient lighting, firepit, TV, curtains Those seeking a bit of playful diversion, will enjoy our Arcade/playoom Meanwhile, our variety of outdoor games, & picnic area. We are offering you a rejuvenating retreat that's both soothing and exhilarating.

Sep 14 – 21

$92 per night

Popular amenities for Oakland vacation rentals

Other great vacation rentals in Oakland

Guest favorite

Guesthouse in Roseburg

4.96 out of 5 average rating, 133 reviews

Brandy Farms Country Cottage

Aug 8 – 15

$130 per night
Guest favorite

Cottage in Myrtle Creek

4.99 out of 5 average rating, 116 reviews

Rae of Sunshine Sanctuary

Dec 8 – 15

$98 per night
Guest favorite

Home in Roseburg North

4.94 out of 5 average rating, 278 reviews

Bailey River House

Nov 29 – Dec 6

$231 per night
Guest favorite

Cabin in Douglas County

4.98 out of 5 average rating, 370 reviews

Mountain Mama Lodge on the North Umpqua River

Feb 10 – 17

$129 per night
Guest favorite

Home in Roseburg

4.98 out of 5 average rating, 557 reviews

Chardonnay Chalet at the Vineyard

Nov 13 – 20

$156 per night
Guest favorite

Guest suite in Sutherlin

4.98 out of 5 average rating, 43 reviews

Sutherlin Retreat with a View & Wildlife w/brkfast

Jul 8 – 15

$87 per night
Guest favorite

Guest suite in Oakland

4.97 out of 5 average rating, 29 reviews

Feels Like Country - in town!

May 1 – 8

$95 per night
Guest favorite

Farm stay in Oakland

4.9 out of 5 average rating, 21 reviews

Cozy home on Christmas tree farm off of I-5

May 10 – 17

$145 per night
Guest favorite

Home in Oakland

4.97 out of 5 average rating, 29 reviews

1905 Cape Cod Located in Historic Oakland Oregon

Dec 1 – 8

$305 per night
Superhost

Place to stay in Sutherlin

4.83 out of 5 average rating, 29 reviews

Cozy Cottage

Jul 26 – Aug 2

$77 per night
Guest favorite

Apartment in Yoncalla

4.93 out of 5 average rating, 41 reviews

Countryside Apartment Overlooking the Creek

Feb 8 – 15

$83 per night
Guest favorite

Home in Sutherlin

5.0 out of 5 average rating, 24 reviews

Lakeview at Cooper Creek

Sep 5 – 12

$180 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Douglas County
  5. Oakland