Oakland Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Oakland vacation rentals

Terrace/patio

Lil Cedar Lodge

Lil Cedar Lodge
Roseburg
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place. Really enjoyed my stay."
United States
Zakary S.
The price is ￥13,626
￥17,875 total
includes taxes & fees
Apr 25 - Apr 26
Lil Cedar Lodge
Interior

Fully Equipped Studio - Laundry - 65” Samsung Smart TV - Off-Street Parking

Fully Equipped Studio - Laundry - 65” Samsung Smart TV - Off-Street Parking
Cottage Grove
10.0 out of 10, Exceptional, (22 reviews)
"Nice amenities, more than you normally see. Quiet and relaxing. Very nice accommodation."
United States
Stuart R.
The price is ￥15,778
￥29,404 total
includes taxes & fees
Apr 15 - Apr 16
Fully Equipped Studio - Laundry - 65” Samsung Smart TV - Off-Street Parking
Terrace/patio

A Restful Studio Near a Creek and Forest - Pets

A Restful Studio Near a Creek and Forest - Pets
Roseburg
10.0 out of 10, Exceptional, (43 reviews)
"Enjoyed our stay!"
United States
Dana M.
The price is ￥17,531
￥28,897 total
includes taxes & fees
Apr 16 - Apr 17
A Restful Studio Near a Creek and Forest - Pets
Fridge, microwave, oven, stovetop

Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews

Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Cottage Grove
9.6 out of 10, Exceptional, (29 reviews)
"Great place, well appointed, walk to all the fun stuff!"
United States
Anonymous traveler
The price is ￥24,384
￥50,561 total
includes taxes & fees
Apr 27 - Apr 28
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Exterior

Tiny House nestled into the Forest on 160 acre Playground.

Tiny House nestled into the Forest on 160 acre Playground.
Roseburg
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful environment and very peaceful stay. "
United States
Sarah C.
The price is ￥18,359
￥25,105 total
includes taxes & fees
Apr 25 - Apr 26
Tiny House nestled into the Forest on 160 acre Playground.
Smart TV, fireplace, books, music library

Modern Mid-Century Retreat with Stylish Amenities & Family-Friendly Comfort

Modern Mid-Century Retreat with Stylish Amenities & Family-Friendly Comfort
Roseburg
9.8 out of 10, Exceptional, (39 reviews)
"As usual this property did not disappoint. Highly recommend! Beds are amazing. "
United States
Barry W.
The price is ￥20,654
￥51,585 total
includes taxes & fees
Apr 20 - Apr 21
Modern Mid-Century Retreat with Stylish Amenities & Family-Friendly Comfort
Exterior

The Urban Boho Charmer with Private Backyard, BBQ & Hammock

The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Roseburg
9.6 out of 10, Exceptional, (39 reviews)
"Nice place, great location."
United States
Gordon
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Living area

Home Sweet Home

Home Sweet Home
Sutherlin
8.6 out of 10, Excellent, (10 reviews)
"This location worked great for our visit with family in the area. The house was clean and the beds were comfortable. Host was easy to work with - thanks!"
United States
Barbara S.
The price is ￥19,112
￥55,634 total
includes taxes & fees
Apr 18 - Apr 19
Home Sweet Home
Dining

The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (51 reviews)
"Everything was great! "
United States
Candace L.
The price is ￥25,802
￥61,002 total
includes taxes & fees
Apr 22 - Apr 23
The Watusi Place - A Modern Umpqua Valley Getaway
Property grounds

Great Vintage 2500sq ft. country cabin amazing river front setting!

Great Vintage 2500sq ft. country cabin amazing river front setting!
Scottsburg
9.6 out of 10, Exceptional, (227 reviews)
"It was a nice big house by the river!"
United States
Stephen S.
The price is ￥30,121
￥65,514 total
includes taxes & fees
Apr 15 - Apr 16
Great Vintage 2500sq ft. country cabin amazing river front setting!
Exterior

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Roseburg
9.8 out of 10, Exceptional, (94 reviews)
"Host was absolutely fantastic in assisting us with making sure our stay was perfect and peaceful we throughly enjoyed our stay the facilities were perfect for home cooked breakfast and a small family gathering to celebrate Christmas with our grandkids and kids Awill put as a favorite foe our next trip cant say thank you enough."
United States
Brenda L.
The price is ￥19,112
￥33,833 total
includes taxes & fees
May 5 - May 6
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Terrace/patio

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Roseburg
10.0 out of 10, Exceptional, (24 reviews)
"Amazing B&B. Innkeepers James and Gail were exceptional hosts. Their attention to the details from arrival through departure made our stay very special. Breakfast was delicious. With its many thoughtful amnesties, this Inn has become one of our most memorable. It’s sophisticated, elegant and comfortable!"
United States
karen m.
The price is ￥30,918
￥38,568 total
includes taxes & fees
Apr 28 - Apr 29
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Smart TV

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital
Roseburg
9.6 out of 10, Exceptional, (54 reviews)
"It certainly is adorable, well-kept, well-stocked. We would love to stay here again!"
Canada
Faith S.
The price is ￥23,891
￥36,975 total
includes taxes & fees
Apr 15 - Apr 16
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital
Deluxe Apartment, City View | Private kitchen

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is ￥44,228
￥60,644 total
includes taxes & fees
Apr 25 - Apr 26
Bell Sister Flats
Exterior detail

Downtown Stay at the Blue Tiny Twin

Downtown Stay at the Blue Tiny Twin
Roseburg
9.4 out of 10, Exceptional, (19 reviews)
"Just the right size and location for a wine country getaway weekend. Had everything we needed, and more. Will not hesitate to book again next trip, if it's available."
United States
John L.
The price is ￥15,131
￥28,777 total
includes taxes & fees
Apr 26 - Apr 27
Downtown Stay at the Blue Tiny Twin
Exterior detail

Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~

Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Roseburg
9.6 out of 10, Exceptional, (29 reviews)
"Finding the entry to the property was hardest part. Parking was OK. The views and the space was great. Nice central location for many places to visit."
United States
Nicole B.
The price is ￥17,531
￥31,587 total
includes taxes & fees
Apr 20 - Apr 21
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Exterior

Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (24 reviews)
"It was a perfect place for us to stay for a short trip to visit family with our two little dogs."
United States
Rochelle S.
The price is ￥13,618
￥27,119 total
includes taxes & fees
Apr 17 - Apr 18
Downtown Stay at the Red Tiny Twin!
Outdoor dining

Private bungalow with AC in charming Roseburg

Private bungalow with AC in charming Roseburg
Roseburg
The price is ￥48,289
￥56,132 total
includes taxes & fees
Apr 15 - Apr 16
Private bungalow with AC in charming Roseburg
Fridge, microwave, oven, stovetop

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
10.0 out of 10, Exceptional, (3 reviews)
"Terry's place was such a treat! The apartment exceeded so many of our expectations and was perfect for our mini vacation. Wonderful features and amenities. Beautiful finishes, linens and furnishings. Super responsive host. We look forward to our next stay!"
United States
CARISSA F.
The price is ￥34,902
￥57,415 total
includes taxes & fees
Apr 15 - Apr 16
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Exterior detail

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
The price is ￥38,089
￥61,602 total
includes taxes & fees
Apr 20 - Apr 21
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakland Hotel Reviews

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

6/10 Okay
"The cleanliness was acceptable; however, there was a very unpleasant smell in the lobby. The staff members were helpful overall."
Arindam 1-night trip
Posted 1 hour ago
Motel 6 Sutherlin, OR

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oakland!

Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, we offer vacation rentals close to top sights in Oakland, or you can choose a secluded option if you'd like a relaxing place to stay. Oakland is known for its wineries and restaurants. Make sure you have time to check out the parks while you're in the area.

What's the top vacation rental in Oakland?

Tiny House nestled into the Forest on 160 acre Playground. : This vacation home rental near Oakland offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an electric kettle, and kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Oakland?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Oakland stay.

What’s there to see and do in Oakland?

While exploring the area, visit family-friendly sights like Douglas County Museum of History and Natural History, or get outside and enjoy nature at Umpqua River. In the larger area, you’ll find MarshAnne Landing and Umpqua Golf Resort.

What’s a vacation rental in Oakland like?

Vacation rentals are private properties you can stay in for short or long periods in Oakland. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.