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Oakland Vacation Rentals

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Our top choices for Oakland vacation rentals

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, (31 reviews)
"Great place, well appointed, walk to all the fun stuff!"
United States
Anonymous traveller
The price is CA $214
CA $447 total
includes taxes & fees
Jul 20 - Jul 21
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews

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 CA $121
CA $159 total
includes taxes & fees
Jul 11 - Jul 12
Lil Cedar Lodge

Soothing 2-bedroom apartment with AC

Soothing 2-bedroom apartment with AC
Cottage Grove
The price is CA $248
CA $587 total
includes taxes & fees
Jul 29 - Jul 30
Soothing 2-bedroom apartment with AC

<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, (104 reviews)
"The Keasington house was perfect for our trip to see family. It had everything we needed. Will definitely be staying again next time we are in the area!"
United States
Michelle C.
The price is CA $170
CA $301 total
includes taxes & fees
Jul 7 - Jul 8
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

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, (17 reviews)
"Great location, nice and quiet easy to get to fantastic hosts."
United States
Lee and Kristy D.
The price is CA $162
CA $207 total
includes taxes & fees
Aug 3 - Aug 4
Tiny House nestled into the Forest on 160 acre Playground.

Home Sweet Home

Home Sweet Home
Sutherlin
9.0 out of 10, Wonderful, (12 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 CA $170
CA $496 total
includes taxes & fees
Jul 14 - Jul 15
Home Sweet Home

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, (41 reviews)
"April‘s place is comfortable, clean, a great location and we have stayed several times. She’s easy to communicate with and I’ll back again next month and in the future again."
United States
Thomas J.
The price is CA $177
CA $328 total
includes taxes & fees
Jul 8 - Jul 9
The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (26 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 CA $135
CA $257 total
includes taxes & fees
Jul 25 - Jul 26
Downtown Stay at the Red Tiny Twin!

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, (30 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.
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~

The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (52 reviews)
"Good hosts & very nice home."
United States
Pamela M.
The price is CA $230
CA $549 total
includes taxes & fees
Jul 8 - Jul 9
The Watusi Place - A Modern Umpqua Valley Getaway

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, (25 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 CA $350
CA $436 total
includes taxes & fees
Jul 4 - Jul 5
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is CA $447
CA $599 total
includes taxes & fees
Jul 4 - Jul 5
Bell Sister Flats

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 CA $311
CA $511 total
includes taxes & fees
Jul 4 - Jul 5
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Below the Falls Lodge - Next to Golden & Silver Falls

Below the Falls Lodge - Next to Golden & Silver Falls
Coos Bay
9.8 out of 10, Exceptional, (207 reviews)
"The location is spectacular "
United States
John S.
The price is CA $543
CA $752 total
includes taxes & fees
Jul 7 - Jul 8
Below the Falls Lodge - Next to Golden & Silver Falls

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
The price is CA $339
CA $547 total
includes taxes & fees
Jul 4 - Jul 5
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

Find out more about Oakland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Below the Falls Lodge - Next to Golden & Silver Falls: This vacation home rental near Oakland is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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 Reustle Prayer Rock Vineyards.

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.