Lodging Image

Oakland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Oakland vacation rentals

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, (31 reviews)
"Great place, well appointed, walk to all the fun stuff!"
United States
Anonymous traveler
The price is AED 536
AED 1,123 total
includes taxes & fees
13 Jul - 14 Jul
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Living area

Home Sweet Home

Home Sweet Home
Sutherlin
8.8 out of 10, Excellent, (11 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 AED 441
AED 1,287 total
includes taxes & fees
26 Jun - 27 Jun
Home Sweet Home
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 AED 804
AED 1,331 total
includes taxes & fees
22 Jun - 23 Jun
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Deluxe Apartment, City View | Bathroom

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is AED 1,023
AED 1,402 total
includes taxes & fees
22 Jun - 23 Jun
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, (20 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 AED 349
AED 664 total
includes taxes & fees
23 Jun - 24 Jun
Downtown Stay at the Blue Tiny Twin
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, (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 AED 907
AED 1,138 total
includes taxes & fees
22 Jun - 23 Jun
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
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)
"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 AED 459
AED 829 total
includes taxes & fees
8 Jul - 9 Jul
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
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, (100 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 AED 441
AED 764 total
includes taxes & fees
25 Jun - 26 Jun
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
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, (17 reviews)
"Great location, nice and quiet easy to get to fantastic hosts."
United States
Lee and Kristy D.
The price is AED 444
AED 563 total
includes taxes & fees
5 Jul - 6 Jul
Tiny House nestled into the Forest on 160 acre Playground.
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 AED 314
AED 412 total
includes taxes & fees
23 Jun - 24 Jun
Lil Cedar Lodge
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 AED 878
AED 1,420 total
includes taxes & fees
22 Jun - 23 Jun
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
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)
"Good hosts & very nice home."
United States
Pamela M.
The price is AED 595
AED 1,423 total
includes taxes & fees
24 Jun - 25 Jun
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, (231 reviews)
"such a great place, had everything we needed and plenty of room will definitely be staying again"
United States
Tami L.
The price is AED 915
AED 1,763 total
includes taxes & fees
22 Jun - 23 Jun
Great Vintage 2500sq ft. country cabin amazing river front setting!
Interior

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 AED 1,561
AED 2,125 total
includes taxes & fees
19 Jul - 20 Jul
Below the Falls Lodge - Next to Golden & Silver Falls
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Cottage Grove Inn

Cottage Grove Inn

8/10 Good
"Better looking inside than outside. Clean rooms and friendly staff."
Jim 1-night trip
Posted 10 hours ago
Cottage Grove Inn

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.