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Oakland Vacation Rentals

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Tonight
Nov 18 - Nov 19
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Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Oakland

House (1 Bedroom) | Interior
Southern Oregon Cabin: Fire Pit & Private Pond!

Southern Oregon Cabin: Fire Pit & Private Pond!

3.0 star property
Oakland
10.0 out of 10, Exceptional, (1)
"Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there."
United States
Wayne
Southern Oregon Cabin: Fire Pit & Private Pond!
House (1 Bedroom) | Interior
Romantic Vineyard Getaway in Oakland: Mtn Views!

Romantic Vineyard Getaway in Oakland: Mtn Views!

3.0 star property
Oakland
10.0 out of 10, Exceptional, (2)
"Property was well organized with all the necessities/amenities that made our stay that much more comfortable. Perhaps instructions on how to operate front door lock would be helpful. Otherwise, everything else was perfect. Thank you! "
United States
Elizabeth
Romantic Vineyard Getaway in Oakland: Mtn Views!
House (4 Bedrooms) | Interior
Vineyard Farmhouse in Oakland w/ Hot Tub!

Vineyard Farmhouse in Oakland w/ Hot Tub!

3.0 star property
Oakland
Vineyard Farmhouse in Oakland w/ Hot Tub!
Terrace/patio
Two Story Victorian Farm House. Hot Tub!

Two Story Victorian Farm House. Hot Tub!

Oakland
10.0 out of 10, Exceptional, (6)
"What a warm and inviting place. Great kitchen and generously stocked w/snacks and coffee supplies. Truly great and friendly small town."
United States
Darren C.
Two Story Victorian Farm House. Hot Tub!
Property grounds
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, (200)
"Such a beautiful place to stay with lots to do! We went in the creek multiple times, sauna, hammock, and hiked the falls. I can tell how much love they put into this place because there is artistry put into every detail. A true hidden gem in the woods."
United States
Wendy M.
Below the Falls Lodge - Next to Golden & Silver Falls
Fridge, microwave, oven, stovetop
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Roseburg North
9.4 out of 10, Exceptional, (16)
"great property"
United States
Mai
The price is ￥33,383
￥69,651 total
includes taxes & fees
Nov 23 - Nov 24
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
Fridge, microwave, oven, stovetop
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, (51)
"It was a great place, super close proximity to grocery stores and the airport which is where I needed to be each day for work. "
United States
Dana M.
The price is ￥19,409
￥31,115 total
includes taxes & fees
Nov 19 - Nov 20
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital
Exterior
Heavenly Bungalow, immaculately clean, close to downtown!

Heavenly Bungalow, immaculately clean, close to downtown!

Roseburg
10.0 out of 10, Exceptional, (48)
"Nice place to stay. "
United States
Janine
Heavenly Bungalow, immaculately clean, close to downtown!
Exterior detail
Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood.

Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood.

Roseburg
10.0 out of 10, Exceptional, (75)
"Another great stay!This is my second year staying at this property. It is located in a very quiet neighborhood. The home is kept very clean and is well stocked. We hope to be back next year!Thanks!"
United States
Susan B.
Sophisticated Bungalow, sparkling clean, walk to downtown, quiet neighborhood.
Smart TV, fireplace, DVD player
Lake View House

Lake View House

Cottage Grove
10.0 out of 10, Exceptional, (40)
"Loved this house and the privacy of the home. Amazing view, easy check in/check out, host had great communication! "
United States
Jasmine D.
Lake View House
Fridge, microwave, oven, stovetop
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Roseburg
9.8 out of 10, Exceptional, (36)
"This place is great. We have stayed multiple times. Will continue to come back here when in the area. "
United States
Benjamin B.
The price is ￥20,130
￥48,442 total
includes taxes & fees
Nov 25 - Nov 26
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Fridge, microwave, oven, stovetop
Family home

Family home

Roseburg
9.8 out of 10, Exceptional, (8)
"I would suggest to everyone to stay here!"
United States
Kendal M.
Family home
Outdoor dining
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, (226)
"Nice cozy place to spend summer vacation. Swimming, kayaking, fishing, nice view."
United States
Martha H.
The price is ￥26,119
￥56,003 total
includes taxes & fees
Dec 6 - Dec 7
Great Vintage 2500sq ft. country cabin amazing river front setting!
Exterior
Tiny House nestled into the Forest on 160 acre Playground.

Tiny House nestled into the Forest on 160 acre Playground.

Roseburg
9.6 out of 10, Exceptional, (12)
"Just as described, clean & comfortable loft bed. Owner great with communication & so nice. Would stay again "
United States
Lucinda H.
The price is ￥17,804
￥24,346 total
includes taxes & fees
Dec 1 - Dec 2
Tiny House nestled into the Forest on 160 acre Playground.
Interior
<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, (89)
"Cute decor, great location and easy to get to. It was a good fit for our weekend stay. "
United States
Sandra C.
The price is ￥19,319
￥33,510 total
includes taxes & fees
Nov 19 - Nov 20
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Outdoor dining
Xenia House-Roseburg Retreat with a View! Near Wildlife Safari

Xenia House-Roseburg Retreat with a View! Near Wildlife Safari

Roseburg
9.4 out of 10, Exceptional, (24)
"It was nice."
United States
Al N.
Xenia House-Roseburg Retreat with a View! Near Wildlife Safari
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, (40)
"Extremely comfortable! Beautiful accommodations. "
United States
Ruby G.
The price is ￥17,001
￥28,337 total
includes taxes & fees
Nov 25 - Nov 26
A Restful Studio Near a Creek and Forest - Pets
Outdoor dining
The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway

Winston
10.0 out of 10, Exceptional, (46)
"The house was amazing! Easy to get in, clean and well stocked. Definitely recommend to anyone looking for a nice place."
United States
Amy H.
The price is ￥22,951
￥56,932 total
includes taxes & fees
Dec 1 - Dec 2
The Watusi Place - A Modern Umpqua Valley Getaway
Property grounds
The Cottage at Wild Goose Outpost

The Cottage at Wild Goose Outpost

2.0 star property
Elkton
9.4 out of 10, Exceptional, (3)
"The kitchen was really nice, and the house was very comfortable. "
United States
Bayley F.
The Cottage at Wild Goose Outpost
Sauna
20' yurt on private property

20' yurt on private property

Cottage Grove
9.6 out of 10, Exceptional, (14)
"We had a wonderful stay! Dan was an amazing host. The cat, Cosmo, and the outdoor showers were the highlights of our time."
United States
AnaMichele M.
20' yurt on private property
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

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

10/10 Excellent
"The room was clean and the staff were friendly. Great hotel location close to the concert venue. "
Nancy 1-night trip
Posted 1 day ago
Hampton Inn & Suites Roseburg

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:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

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?

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 3 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. MarshAnne Landing and Misty Oaks Vineyard are other places to visit while you're in town.

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.