Oakland Holiday Rentals

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Check prices for these dates

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Oakland

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!
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!
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)
"We've stayed for a few weeks every year now for the past 8 years. Always look forward to coming out."
United States
Matt K.
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, (18)
"great property"
United States
Mai
The price is HK$1,681
HK$3,531 total
includes taxes & fees
28 Nov - 29 Nov
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 certainly is adorable, well-kept, well-stocked. We would love to stay here again!"
Canada
Faith S.
The price is HK$1,168
HK$1,807 total
includes taxes & fees
28 Nov - 29 Nov
Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital
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, (76)
"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.
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 HK$973
HK$1,705 total
includes taxes & fees
30 Nov - 1 Dec
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Exterior
Heavenly Bungalow, immaculately clean, close to downtown!

Heavenly Bungalow, immaculately clean, close to downtown!

Roseburg
10.0 out of 10, Exceptional, (49)
"Host and house where absolutely perfect "
United States
Cody O.
Heavenly Bungalow, immaculately clean, close to downtown!
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 HK$1,315
HK$2,836 total
includes taxes & fees
1 Dec - 2 Dec
Great Vintage 2500sq ft. country cabin amazing river front setting!
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
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
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 HK$957
HK$2,369 total
includes taxes & fees
14 Dec - 15 Dec
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Fridge, microwave, oven, stovetop
Luxury Riverfront Escape- Hot tub & Fire Pit

Luxury Riverfront Escape- Hot tub & Fire Pit

Roseburg
9.6 out of 10, Exceptional, (14)
"We stayed for a family wedding and it was a great house. Comfortable, clean and the patio and river access were great! I would recommend and stay again!"
United States
Katie S.
Luxury Riverfront Escape- Hot tub & Fire Pit
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
Property entrance
River Vista Vacation Homes

River Vista Vacation Homes

3.0 star property
Idleyld Park
9.2 out of 10, Wonderful, (45)
"The place was right on the river which was beautiful and it had everything that we would need. It was clean and pretty roomy for my family and I to spend the weekend there and we absolutely loved it! We’re already trying to make another trip out here!"
United States
Emily
River Vista Vacation Homes
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 HK$897
HK$1,226 total
includes taxes & fees
25 Nov - 26 Nov
Tiny House nestled into the Forest on 160 acre Playground.
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

Rosewood Inn and Suites

Rosewood Inn and Suites

10/10 Excellent
"very comfortable room; friendly helpful staff; clean room"
Jean 1-night trip
Posted 3 days ago
Rosewood Inn and Suites

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!

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Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Oakland has to offer?

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

How many holiday rentals are there in Oakland?

With 3 Expedia holiday rentals, you're guaranteed 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 holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.