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Oakland Vacation Rentals

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Check prices for these dates

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Jun 24 - Jun 25
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Jun 25 - Jun 26
This weekend
Jun 27 - Jun 29
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Jul 4 - Jul 6

Vacation Rentals in Oakland

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

Southern Oregon Cabin: Fire Pit & Private Pond!

3.0 star property
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."
Southern Oregon Cabin: Fire Pit & Private Pond!
Southern Oregon Cabin: Fire Pit & Private Pond!
Fridge, microwave, oven, stovetop

Southern Oregon Cabin: Fire Pit & Private Pond!

2.0 star property
9.4 out of 10, Exceptional, (3)
"I needed a break from life for a moment and the chaos of what is my home and this little slice of heaven was everything!!! the sounds of nature. the ducks and geese. the privacy and seclusion. it was quite literally heaven on earth for me. also dog friendly. my puppy loved the outdoors"
Southern Oregon Cabin: Fire Pit & Private Pond!
Romantic Vineyard Getaway in Oakland: Mtn Views!
House (1 Bedroom) | Interior

Romantic Vineyard Getaway in Oakland: Mtn Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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! "
Romantic Vineyard Getaway in Oakland: Mtn Views!
Romantic Vineyard Getaway in Oakland: Mtn Views!
Interior

Romantic Vineyard Getaway in Oakland: Mtn Views!

7.4 out of 10, Good, (3)
"There were indications that the “kitchenette” at least appeared to have a counter- top toaster oven and a bbq was available on patio. Neither was available. The location is remote requiring guest to travel into town for all meals"
Romantic Vineyard Getaway in Oakland: Mtn Views!
Vineyard Farmhouse in Oakland w/ Hot Tub!
House (4 Bedrooms) | Interior

Vineyard Farmhouse in Oakland w/ Hot Tub!

3.0 star property
Vineyard Farmhouse in Oakland w/ Hot Tub!
Vineyard Farmhouse in Oakland w/ Hot Tub!
Fridge, microwave, stovetop, dishwasher

Vineyard Farmhouse in Oakland w/ Hot Tub!

10.0 out of 10, Exceptional, (2)
"The house slept 16 & was very spacious & gorgeous!! We had a wonderful time."
Vineyard Farmhouse in Oakland w/ Hot Tub!
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Interior

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

9.8 out of 10, Exceptional, (79)
"Love this little abode and recommend "
The price is ￥18,239
￥31,156 total
includes taxes & fees
Jul 17 - Jul 18
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Great Vintage 2500sq ft. country cabin amazing river front setting!
Outdoor dining

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

9.6 out of 10, Exceptional, (216)
"The view of the river was beautiful. Lots of room for everyone."
The price is ￥47,421
￥79,530 total
includes taxes & fees
Jul 7 - Jul 8
Great Vintage 2500sq ft. country cabin amazing river front setting!
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (28)
"Great location. Good neighborhood. Fenced in back yard was great for my toddler! Will def try and stay here again!"
The price is ￥18,910
￥45,471 total
includes taxes & fees
Jul 22 - Jul 23
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Tiny House nestled into the Forest on 160 acre Playground.
Exterior

Tiny House nestled into the Forest on 160 acre Playground.

9.0 out of 10, Wonderful, (6)
"We had an amazing time here it was so quite and peaceful and the host were amazing we will be going back"
The price is ￥16,809
￥22,985 total
includes taxes & fees
Jul 8 - Jul 9
Tiny House nestled into the Forest on 160 acre Playground.
Indigo Collective - Modern Comfort & Bold Design
Private kitchen

Indigo Collective - Modern Comfort & Bold Design

10.0 out of 10, Exceptional, (20)
"We were only at this house for one quick night stay, but found it very comfortable. "
Indigo Collective - Modern Comfort & Bold Design
Lil Cedar Lodge
1 bedroom, bed sheets

Lil Cedar Lodge

The price is ￥12,475
￥16,365 total
includes taxes & fees
Jun 25 - Jun 26
Lil Cedar Lodge
The Watusi Place - A Modern Umpqua Valley Getaway
Outdoor dining

The Watusi Place - A Modern Umpqua Valley Getaway

10.0 out of 10, Exceptional, (37)
"Enjoyed the house and area! Great stay on the way to Crater Lake from the coast!"
The price is ￥18,122
￥48,633 total
includes taxes & fees
Jul 1 - Jul 2
The Watusi Place - A Modern Umpqua Valley Getaway
Firewater Lodge Cabin Experience
Outdoor dining

Firewater Lodge Cabin Experience

10.0 out of 10, Exceptional, (58)
"Such a homey and beautiful house and property. Perfect weather. My whole family is already asking to go back!"
Firewater Lodge Cabin Experience
Lost World Lodge - Your Jurassic Park Vacation Rental
TV, foosball, stereo

Lost World Lodge - Your Jurassic Park Vacation Rental

9.0 out of 10, Wonderful, (7)
"Great property with great amenities! I would recommend this location to anyone."
Lost World Lodge - Your Jurassic Park Vacation Rental
A Restful Studio Near a Creek and Forest - Pets
Terrace/patio

A Restful Studio Near a Creek and Forest - Pets

10.0 out of 10, Exceptional, (33)
"Peaceful and clean."
The price is ￥16,050
￥26,604 total
includes taxes & fees
Jul 2 - Jul 3
A Restful Studio Near a Creek and Forest - Pets
Below the Falls Lodge - Next to Golden & Silver Falls
Property grounds

Below the Falls Lodge - Next to Golden & Silver Falls

9.8 out of 10, Exceptional, (193)
"was a wonderful experience, thank you for letting us stay in the beautiful house, enjoyed every moment "
Below the Falls Lodge - Next to Golden & Silver Falls
Lake front LAWN FLOOR of bi-level home. bottom floor only. private entrance.
Property grounds

Lake front LAWN FLOOR of bi-level home. bottom floor only. private entrance.

9.8 out of 10, Exceptional, (10)
"Great place for our extend family to stay while attending USTAF Junior nationals. Beautiful location and nice and quiet. We enjoyed our stay."
Lake front LAWN FLOOR of bi-level home. bottom floor only. private entrance.
Xenia House-Roseburg Retreat with a View! Near Wildlife Safari
Outdoor dining

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

9.6 out of 10, Exceptional, (18)
"We have stayed at this house on previous trips to the Roseburg area. It is always a relaxing stay at this house. The rooms are clean and the house is located near our daughter and her family."
Xenia House-Roseburg Retreat with a View! Near Wildlife Safari
Family home
Fridge, microwave, oven, stovetop

Family home

9.6 out of 10, Exceptional, (4)
"I would suggest to everyone to stay here!"
Family home
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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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?


~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath: This vacation home near Oakland offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.