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Oakland Vacation Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Oakland vacation rentals

House (1 Bedroom) | Interior

1. 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 review)
"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
The price is AED 463
AED 1,256 total
includes taxes & fees
27 Sep - 28 Sep
Southern Oregon Cabin: Fire Pit & Private Pond!
Terrace/patio

2. Private Pond & Dock! Cozy Cabin in Southern Oregon

Private Pond & Dock! Cozy Cabin in Southern Oregon
Oakland
9.6 out of 10, Exceptional, (11 reviews)
"Stayed here with my daughter while visiting other family. The place was lovely, very clean and Austin was very response to any questions I had. "
United States
Gwen Z.
The price is AED 342
AED 1,186 total
includes taxes & fees
27 Sep - 28 Sep
Private Pond & Dock! Cozy Cabin in Southern Oregon
Terrace/patio

3. Lil Cedar Lodge

Lil Cedar Lodge
Roseburg
10.0 out of 10, Exceptional, (3 reviews)
"Awesome place. Really enjoyed my stay."
United States
Zakary S.
The price is AED 314
AED 412 total
includes taxes & fees
21 Sep - 22 Sep
Lil Cedar Lodge
Exterior

4. <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, (114 reviews)
"The house worked perfectly for our needs! Its location made it easy to every thing that we needed."
United States
Sharon K.
The price is AED 441
AED 780 total
includes taxes & fees
27 Sep - 28 Sep
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Exterior

5. 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, (19 reviews)
"Great location, nice and quiet easy to get to fantastic hosts."
United States
Lee and Kristy D.
The price is AED 354
AED 471 total
includes taxes & fees
22 Sep - 23 Sep
Tiny House nestled into the Forest on 160 acre Playground.
Deluxe Apartment, City View | Private kitchen

6. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
"Beautiful flat! We loved our time there"
United States
Daniel
The price is AED 1,042
AED 1,423 total
includes taxes & fees
12 Oct - 13 Oct
Bell Sister Flats
Terrace/patio

7. 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)
"Beautiful property and incredible stay. Not only was the room clean, private and super comfortable, the hosts were amazing. They made my comfort a priority every day! Definitely would give it a 5 star rating, I will recommend it to family and friends."
United States
Betty W.
The price is AED 907
AED 1,138 total
includes taxes & fees
25 Sep - 26 Sep
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Exterior

8. 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, (44 reviews)
"Nice place, great location."
United States
Gordon
The price is AED 459
AED 845 total
includes taxes & fees
24 Sep - 25 Sep
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Exterior

9. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (29 reviews)
"Close to downtown, well appointed, clean and comfortable. Thanks for a lovely stay!"
United States
Sue S.
The price is AED 298
AED 607 total
includes taxes & fees
21 Sep - 22 Sep
Downtown Stay at the Red Tiny Twin!
Exterior detail

10. 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, (32 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.
The price is AED 404
AED 732 total
includes taxes & fees
4 Oct - 5 Oct
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Dining

11. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (58 reviews)
"Very nice place. Our group was only there briefly but had everything we needed. Friendly and helpful host."
United States
Denise S.
The price is AED 595
AED 1,423 total
includes taxes & fees
21 Sep - 22 Sep
The Watusi Place - A Modern Umpqua Valley Getaway
Coffee/tea maker, fridge, microwave, oven

12. 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)
"Bell Sister Flats is amazing - so gorgeous, warm and inviting. We loved being on Main Street and walking to coffee, dinner, drinks. So much attention to detail and such comfort provided from the bed to the sheets to the towels and love seat and, oh the shower! Terry and Paul were wonderful hosts, so attentive and generous. Loved that they promoted the local community with goods and services in the flat. Loved our stay!"
United States
Tara T.
The price is AED 804
AED 1,331 total
includes taxes & fees
21 Oct - 22 Oct
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Exterior

13. Lone Rock Guest House, 20 acres minutes from the North Umpqua River

Lone Rock Guest House, 20 acres minutes from the North Umpqua River
Glide
10.0 out of 10, Exceptional, (2 reviews)
"I have stayed at probably 100 rental houses in my life - this is hands down my favorite and was best suited for my outdoor boys. There are endless things to do on the property and you are in the center of an outdoor adventure town with lakes, rivers, hikes, waterfalls, fishing and more. It was private, clean, well stocked, comfortable and high quality - and the host was responsive, welcoming and helpful. Thank you for the memories. I hope we can come back for an even longer stay next time."
United States
Secret L.
The price is AED 1,186
AED 2,200 total
includes taxes & fees
18 Oct - 19 Oct
Lone Rock Guest House, 20 acres minutes from the North Umpqua River
Coffee/tea maker, fridge, microwave, oven

14. 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
9.8 out of 10, Exceptional, (37 reviews)
"Great little house. Had everything you needed. About a 20 min drive south of Eugene. Would book again if the need arose."
United States
Kevin
The price is AED 625
AED 1,236 total
includes taxes & fees
21 Sep - 22 Sep
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Property grounds

15. 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, (238 reviews)
"Great space — great for a large group!"
United States
Corey N.
The price is AED 1,098
AED 1,890 total
includes taxes & fees
21 Sep - 22 Sep
Great Vintage 2500sq ft. country cabin amazing river front setting!
Interior

16. 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, (217 reviews)
"Wonderful place to retreat from the city.Quiet and relaxing. A beautiful property."
United States
Steven S.
The price is AED 909
AED 1,366 total
includes taxes & fees
24 Sep - 25 Sep
Below the Falls Lodge - Next to Golden & Silver Falls
Private kitchen

17. The Little Pearl, Boutique Designer Cottage in Cottage Grove’s Historic District

The Little Pearl, Boutique Designer Cottage in Cottage Grove’s Historic District
Cottage Grove
10.0 out of 10, Exceptional, (1 review)
"Quaint little home located so close to downtown. Nice neighborhood and loved on accommodation."
United States
Carole F.
The price is AED 625
AED 1,248 total
includes taxes & fees
9 Oct - 10 Oct
The Little Pearl, Boutique Designer Cottage in Cottage Grove’s Historic District
Exterior detail

18. Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
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

Rice Hill Inn

Rice Hill Inn

8/10 Good
"Good value for money"
YEVGENY 1-night trip
Posted 1 hour ago
Rice Hill 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 5 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?

Umpqua River and Tyee Mountain are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find MarshAnne Landing and Discovery Garden.

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.