A waterfall surrounded by dense forest.

Oakland Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Oakland vacation rentals

A living room with a sofa, a coffee table, a fireplace, a TV, and a painting on the wall.

1. Home Sweet Home

Home Sweet Home
Sutherlin
8.8 out of 10, Excellent, (13 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 1,166 total
includes taxes & fees
6 Nov - 7 Nov
Home Sweet Home
A wooden cabin named 'Lil Cedar Lodge' with a metal roof, two windows, and a small porch with a chair and table.

2. 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 352 total
includes taxes & fees
6 Nov - 7 Nov
Lil Cedar Lodge
A wooden cabin with a deck, outdoor seating, and a pathway lit by ground lights.

3. 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, (21 reviews)
"My friend and I had an amazing stay. We went for a walk, had dinner out on the deck and finished the night drinking wine in the double swing. The stars were amazing. Listen to the owls as we went to sleep. Great place for a get away from the city lights :)"
United States
kimberley
The price is AED 344
AED 431 total
includes taxes & fees
9 Nov - 10 Nov
Tiny House nestled into the Forest on 160 acre Playground.
A wooden treehouse with a staircase, surrounded by snow-covered trees.

4. Mountain View Treehouse in Sutherlin with full bath and AC, 5 minutes from I-5

Mountain View Treehouse in Sutherlin with full bath and AC, 5 minutes from I-5
Sutherlin
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 812
AED 957 total
includes taxes & fees
12 Nov - 13 Nov
Mountain View Treehouse in Sutherlin with full bath and AC, 5 minutes from I-5
A house with a covered porch, a seating area with a sofa and armchair, and a small table.

5. <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, (120 reviews)
"Great stay, very clean. Would stay here again."
United States
Cindan G.
The price is AED 441
AED 736 total
includes taxes & fees
8 Nov - 9 Nov
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
A small house with a porch and string lights.

6. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (31 reviews)
"Close to downtown, well appointed, clean and comfortable. Thanks for a lovely stay!"
United States
Sue S.
The price is AED 298
AED 575 total
includes taxes & fees
7 Nov - 8 Nov
Downtown Stay at the Red Tiny Twin!
A wooden deck with a white railing, a potted plant, and a table.

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, (28 reviews)
"Our hosts, James and Gail, are so lovely. They really care about their guests experience and I felt they truly cared about our experience. It’s a gorgeous home that they have decorated meticulously, and made so comfortable for guests to enjoy. The bed was super comfy and the room cozy. The bedding and towels were soft and top notch. They didn’t skimp on anything. Gail is a great cook and provided homemade food, snacks, and drinks. Some items came from her garden. James is a master with sound and...
United States
Susan
The price is AED 672
AED 800 total
includes taxes & fees
9 Nov - 10 Nov
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
A modern house with a stone pathway leading to the entrance, surrounded by various plants and a large planter.

8. 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, (33 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 696 total
includes taxes & fees
16 Nov - 17 Nov
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
A small, single-story house with a green door, white trim, and a small porch.

9. 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, (45 reviews)
"Nice place, great location."
United States
Gordon
The price is AED 459
AED 804 total
includes taxes & fees
13 Nov - 14 Nov
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
A living room with a sofa, coffee table, and a painting on the wall.

10. Downtown Stay at the Blue Tiny Twin

Downtown Stay at the Blue Tiny Twin
Roseburg
9.6 out of 10, Exceptional, (22 reviews)
"Everything you need is in this small but efficiently planned house. The very small countertop dishwasher is so cute! Perfect place for solo or couple to stay."
United States
Beth B.
The price is AED 331
AED 611 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Stay at the Blue Tiny Twin
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

11. 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 1,158
AED 1,550 total
includes taxes & fees
6 Nov - 7 Nov
Bell Sister Flats
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

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 1,263 total
includes taxes & fees
6 Nov - 7 Nov
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
A modern house with a gravel driveway, large windows, and a view of a forest.

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 2,099 total
includes taxes & fees
11 Nov - 12 Nov
Lone Rock Guest House, 20 acres minutes from the North Umpqua River
A spacious living area with a wooden dining table, black chairs, a ceiling fan, and a television displaying a beach scene.

14. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (60 reviews)
"Great place for us and the kids after a long day at the wildlife safari!"
United States
Jessica M.
The price is AED 595
AED 1,351 total
includes taxes & fees
6 Nov - 7 Nov
The Watusi Place - A Modern Umpqua Valley Getaway
A modern hotel room with a large bed, a sofa, a fireplace, and a TV mounted on the wall.

15. 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 1,351 total
includes taxes & fees
6 Nov - 7 Nov
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
A wooden deck with a view of a lake and forest.

16. 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, (239 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 1,098
AED 1,976 total
includes taxes & fees
17 Nov - 18 Nov
Great Vintage 2500sq ft. country cabin amazing river front setting!
Private kitchen

17. 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, (40 reviews)
"This place was absolute perfection. Everything was user friendly thanks to this incredible host! All of the labels and instructions took away all of the what ifs and worries. We already can’t wait to stay here again! This house was the best part of our whole trip!"
United States
Joelle
The price is AED 625
AED 1,137 total
includes taxes & fees
6 Nov - 7 Nov
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
A tent with a skylight, wooden beams, and a window overlooking a forest.

18. 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, (225 reviews)
"Great place to stay!"
United States
Paul C.
The price is AED 909
AED 1,355 total
includes taxes & fees
8 Nov - 9 Nov
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.
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Top Oakland Hotel Reviews

Holiday Inn Express & Suites Roseburg North by IHG

Holiday Inn Express & Suites Roseburg North by IHG

10/10 Excellent
"We had a great stay. The room was clean and the staff were very friendly and welcoming."
Anne 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Roseburg North by IHG

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 Little River.

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.