A waterfall surrounded by dense forest.

Oakland Vacation Rentals

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Check prices for these dates

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

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.
$290 nightly
The price is $318
Nov 6 - Nov 7
Total with taxes and fees
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.
$95 nightly
The price is $96
Nov 6 - Nov 7
Total with taxes and fees
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
$116 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
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)
$238 nightly
The price is $261
Nov 12 - Nov 13
Total with taxes and fees
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.
$183 nightly
The price is $200
Nov 8 - Nov 9
Total with taxes and fees
<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.
$143 nightly
The price is $157
Nov 7 - Nov 8
Total with taxes and fees
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
$199 nightly
The price is $218
Nov 9 - Nov 10
Total with taxes and fees
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.
$173 nightly
The price is $189
Nov 16 - Nov 17
Total with taxes and fees
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
$200 nightly
The price is $219
Nov 13 - Nov 14
Total with taxes and fees
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.
$152 nightly
The price is $166
Dec 1 - Dec 2
Total with taxes and fees
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
$420 nightly
The price is $460
Nov 6 - Nov 7
Total with taxes and fees
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.
$314 nightly
The price is $344
Nov 6 - Nov 7
Total with taxes and fees
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.
$563 nightly
The price is $571
Nov 11 - Nov 12
Total with taxes and fees
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.
$339 nightly
The price is $368
Nov 6 - Nov 7
Total with taxes and fees
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
$336 nightly
The price is $368
Nov 6 - Nov 7
Total with taxes and fees
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.
$530 nightly
The price is $538
Nov 17 - Nov 18
Total with taxes and fees
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
$275 nightly
The price is $309
Nov 6 - Nov 7
Total with taxes and fees
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.
$364 nightly
The price is $369
Nov 8 - Nov 9
Total with taxes and fees
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

Motel 6 Sutherlin, OR

Motel 6 Sutherlin, OR

8/10 Good
"We usually stay at this hotel on our way down south And we find the staff is really good It is basic, but it is clean"
Michael 1-night trip
Posted 5 hours ago
Motel 6 Sutherlin, OR

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.