A covered bridge with a weight limit sign of 14-0 tons and a 13-0 tons sign.

Holiday Homes in Oakland

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oakland holiday homes

A wooden cabin with a deck, outdoor seating, and a pathway lit by ground lights.

1. 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 AU$167
includes taxes & fees
5 Oct - 6 Oct
Tiny House nestled into the Forest on 160 acre Playground.
A house with a covered porch, a seating area with a sofa and armchair, and a small table.

2. <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, (115 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 AU$305
includes taxes & fees
28 Sept - 29 Sept
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
A small house with a porch and string lights.

3. 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 AU$235
includes taxes & fees
28 Sept - 29 Sept
Downtown Stay at the Red Tiny Twin!
A small, single-story house with a green door, white trim, and a small porch.

4. 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 AU$325
includes taxes & fees
25 Sept - 26 Sept
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
A living room with a fireplace, a television mounted above it, and a large window with blinds.

5. The Berd Haus - Quiet Mid-Century Home, Fast Wifi, Full Kitchen, Minutes Off I-5

The Berd Haus - Quiet Mid-Century Home, Fast Wifi, Full Kitchen, Minutes Off I-5
Roseburg
9.8 out of 10, Exceptional, (46 reviews)
"Clean house in a quiet neighborhood with a comfy bed."
United States
Jayden
The Berd Haus - Quiet Mid-Century Home, Fast Wifi, Full Kitchen, Minutes Off I-5
A modern house with a stone pathway leading to the entrance, surrounded by various plants and a large planter.

6. 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 AU$282
includes taxes & fees
23 Oct - 24 Oct
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
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, (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 AU$434
includes taxes & fees
22 Oct - 23 Oct
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
A spacious living area with a wooden dining table, black chairs, a ceiling fan, and a television displaying a beach scene.

8. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (59 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 AU$543
includes taxes & fees
29 Sept - 30 Sept
The Watusi Place - A Modern Umpqua Valley Getaway
A modern house with a gravel driveway, large windows, and a view of a forest.

9. 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 AU$821
includes taxes & fees
20 Oct - 21 Oct
Lone Rock Guest House, 20 acres minutes from the North Umpqua River

10. 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 AU$464
includes taxes & fees
5 Oct - 6 Oct
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.

11. 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, (222 reviews)
"Wonderful place to retreat from the city.Quiet and relaxing. A beautiful property."
United States
Steven S.
The price is AU$512
includes taxes & fees
27 Sept - 28 Sept
Below the Falls Lodge - Next to Golden & Silver Falls
A kitchen with wooden cabinets, a stainless steel dishwasher, a black stove, and a tiled backsplash.

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

The Little Pearl, Boutique Designer Home 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 AU$467
includes taxes & fees
15 Oct - 16 Oct
The Little Pearl, Boutique Designer Home in Cottage Grove’s Historic District
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

Riverfront Inn Roseburg

Riverfront Inn Roseburg

8/10 Good
"We enjoy this location on our travel through Oregon. We will visit again in the future. The "breakfast" is underwhelming though."
Steve 1-night trip
Posted less than an hour ago
Riverfront Inn Roseburg

Find out more about Oakland

Oakland Holiday Homes information

Number of reviews
632
Accommodation
46 Holiday Homes
Lowest Price
AU$167
Highest Price
AU$821