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Oakland Holiday Rentals

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Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Holiday Rentals in Oakland

The Watusi Place - A Modern Umpqua Valley Getaway
Terrace/patio
The Watusi Place - A Modern Umpqua Valley Getaway
10.0 out of 10, Exceptional, (30)
"We stayed here just one night so we could go to the wildlife safari in the late afternoon. Convenient location. Beautiful well stocked house. Immaculately clean Wildlife Safari was great and very reasonably priced"
The price is AU$633
per night
13 May - 14 May
The Watusi Place - A Modern Umpqua Valley Getaway
3 Bedroom House w/Game Room/Pets
Fridge, microwave, oven, stovetop
3 Bedroom House w/Game Room/Pets
10.0 out of 10, Exceptional, (1)
"Had 4 coaches in town to coach a game"
The price is AU$763
per night
17 May - 18 May
3 Bedroom House w/Game Room/Pets
A Restful Studio Near a Creek and Forest - Pets
Property grounds
A Restful Studio Near a Creek and Forest - Pets
10.0 out of 10, Exceptional, (9)
"This property was well equipt and comfortable. Setting was spectacular. Host provided us with anything we needed! 5 stars⭐️⭐️⭐️⭐️⭐️"
The price is AU$255
per night
14 May - 15 May
A Restful Studio Near a Creek and Forest - Pets
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Monroe River House. Luxury. Private Beach. Prime Location. Family Friendly
Fridge, microwave, oven, stovetop
Monroe River House. Luxury. Private Beach. Prime Location. Family Friendly
10.0 out of 10, Exceptional, (1)
"Excellent location, excellent host, I suggest you book during the summer months leaving spring and fall open for myself and my family ! We all loved this short vacation. Thank you Abby"
Monroe River House. Luxury. Private Beach. Prime Location. Family Friendly
Relaxing and peaceful cottage in rural area
Exterior
Relaxing and peaceful cottage in rural area
10.0 out of 10, Exceptional, (2)
"The place was everything it advertised and more. Plenty of amenities to make your stay comfortable and a home away from home. Great location between I-5 and the coast. The hosts communication on how to get there was spot on, so it was easy to find. Thank you Melissa, I will be back!"
The price is AU$362
per night
13 May - 14 May
Relaxing and peaceful cottage in rural area
Firewater Lodge Cabin Experience
Terrace/patio
Firewater Lodge Cabin Experience
10.0 out of 10, Exceptional, (32)
"An amazingly beautiful cabin in a quiet out of the way area. It has a well stocked kitchen and comfortable hanging out reading on furniture. We did a couple of great hikes and visited two wineries. We are hoping to bring the rest of our family soon."
Firewater Lodge Cabin Experience
Quiet Riverfront Home! 5 Mins from Dorena Lake!
Property grounds
Quiet Riverfront Home! 5 Mins from Dorena Lake!
10.0 out of 10, Exceptional, (12)
"This is indeed a nice, quiet riverfront home. It's about 20 minutes from Cottage Grove, and the drive there is gorgeous. Great internet speed, so you shouldn't have any cellphone issues if you have wifi calling enabled on your phone. It has all the amenities that you'd need for a longer-term stay: full kitchen, full laundry, full bathroom. The Lee family are incredibly kind and personable,and I'd highly recommend this property to couples, small families, or anyone that just wants some peace and...
Quiet Riverfront Home! 5 Mins from Dorena Lake!
Xenia House-Roseburg Retreat with a View!
Terrace/patio
Xenia House-Roseburg Retreat with a View!
10.0 out of 10, Exceptional, (5)
"Lovely house and great host. Would happily stay again!"
Xenia House-Roseburg Retreat with a View!
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
Exterior
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
10.0 out of 10, Exceptional, (9)
"Enjoyed the accommodations. just as advertised would stay again."
The price is AU$267
per night
13 May - 14 May
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
Indigo Collective - Modern Home
Private kitchen
Indigo Collective - Modern Home
10.0 out of 10, Exceptional, (2)
"We loved staying here! Beautifully decorated and very comfortable! Beds were super comfortable - although 1 in the double queen room is very, very soft. Kitchen is well appointed - plenty of pans and cooking ware. Bathrooms were stocked - included shampoos, conditioner and soaps. As well as tons of towels, which was appreciated! Hot water is very hot, which was great but be warned if you have littles - could be too much for them. Will absolutely stay here again! Lovely!"
Indigo Collective - Modern Home
Singing Waters at N. Umpqua
Stereo
Singing Waters at N. Umpqua
10.0 out of 10, Exceptional, (3)
"The place is clean and neat, but the best part is the backyard with the river running through it. What a gem!"
Singing Waters at N. Umpqua
The Escape at The Double U
Smart TV, fireplace, DVD player, ping pong
The Escape at The Double U
10.0 out of 10, Exceptional, (8)
"Very comfortable and nicely appointed accommodations. It's a perfect location to check out all the great vineyards around here. I'm sure we'll be back."
The Escape at The Double U
Property grounds
10.0 out of 10, Exceptional, (3)
"What a beautiful new, clean home. It fit our family just perfectly! And thank you to the owners for being so accommodating! We definitely would rent again!"
Umpqua Wine Country Cottage
Exterior
Umpqua Wine Country Cottage
10.0 out of 10, Exceptional, (2)
"Very nice house, easy walking distance to every thing in town."
Umpqua Wine Country Cottage
Sophisticated Bungalow, Sparkling clean!
Fridge, microwave, oven, stovetop
Sophisticated Bungalow, Sparkling clean!
10.0 out of 10, Exceptional, (49)
"Went to visit our daughter. House was just a few blocks from where she lives. She came for bfast each morning and I was even able to cook a nice dinner for her and her friends! Kitchen is well stocked and lots of room for hanging out and playing games! Will definitely stay again!"
Sophisticated Bungalow, Sparkling clean!
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Fridge, microwave, oven, stovetop
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
10.0 out of 10, Exceptional, (7)
"This is a wonderful little house in picture cottage Grove. The location was very close to Main Street where there are restaurants and shops. The house was very nicely decorated, the beds were comfortable, and the house had anything you would find in your own house (maybe even more!) Everything was well labeled so it was easy to find things. Would definitely stay here again."
The price is AU$577
per night
15 May - 16 May
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
Beautiful Tiny Home
1 bedroom
Beautiful Tiny Home
10.0 out of 10, Exceptional, (1)
"For me it, it was perfect. Everything was as expected and advertised with no unexpected surprises I like being away from the big city. The neighbors are great especially the kids. I liked the simplicity and Joe and his wife are great hosts and do everything to make your stay comfortable. I also caught a bunch of fish with him so he’s a damn good Fishing Guide as well."
The price is AU$234
per night
15 May - 16 May
Beautiful Tiny Home
Tiny House nestled into the Forest on 160 acre Playground.
Property grounds
Tiny House nestled into the Forest on 160 acre Playground.
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The tiny house is new, clean, and more spacious than you might expect! You feel totally removed from town but in reality aren't that far to go grab some wine or groceries. Sure, there isn't a stove or microwave but you can do a lot with a toaster oven and a hot plate! Make sure to check out Lighthouse Bakery- so delicious. Our favorite part was cuddling up in the reclining couch and sipping wine and reading, listening to the wildlife. We hope to return soon!"
The price is AU$261
per night
13 May - 14 May
Tiny House nestled into the Forest on 160 acre Playground.
Just off I-5, RV available on secluded lot. 2 livestock stalls. Close to town.
Exterior
Just off I-5, RV available on secluded lot. 2 livestock stalls. Close to town.
10.0 out of 10, Exceptional, (3)
"Stayed here while figuring out my living situation during the sale of my place. Doug was so helpful and kind. I love the setting, watching cows graze while drinking coffee in the morning. Bed is comfortable. Very quiet. If you like a little solitude while RV'ing, you should enjoy it here."
The price is AU$180
per night
31 May - 1 June
Just off I-5, RV available on secluded lot. 2 livestock stalls. Close to town.
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
2 bedrooms, desk, iron/ironing board, travel cot
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
9.8 out of 10, Exceptional, (52)
"We had a lovely stay in this cool, vintage decorated Roseburg house! We were in town for a livestock show for our 13 and 14 year old kiddos were showing sheep. They really loved the record player and the cool games that were provided in the living room. We loved this house because it was very much geared towards family. The decor was really cool and it was very cozy."
The price is AU$344
per night
14 May - 15 May
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Don't see what you're looking for?
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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.

Other types of properties in Oakland you may be interested in

Five Bedroom Farmhouse Vineyard And Winery
Property grounds
Five Bedroom Farmhouse Vineyard And Winery
10.0 out of 10, Exceptional, (1)
"The house slept 16 & was very spacious & gorgeous!! We had a wonderful time."
Five Bedroom Farmhouse Vineyard And Winery
Riverfront Inn Roseburg
BBQ/picnic area
Riverfront Inn Roseburg
2.0 star property
8.6 out of 10, Excellent, (1079)
"Loved the park setting in front of the river. Loved the convenient proximity to highway. Loved the friendly helpful staff, and the very comfortable bed"
The price is AU$185
per night
13 May - 14 May
Riverfront Inn Roseburg
Cottage Grove Inn
Superior Room, 1 King Bed
Cottage Grove Inn
2.5 star property
8.6 out of 10, Excellent, (1001)
"I have stayed there under previous ownerships. Good night's sleep for a reasonable value."
The price is AU$192
per night
13 May - 14 May
Cottage Grove Inn
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.

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing 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 there to see and do in Oakland?

Umpqua River and Oakland City Park are a couple of lovely local spots to get outside and enjoy nature. MarshAnne Landing and Misty Oaks Vineyard are other places to visit while you're in town.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.