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Oakland Vacation Rentals

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Vacation Rentals in Oakland

2 bedrooms, desk, iron/ironing board, travel crib
<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 CA $178
CA $309 total
includes taxes & fees
Jun 6 - Jun 7
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Fridge, microwave, oven, stovetop
3 Bedroom House w/Game Room/Pets
10.0 out of 10, Exceptional, (2)
"We had a great time staying in Roseburg for my 30th birthday & celebrating Mother’s Day. Twenty minutes from Wild Life Safari, and close to the vineyards! My favorite part was game night at the house."
The price is CA $205
CA $685 total
includes taxes & fees
Jun 11 - Jun 12
3 Bedroom House w/Game Room/Pets
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!
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Fridge, microwave, oven, stovetop
Home Sweet Home
5.6 out of 10, (8)
"Full kitchen. Everything was very clean. Mattresses were low quality but everything else was nice. Easy communication with Jimmy"
The price is CA $144
CA $280 total
includes taxes & fees
May 28 - May 29
Home Sweet Home
Property grounds
A Restful Studio Near a Creek and Forest - Pets
10.0 out of 10, Exceptional, (10)
"Wow, this was one of our most favorite stays anywhere! The studio was beautiful, so clean and lovely with everything we needed. Our dog was quite happy too! We really enjoyed the view from the deck of the meadow and tree covered hillside, plus the sound of the creek and of birds chirping. Great location-very convenient to Roseberg and hiking trails nearby. We most definitely will return! Although we never met in person, Ashley was awesome - very responsive, welcoming and accommodating!"
The price is CA $130
CA $228 total
includes taxes & fees
May 27 - May 28
A Restful Studio Near a Creek and Forest - Pets
Property grounds
Below the Falls Lodge - Next to Golden & Silver Falls
9.8 out of 10, Exceptional, (184)
"Couldn’t have been more impressed! Absolutely loved the house and everything it has to offer. Having everything thing we needed while being away from the public was a dream. My children and dog absolutely loved the creek and being able to enjoy the forest while us adults enjoyed the break from technology and being able to slow down a bit. Can’t wait to return!"
Below the Falls Lodge - Next to Golden & Silver Falls
Smart TV
Lake View House
9.8 out of 10, Exceptional, (19)
"The view is breathtaking and the owners are so helpful and accommodating. Plenty of room for large groups."
Lake View House
Terrace/patio
Firewater Lodge Cabin Experience
10.0 out of 10, Exceptional, (33)
"This was a wonderful cozy experience in rural Oregon. We had all the creature comforts of home. Excellent water in the showers, excess bedding, and any cooking utinsel we could ask for. Plus we had a lot of running space outdoor and access to a safe shallow creek and firepit. I would recommend this place to families with small children looking to get back to nature."
Firewater Lodge Cabin Experience
Exterior
Heavenly Bungalow, Entire Home!
9.8 out of 10, Exceptional, (20)
"Lovely, cozy home"
Heavenly Bungalow, Entire Home!
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 CA $268
CA $519 total
includes taxes & fees
May 28 - May 29
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
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
Private kitchen
Historic Lodge across the street from the Umpqua River
9.8 out of 10, Exceptional, (18)
"The lodge owner JoAnne came to meet us as we pulled up in our truck. She gave a quick tour of the facility and our room. Very welcoming of our small dog, Bill. Invited us to a potluck on site that evening. There was an awesome musical trio of JoAnne’s friends. They played folk and rock tunes from the 60’s, 70’s and 80’s until about 9 pm. Very cool! Room and our restroom very clean. Bed very comfy. Best of all a fresh loaf of banana bread awaited us in our room. Very cool!"
The price is CA $171
CA $201 total
includes taxes & fees
Jun 14 - Jun 15
Historic Lodge across the street from the Umpqua River
Fridge, microwave, stovetop, dishwasher
Family-Friendly Winston Vacation Rental w/ Deck!
10.0 out of 10, Exceptional, (5)
"The property is very nice with a good view. Very well supplied with all necessary items for cooking and meals. Ease of working with hostess."
Family-Friendly Winston Vacation Rental w/ Deck!
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."
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
Property grounds
The Bucket List Retreat
9.6 out of 10, Exceptional, (24)
"Slept 8 very comfortably. Easy communication with host. Area was perfect for getting around. Would stay there again."
The Bucket List Retreat
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
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 CA $212
CA $325 total
includes taxes & fees
May 27 - May 28
Relaxing and peaceful cottage in rural area
Property grounds
The Rad Pad - 80s themed Tiny House
10.0 out of 10, Exceptional, (3)
"What a fun place to stay in Sutherlin while traveling on Interstate 5. The decor is exactly as pictured and was a great trip down memory lane. The house is spotless, well-stocked, and very comfortable. The check-in process was easy, and it also was very easy to communicate with Jim. Thank you!"
The Rad Pad - 80s themed Tiny House
Property grounds
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
9.8 out of 10, Exceptional, (16)
"Nice"
The price is CA $171
CA $316 total
includes taxes & fees
Jun 16 - Jun 17
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Fridge, microwave, oven, stovetop
Relax & Rejuvenate in 4Br home with Hot Tub & Deck, in heart of Roseburg
9.6 out of 10, Exceptional, (10)
"Amazing stay. Great location. Very peaceful and a beautiful house! We enjoyed every part of it."
Relax & Rejuvenate in 4Br home with Hot Tub & Deck, in heart of Roseburg
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See all available properties in Oakland
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.

Oakland Vacation Rental Travel Info

Other types of properties in Oakland you may be interested in

Terrace/patio
Rice Hill Inn
2.0 star property
7.4 out of 10, Good, (168)
"Nice clean room. Good location. Bed was comfortable. Bring your own pillows. "
The price is CA $124
CA $125 total
includes taxes & fees
May 25 - May 26
Rice Hill Inn
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
Superior Room, 1 King Bed
Cottage Grove Inn
2.5 star property
8.6 out of 10, Excellent, (1001)
"Good for a night while traveling. "
The price is CA $165
CA $185 total
includes taxes & fees
May 26 - May 27
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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 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.

Recent reviews of Oakland properties
Expedia verified reviews