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Oakland Vacation Rentals

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 $130
$224 total
includes taxes & fees
May 28 - May 29
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Exterior
Heavenly Bungalow, Entire Home!
9.8 out of 10, Exceptional, (20)
"Lovely, cozy home"
Heavenly Bungalow, Entire Home!
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
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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!
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 $95
$166 total
includes taxes & fees
May 27 - May 28
A Restful Studio Near a Creek and Forest - Pets
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 $105
$205 total
includes taxes & fees
May 27 - May 28
Home Sweet Home
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
Property grounds
The Bucket List Retreat
9.6 out of 10, Exceptional, (24)
"Comfy beds, great location to our activity, accommodating owner who went out of their way to send us something we left behind. Would definitely stay a this property again."
The Bucket List Retreat
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 $150
$498 total
includes taxes & fees
May 30 - May 31
3 Bedroom House w/Game Room/Pets
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!
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
TV, foosball, stereo
Lost World Lodge - Your Jurassic Park Vacation Rental
9.0 out of 10, Wonderful, (2)
"Loved the Lost World theme of the apartment. It was super clean, spacious, and great location. The KOA park is the cleanest park I've seen and we love the drive in movie theater."
Lost World Lodge - Your Jurassic Park Vacation Rental
Private kitchen
Charming Historical lodge across from Umpqua river
9.4 out of 10, Exceptional, (19)
"A wonderful place to stay highly recommended, and will go there again when we visit Glide."
The price is $125
$147 total
includes taxes & fees
May 27 - May 28
Charming Historical lodge across from Umpqua river
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 $195
$378 total
includes taxes & fees
May 28 - May 29
Super clean Home, Hot Tub & Walk to Downtown Low FEES A+ Reviews
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 $125
$147 total
includes taxes & fees
May 27 - May 28
Historic Lodge across the street from the Umpqua River
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
Beach
Beautiful RiverFront Home on the Umpqua River W/Private Dock & World Class Fishing
9.8 out of 10, Exceptional, (51)
"Pros: Great location on the river, beautiful surroundings Kitchens had all that was needed. Plenty of plates, utensils and cooking items. Showers were very satisfying, and the beds were comfortable. Lots of parking space. Had fun fishing from the dock. Cons: We were disappointed in the floors as they were not very clean. The entry doors were covered with stains, should be cleaned. We found some trash items from previous renters. Kitchen faucet leaked badly, spilling water onto the floor."
Beautiful RiverFront Home on the Umpqua River W/Private Dock & World Class Fishing
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 $155
$238 total
includes taxes & fees
May 27 - May 28
Relaxing and peaceful cottage in rural area
Property grounds
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
9.8 out of 10, Exceptional, (16)
"Nice"
The price is $125
$229 total
includes taxes & fees
May 30 - May 31
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Fridge, microwave, oven, stovetop
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
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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

Popular accommodation
Oakland private vacation homes
Known landmarks
Reustle Prayer Rock Vineyards, MarshAnne Landing and Misty Oaks Vineyard
International airport
Eugene, OR (EUG-Mahlon Sweet Field)

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, (169)
"Nice clean room. Good location. Bed was comfortable. Bring your own pillows. "
The price is $90
$91 total
includes taxes & fees
May 27 - May 28
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
BBQ/picnic area
Riverfront Inn Roseburg
2.0 star property
8.6 out of 10, Excellent, (1086)
"Lovely check in - Ms. Jewel was very welcoming and friendly. The room is big and comfortable, although the age of some of the furnishings shows. My daughter and I are on the way from Southern California to Seattle, so this is our 2nd stop on the way. Convenient location. "
The price is $114
$125 total
includes taxes & fees
Jun 9 - Jun 10
Riverfront Inn Roseburg
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.

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 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 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

Riverfront Inn Roseburg

Riverfront Inn Roseburg

5/5 Excellent
"Lovely check in - Ms. Jewel was very welcoming and friendly. The room is big and comfortable, although the age of some of the furnishings shows. My daughter and I are on the way from Southern California to Seattle, so this is our 2nd stop on the way. Convenient location. "
A verified traveler stayed at Riverfront Inn Roseburg
Posted 3 days ago
Riverfront Inn Roseburg