Discover Your Perfect Oakland Vacation Homes

Why Choose Rent By Owner for your Oakland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Oakland

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region's quieter shoulder seasons when weather is mild and attractions are less crowded, allowing you to fully enjoy everything this destination has to offer.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and exploring the scenic landscape.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
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Fall (September to November)

Fall offers cooler temperatures and vibrant foliage, making it a popular time for enjoying the region's natural beauty.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the area cools down, providing a peaceful stay often suited for cozy indoor experiences and off-season tranquility.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Spring (March to May)

Spring sees mild weather and blossoming nature, offering an ideal period for those seeking fewer crowds and serene surroundings.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Oakland

How to Book Your Oakland Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Oakland

More Top-Rated Vacation Rentals in Oakland Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas perfect for relaxing or dining al fresco.
  • Take advantage of private patios or decks to unwind while soaking up the scenic views.
  • Benefit from access to spacious yards or gardens, ideal for outdoor activities or picnics.
  • Make use of designated barbecue grills for cooking meals in the fresh air.
  • Explore nearby walking trails or nature paths directly accessible from your rental.
  • Utilize outdoor fire pits for cozy evenings under the stars.
  • Have easy access to waterfront or lakeside amenities, if available, for water-based recreation.

Top Attractions Around Oakland

What attractions are nearby?

Explore the area's scenic parks, outdoor trails, and local attractions to make the most of your stay here in Oakland, Oregon, providing you with memorable activities just moments from your vacation rental.

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Family Activities

  • Oakland Riverfront Park: Enjoy a day outdoors with the family at this scenic park, perfect for picnics, playground visits, and leisurely walks along the Willamette River.
  • Oregon Coast Aquarium: Explore marine life exhibits tailored for children and adults alike, making it an educational and entertaining experience just a short drive from here.
  • Historical Museum of Oakland: Discover the local history through engaging exhibits that provide insight into the area's past, ideal for family members interested in culture and heritage.
  • Willamette Valley Vineyards: Participate in family-friendly wine tasting events or simply enjoy stunning vineyard views and relaxing grounds during your stay in the region.
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Adult Activities

  • Wine Tasting Tours: Explore the region's renowned wineries and indulge in tastings that showcase the area's rich viticultural heritage.
  • Nature Hikes and Trails: Discover scenic hiking routes through lush landscapes, offering serene views perfect for outdoor enthusiasts visiting here.
  • Cultural and Historic Sites: Visit local museums and landmarks to gain insights into the area's unique history and cultural significance.
  • Fishing and Boating: Enjoy fishing expeditions or tranquil boat rides on nearby waterways, making the most of this destination’s aquatic attractions.

Other Places to Stay in Oakland, OR

Oakland City Park
Oakland City Park Vacation Rentals
Misty Oaks Vineyard
Misty Oaks Vineyard Vacation Rentals
Rice Hill
Rice Hill Vacation Rentals
MarshAnne Landing
MarshAnne Landing Vacation Rentals
More Places to Stay Near Oakland

Oakland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the region's scenic parks and outdoor trails to experience the area's natural beauty firsthand.
  • Visit Unique Attractions: Discover hidden gems and local landmarks that showcase the character and history of this destination.
  • Plan Your Activities: Schedule activities around the area's climate and seasonal events to maximize your enjoyment during your stay.
  • Choose the Right Accommodation: Select a well-reviewed vacation rental that offers comfort and convenience, giving you a true feel for the region.

Transportation Options

  • Oakland Transit Station: This hub provides convenient bus services that connect you to nearby cities and attractions, making local exploration simple during your stay.
  • Car Rentals in the Area: Several local agencies offer vehicle rentals, giving you the flexibility to explore the region at your own pace and visit scenic spots beyond this destination.
  • Public Bus Services: Regularly scheduled bus routes serve the area, offering an affordable transportation option for getting around comfortably.
  • Private Shuttle Services: Private shuttles are available for more personalized transfers, ideal for hassle-free arrivals and departures from local airports or events.

Local Customs Options

  • Local Craftsmanship: You’ll notice a strong tradition of craftsmanship reflected in the region's handmade goods and locally crafted furniture, adding unique character to your stay.
  • Kairos Market Days: Participating in this community-focused event allows visitors to experience the area's vibrant local produce and artisanal products firsthand.
  • Community Gatherings: Engaging in traditional gatherings such as seasonal festivals and outdoor markets offers an authentic way to connect with the local culture here.
  • Historical Respect: Respecting long-standing customs and preservation efforts ensures that the area's rich history remains alive for future visitors like you.

Frequently Asked Questions About Oakland?

1. What are the top vacation rentals in Oakland?

There are a lot of options in Oakland. If you plan on staying in the Oakland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oakland:

2. Which vacation homes in Oakland are best for families?

If you are looking for a family-friendly vacation home in Oakland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oakland:

3. How many Rentbyowner vacation rentals are available in Oakland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 33 in the Oakland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oakland. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policies vary depending on the specific property you choose. It’s best to review the individual listing details or contact the property owner directly to understand the cancellation terms and any associated fees.

5. How do I ensure my booking is secure and reliable?

All bookings are processed through a trusted platform that offers secure payment methods and verified hosts, providing you with peace of mind when reserving your stay here.

6. Are there any additional fees I should be aware of when booking vacation rentals in this region?

Additional fees such as cleaning fees, service charges, or security deposits may apply and are specified in each listing. Always read the full property description and fee breakdown before confirming your reservation.

7. Can I get assistance if I encounter issues during my stay?

Yes, dedicated support is available to help you resolve any concerns related to your booking or stay. Contact information is typically provided by the host or the booking platform for prompt assistance.

8. What amenities should I look for to ensure a comfortable stay in this destination?

Look for amenities that suit your needs, such as Wi-Fi, kitchen facilities, or outdoor spaces. These are usually detailed in the listing, helping you choose a property that guarantees a convenient and enjoyable visit here.