Discover Your Perfect Oakland Vacation Homes

Best Vacation Homes in Oakland

10.0
Exceptional
(1 Review)
4 Guests 2 Bedrooms 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $242/Night For 7 Nights US $1,697
10.0
Exceptional
(19 Reviews)
1001.04 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
US $274/Night For 7 Nights US $1,919
9.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $369/Night For 7 Nights US $2,580
New
8 Guests 3 Bedrooms 2 Bathrooms
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $553/Night For 7 Nights US $3,871
10.0
Exceptional
(6 Reviews)
753.47 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pet Friendly
  • Parking
  • Internet
US $102/Night For 7 Nights US $714
New
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
US $389/Night For 7 Nights US $2,722
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $372/Night For 7 Nights US $2,606
New
2000 ft² 6 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $311/Night For 7 Nights US $2,180

Oakland Luxury Rentals

New
4 Guests 2 Bedrooms 2 Bathrooms
Couples Retreat House
  • Internet
  • Security/Safety
US $7,930/Night For 7 Nights US $55,509
New
6500 ft² 21 Guests 8 Bedrooms 7 Bathrooms
Ocean View Villa
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $4,593/Night For 7 Nights US $32,150
New
6100 ft² 17 Guests 7 Bedrooms 6 Bathrooms
Ocean View House
  • Oceanfront
  • Spa
  • Fireplace/Heating
US $4,309/Night For 7 Nights US $30,160
New
5000 ft² 15 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $3,477/Night For 7 Nights US $24,340
New
4600 ft² 11 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Spa
  • Fireplace/Heating
US $3,200/Night For 7 Nights US $22,400
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $2,748/Night For 7 Nights US $19,238
New
4 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $1,908/Night For 7 Nights US $13,355
New
3300 ft² 16 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $1,773/Night For 7 Nights US $12,413

Oakland Pet Friendly Vacation Rentals

New
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $187/Night For 7 Nights US $1,310
10.0
Exceptional
(1 Review)
861.11 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $264/Night For 7 Nights US $1,845
New
1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Pet Friendly
  • Internet
  • Child Friendly
US $539/Night For 7 Nights US $3,774
10.0
Exceptional
(234 Reviews)
1300 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $399/Night For 7 Nights US $2,793
10.0
Exceptional
(1 Review)
1603.82 ft² 10 Guests 3 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $524/Night For 7 Nights US $3,668
10.0
Exceptional
(189 Reviews)
640 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $263/Night For 7 Nights US $1,840
10.0
Exceptional
(19 Reviews)
1440 ft² 3 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $528/Night For 7 Nights US $3,696
10.0
Exceptional
(19 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $257/Night For 7 Nights US $1,801

Oakland Large Vacation Homes

10.0
Exceptional
(12 Reviews)
500 ft² 30 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $148/Night For 7 Nights US $1,035
9.5
Exceptional
(10 Reviews)
2002.09 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $517/Night For 7 Nights US $3,617
New
6 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Air Conditioner
  • Internet
  • Child Friendly
US $630/Night For 7 Nights US $4,409
9.0
Exceptional
(7 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $308/Night For 7 Nights US $2,158
8.8
Fabulous
(5 Reviews)
1851.39 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $341/Night For 7 Nights US $2,387
New
13 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $1,045/Night For 7 Nights US $7,314
New
400 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Villa
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $326/Night For 7 Nights US $2,285
New
30 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
US $142/Night For 7 Nights US $994

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?

Finding the optimal time to visit allows you to experience the area's vibrant atmosphere and enjoy your stay in comfortable vacation rentals at their best throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather and increased outdoor activities, attracting visitors seeking a lively atmosphere and pleasant climate.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: around 60°F to 65°F
autumn
Fall (September to November)

Early fall offers mild temperatures and vibrant foliage, making it a popular time for travelers looking to enjoy outdoor explorations and local events.

Average Temperature Daytime: around 70°F to 80°F - Nighttime: around 55°F to 60°F

Off-Season Highlights

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Winter (December to February)

In winter, cooler temperatures and occasional rains create a quieter atmosphere, ideal for those seeking more affordable rates and fewer crowds.

Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 45°F to 50°F
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Early Spring (March to April)

Before the full bloom of spring, this period offers a less busy experience with mild weather, suitable for exploring at a relaxed pace without the peak season prices.

Average Temperature Daytime: around 60°F to 70°F - Nighttime: around 45°F to 50°F

Weekly Weather Forecast for Oakland

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.

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 a private outdoor patio or balcony to relax and unwind after exploring the area.
  • Take advantage of a well-maintained garden or yard space for outdoor activities and gatherings.
  • Make use of a barbecue grill for outdoor cooking and hosting memorable cookouts.
  • Relax in a furnished outdoor seating area designed for enjoying the pleasant weather.
  • Benefit from access to nearby parks or green spaces perfect for picnics and outdoor recreation.
  • Utilize available bike racks or storage for outdoor adventures around the region.
  • Experience scenic views from outdoor decks or terraces that highlight the natural beauty of the area.
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Family Activities

  • Oakland Zoo: Spend a day exploring the diverse animal exhibits and engaging family-friendly activities at this popular attraction in the region.
  • Children’s Fairyland: Delight in storytelling, themed play areas, and live entertainment designed to captivate young visitors and create magical memories here.
  • Lake Merritt: Enjoy picnicking, paddle boating, or strolling along the scenic pathways around this iconic urban lake in the area's vibrant community setting.
  • Oakland Museum of California: Discover interactive exhibits and cultural programs that offer educational fun for children and adults alike in this versatile museum.
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Adult Activities

  • Explore Jack London Square: Enjoy waterfront dining, boutique shopping, and scenic views along the vibrant Oakland waterfront.
  • Visit the Oakland Museum of California: Discover engaging exhibits that highlight the region's art, history, and culture in a dynamic setting.
  • Tour the Redwood Regional Park: Immerse yourself in nature with miles of hiking trails among towering redwoods just outside the city center.
  • Experience the lively nightlife: Savor craft cocktails, live music, and bar hopping at popular venues scattered throughout the area.

Oakland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take the time to stroll through diverse neighborhoods to discover unique cafes, shops, and cultural spots that showcase the authentic vibe of this area.
  • Visit Local Markets: Immerse yourself in the vibrant market scenes where fresh produce, artisanal goods, and local crafts give you a taste of the region’s rich community spirit.
  • Plan Outdoor Activities: Make the most of the area's outdoor spaces by hiking, biking, or relaxing in parks that highlight the natural beauty of this destination.
  • Experience the Arts Scene: Dive into local galleries, music venues, or theaters to enjoy the creative talents thriving in this part of the region.

Transportation Options

  • Bay Area Rapid Transit (BART): This efficient train system connects you to downtown Oakland and the surrounding region, making it a convenient option for exploring the area without hassle.
  • Public Bus Services: Local buses provide affordable and accessible transportation throughout the city, ideal for reaching nearby attractions and neighborhood destinations.
  • Ride-Sharing Services: Popular ride-sharing options like Uber and Lyft operate extensively here, offering flexible and quick travel around Oakland and neighboring areas.
  • Car Rentals: Renting a vehicle gives you the freedom to explore beyond the city at your own pace, with numerous rental agencies available nearby in this vibrant destination.

Local Customs Options

  • Golden Gate Bridge Celebrations: Participating in local festivals that honor the iconic structure is a great way to connect with this destination’s community spirit.
  • Bay Area Food Customs: Sampling the region’s diverse cuisine, from fresh seafood to farm-to-table dishes, offers a taste of the area's culinary traditions.
  • Environmental Awareness: Embracing eco-friendly practices and outdoor activities aligns with the region’s strong commitment to sustainability and nature conservation.
  • Arts and Cultural Festivals: Attending events that showcase the area's vibrant arts scene provides insight into its creative heritage and multicultural influences.

Frequently Asked Questions About Oakland?

2. How many vacation rentals have private pools in Oakland?

There are 28 vacation rentals with private pools near Oakland. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 2579 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. 

5. What is the cancellation policy for vacation rentals in Oakland, California?

The cancellation policy varies depending on the specific listing. You should review the rental's terms and conditions carefully before booking or contact the owner directly for clarification.

6. How do I confirm my reservation at a vacation rental in Oakland?

Reservation confirmation details are provided once your booking is complete. It's recommended to read the listing information closely and communicate with the property owner if you have any questions.

7. Are there any additional fees associated with booking a vacation rental in Oakland?

Additional fees such as cleaning, service charges, or security deposits may apply. These details are typically outlined in the listing or during the booking process, so review each listing carefully.

8. What amenities are included in vacation rentals in Oakland, California?

Amenities vary by property, so it's best to check the individual listing for specific inclusions like Wi-Fi, parking, or kitchen facilities. If you have particular needs, contact the owner directly to confirm availability.

9. Is it possible to extend my stay or modify my booking in Oakland?

Modifications to your reservation depend on the property's policies and availability. Communicate with the host through the platform to request extensions or changes to your original booking.

Oakland Top Rated Vacation Rentals

10.0
Exceptional
(18 Reviews)
4000 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $912/Night For 7 Nights US $6,384
10.0
Exceptional
(4 Reviews)
500 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $172/Night For 7 Nights US $1,204
10.0
Exceptional
(3 Reviews)
1400 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $377/Night For 7 Nights US $2,639
10.0
Exceptional
(3 Reviews)
1100 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $243/Night For 7 Nights US $1,704
10.0
Exceptional
(1 Review)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $237/Night For 7 Nights US $1,657
10.0
Exceptional
(1 Review)
2 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
US $193/Night For 7 Nights US $1,351
10.0
Exceptional
(1 Review)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $135/Night For 7 Nights US $942
10.0
Exceptional
(1 Review)
430.56 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $103/Night For 7 Nights US $721