Oakland holiday lettings

We found 4,233 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Oakland by choosing from 576 houses, 64 flats and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Oakland (and vicinity)

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Find out more about Oakland

Find out more about Oakland

Why people love visiting captivating Oakland

Take a holiday to Oakland and enjoy the area's entertainment, theatre scene and opera. Renowned for its sporting events, architecture and art, this city welcomes all visitors. Pier 39 and Oracle Park are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Oakland

Do you want to find attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Oakland a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Golden Gate Fields (5.8 mi / 9.4 km)
  • Aquarium of the Bay (7.6 mi / 12.2 km)
  • Oakland Zoo (7.9 mi / 12.7 km)
  • Presidio Golf Course (10.4 mi / 16.7 km)
  • Harding Park Golf Course (13.5 mi / 21.7 km)
  • San Francisco Zoo (13.6 mi / 21.9 km)

Exploring the natural features in Oakland

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Oakland is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Golden Gate Park (11.6 mi / 18.7 km)
  • San Francisco Bay (7 mi / 11.3 km)
  • Alcatraz Island (8.4 mi / 13.6 km)
  • Presidio of San Francisco (10.9 mi / 17.5 km)
  • Lake Merritt (0.7 mi / 1.2 km)
  • Robert W. Crown Memorial State Beach (3.7 mi / 5.9 km)

Travelling to and around Oakland

The nearest airport is in Oakland, CA (OAK-Oakland Intl.), located 7.1 mi (11.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into San Francisco International Airport (SFO), which is 14.6 mi (23.5 km) away.

If you prefer to travel by train, Oakland-Jack London Square Station, Emeryville Station and Berkeley Station are the main stations in the area. You can see more of Oakland by catching a ride on the metro at 12th Street/Oakland City Center Station, 19th St Station or Lake Merritt Station.

Frequently asked questions

What is the best area to stay in Oakland when booking a holiday rental?
When considering a holiday rental in Oakland, California, a popular area to stay in is the vibrant neighbourhood of Rockridge. This charming district is renowned for its delightful mix of independent shops, cafes, and restaurants, creating a lively atmosphere that is superb for both relaxation and exploration. You can take a leisurely stroll along College Avenue, where you'll find an array of boutiques and eateries, as well as the popular Rockridge Market Hall, which offers a fantastic selection of gourmet foods and local produce. Additionally, the nearby Lake Temescal Regional Park provides a beautiful natural setting for outdoor activities, including hiking and picnicking.

Another excellent option is the historic district of Old Oakland. This area boasts stunning Victorian architecture and a rich cultural heritage, making it a fascinating place to stay. Old Oakland is home to the bustling 9th Street farmer's market, held on Fridays, which showcases local produce and artisanal goods. The proximity to Jack London Square also adds to its appeal, as this waterfront area features a variety of dining options, shops, and entertainment, along with beautiful views of the marina.

For those who prefer a more artistic vibe, the Uptown neighbourhood is an exciting choice. Known for its lively mix of galleries, theatres, and music venues, Uptown is a cultural hub. The Fox Theater, a beautifully restored historic venue, often hosts live performances and concerts, making it a great spot for entertainment enthusiasts. The abundance of holiday rentals in these areas ensures visitors can find something that suits their needs, whether it's a cosy apartment or a larger home.
How much does it cost to rent a holiday home in Oakland?
Prices for holiday rentals in Oakland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakland holiday house rentals?
You can find great discounts on house rentals in Oakland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Oakland?
For renting a beach house in Oakland, California, travellers should consider the beachfront neighbourhood of Alameda, situated just a short distance across the bay. The area along the shoreline offers a variety of holiday rentals, many of which come with stunning views of the San Francisco skyline and direct access to sandy beaches. Properties in this area typically feature amenities such as outdoor decks, barbecues, and modern kitchens, making them great for families or groups looking to enjoy the coastal lifestyle.

Further along the coast, the area near Lake Merritt provides a unique urban waterfront experience. Here, you can find charming homes and apartments with views of the lake, often equipped with amenities like spacious living areas, balconies, and access to nearby parks. This setting is ideal for those who enjoy a mix of beach and city life, with local cafes, restaurants, and recreational activities just a stone's throw away.
Are there any houseboat rentals in Oakland?
In Oakland, houseboat rentals are indeed available, offering a great experience along the picturesque waterfront. The rentals are primarily located in marinas close to vibrant neighbourhoods such as Jack London Square and near attractions like the USS Potomac and the Oakland Museum of California. Guests can expect amenities such as fully equipped kitchens, comfortable living areas, and outdoor decks for enjoying the stunning views of the bay.
What is the most popular type of holiday rental accomodation in Oakland?
In Oakland, holiday houses are the most popular type of rental, with approximately 419 available across various neighbourhoods. These homes typically provide ample space and amenities, including fully equipped kitchens, multiple bedrooms, and private outdoor areas, making them ideal for families or groups. Additionally, there are around 330 apartments scattered throughout the city, often featuring modern interiors, kitchen facilities, and convenient access to local attractions such as Lake Merritt and the vibrant downtown area. For those seeking a different experience, roughly 44 cottages and several villas are also available, offering a unique charm and additional privacy.
Are there any family house rentals in Oakland?
In Oakland, California, there is a wide selection of family-friendly homes available, with approximately 370 options to choose from. Neighbourhoods such as Rockridge and Montclair are particularly appealing for families. Rockridge offers spacious properties with inviting living areas, full kitchens, and often outdoor patios great for barbecues or playtime. This area is close to the vibrant College Avenue, where visitors can enjoy local cafés and shops.

Meanwhile, Montclair features larger homes set against a picturesque backdrop, providing ample space for family gatherings. Many of these residences include amenities like game rooms, private gardens, and even swimming pools, allowing for relaxation and recreation right at home. The nearby Joaquin Miller Park is a fantastic spot for outdoor activities, with hiking trails and picnic areas that cater to families looking to explore nature.
Can I rent a holiday home with a pool or hot tub in Oakland?
In Oakland, there are a variety of holiday homes available for rent that feature pools and hot tubs, with around 81 options to choose from. This vibrant city offers several neighbourhoods where these properties can be found, such as the picturesque Montclair area, which is known for its scenic views and tranquil atmosphere, and the bustling downtown district, which provides easy access to local attractions and dining.
Can I find long-stay holiday rentals in Oakland?
A long-stay holiday rental in Oakland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oakland?
In Oakland, there are numerous pet-friendly house rentals available, with around 326 options to choose from. Many of these properties are located in vibrant neighbourhoods such as Rockridge and Temescal, where travellers can expect modern amenities including fully equipped kitchens, spacious living areas, and outdoor spaces like gardens or patios that are great for pets.

The Rockridge area, known for its charming shops and cafés, has an inviting space for pet owners, with easy access to nearby parks such as the expansive Joaquin Miller Park, which features trails and open spaces for walks. Similarly, the Temescal neighbourhood boasts a lively community with various pet-friendly dining options and the nearby Temescal Regional Recreation Area, great for outdoor activities with your furry friend.
Are there any remote work holiday rentals in Oakland?
In Oakland, California, there is a substantial selection of remote work holiday rentals available, with approximately 685 properties to choose from. This vibrant city offers a variety of accommodations that cater to remote workers, ensuring that you have a productive and comfortable stay. Many of these rentals include essential amenities such as high-speed Wi-Fi, dedicated workspaces, ergonomic desk chairs, and often even computer monitors, making it easy to set up an efficient home office environment.

The neighbourhoods in Oakland are diverse, with areas like Jack London Square providing a lively waterfront experience, while the Historic District offers charming architecture and a rich cultural backdrop. Travellers can expect properties with fully equipped kitchens for self-catering, spacious living areas, and some even feature outdoor spaces for relaxation after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oakland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oakland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oakland?
In Oakland, popular rental amenities typically include a fully equipped kitchen, which allows guests to prepare their own meals. Most properties come with a refrigerator, microwave, and essential cookware, dishware, and utensils for added convenience. Additionally, free Wi-Fi is commonly available in the rentals, enabling guests to stay connected during their stay.
How early should I book a Oakland holiday rental?
Book your Oakland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oakland?
In Oakland, visitors can immerse themselves in a diverse array of attractions spread across various neighbourhoods. The vibrant Jack London Square offers waterfront dining and entertainment, along with access to the historic USS Potomac, the former presidential yacht. Nearby, the Old Oakland district features beautifully restored Victorian buildings housing trendy shops and eateries, creating a charming atmosphere for leisurely exploration.

For art enthusiasts, the Uptown district is a must-visit, home to the renowned Fox Theater and the Oakland Museum of California, which showcases the region's rich cultural history. The Temescal neighbourhood is known for its vibrant mix of restaurants and shops, as well as the popular Temescal Alley, where visitors can find unique boutiques and artisanal food vendors.
Can I change or cancel my Oakland home rental booking on Vrbo?
To find Oakland holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Oakland holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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