Oakland holiday rentals

We found 3,590 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Oakland by choosing from 350 houses, 45 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)

Showing deals for:2 Oct - 9 Oct

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Oakland

  • Cultural richness: Oakland boasts world-class art museums and vibrant street art, offering a true feast for the culturally inclined.
  • Family adventures: With expansive urban parks and a lively zoo, Oakland provides an engaging experience for visitors of all ages.
  • Urban exploration: The bustling downtown and diverse neighbourhoods invite you to discover hidden gems and local heritage.
  • Outdoor delights: Enjoy scenic parks and outdoor activities that cater to both leisurely strolls and active pursuits.
  • Authentic experiences: Oakland’s blend of history, art, and nature guarantees a memorable, off-the-beaten-track holiday.

Popular types of accommodation in Oakland

You have decided on a trip to Oakland, and now comes the fun part - choosing where you're going to stay. Experience the charm of Oakland with its iconic landmarks, vibrant art scene and lush parks. Enjoy accommodation options such as private holiday homes, apartments and cosy cottages, all featuring room amenities such as air conditioning, outdoor pools and comforts for a relaxed stay. Discover the perfect blend of transparency, savings and reassurance in your holiday rental experience.

  • Private Holiday Homes: Enjoy the privacy of a self-contained holiday residence, perfect for families or groups seeking a home-away-from-home in Oakland.
  • Apartments: Choose a cosy urban flat offering modern comforts, ideal for couples or solo travellers exploring the city.
  • Cottages: Relish the charm of a quaint cottage, providing a serene retreat with a touch of countryside character.
  • Condos: Stay in a stylish condominium, boasting contemporary amenities and a central location in Oakland.
  • House Boats: Experience the novelty of a floating home, a unique way to enjoy the waterfront and city views.**

Top attractions in and around Oakland

Oakland offers a delightful blend of outdoor adventures, cultural experiences, and urban exploration. Visitors can enjoy the expansive urban parks, vibrant street art, and world-class art museums. Highlights include enriching visits to the Oakland Museum and a fun day at the Oakland Zoo. Perfect for family, cultural, and outdoor holidays, this lively city ensures a memorable experience in every corner.

  • Jack London Square: A vibrant modern square in Oakland, offering an urban atmosphere with lively dining, shopping and waterfront views.
  • Berkeley Marina: An adventurous spot within Oakland, perfect for outdoor activities, seaside walks and picnics by the beach.
  • Ferry Building: A historic building with rich cultural heritage, located 11km from Oakland, showcasing local art and culinary delights.

Things to do recommended for couples

Discover the charm of Oakland with a leisurely stroll at Jack London Square, followed by a cosy dinner overlooking the Bay. Enjoy the local ambience and intimate experiences perfect for couples in this vibrant Californian city.

Things to do recommended for families

Families in Oakland can enjoy explorative days at the Oakland Zoo and interactive exhibits at the Chabot Space & Science Centre, making it a splendid destination for young explorers.

Things to do recommended for groups

Explore Oakland's vibrant art scene with group gallery tours and savour local flavours at bustling markets, perfect for immersing in authentic Californian culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oakland

When planning your trip, whether you're travelling with a group, family, pets, or seeking longer stays, it’s essential to refine your search according to your specific needs. Here are some helpful booking tips from Stayz to assist you.

  • Traveling to Oakland with a group: Take into account the number of bedrooms you require, as well as amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Oakland with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, as well as ensure access to age-suitable features, such as a private swimming pool. It is also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Oakland: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oakland: If you’re in search of holiday rentals with offers for stays of a month or longer, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Oakland

Oakland offers a vibrant urban experience with family-friendly neighbourhoods, bustling downtown scenes, and excellent public transport options. Enjoy the rich cultural heritage, diverse dining, and scenic parks. The city's dynamic atmosphere caters to both business and leisure travellers, making it an ideal base for exploring local attractions and hidden gems. Whether you seek outdoor adventures or urban exploration, Oakland promises a memorable stay.

  • Oakland: Nestled in the San Francisco Bay Area, Oakland is a vibrant city renowned for its rich cultural diversity and dynamic arts scene. Visitors are drawn to its outdoor experiences, family-friendly attractions, and lively entertainment venues. Highlights include the Oakland Coliseum, which hosts thrilling sports events, and the historic Paramount Theatre, where you can enjoy a variety of performances. The city’s modern squares and parks, such as Jack London Square, offer a perfect setting for leisurely strolls or alfresco dining, making it an ideal spot for families and outdoor enthusiasts alike.
  • Berkeley: Located just north of Oakland, Berkeley is famed for its academic heritage and progressive culture. The city invites exploration with its beautiful parks and family-oriented activities. Visitors can immerse themselves in the vibrant arts scene or enjoy shopping at the bustling Berkeley Marina. The prestigious University of California, Berkeley, adds a scholarly charm, while the historic theatres offer a variety of live performances. The blend of culture and outdoor experiences makes Berkeley a captivating destination for those seeking to embrace both education and leisure.
  • Hayward: Situated to the southeast of Oakland, Hayward is a charming city that presents a blend of urban vibrancy and suburban tranquillity. Known for its family-friendly atmosphere, the city features numerous parks and outdoor spaces ideal for recreation. Local attractions include shopping centres and the Hayward Japanese Gardens, which provide a peaceful retreat. With easy access to educational institutions and a rich historical backdrop, Hayward is perfect for visitors looking to experience a balanced mix of city life and natural beauty.

Best time to go to Oakland

If you're planning a trip to Oakland, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January51.3°F (10.7°C)Light RainMostly SunnySlightly LowSlightly Low
February51.8°F (11.0°C)Light RainMostly SunnySlightly LowSlightly Low
March53.1°F (11.7°C)Light RainMostly SunnyAverageSlightly Low
April55.4°F (13.0°C)No Rain (Dry)Mostly SunnyAverageAverage
May57.9°F (14.4°C)No Rain (Dry)SunnyAverageAverage
June61.9°F (16.6°C)No Rain (Dry)SunnySlightly HighSlightly High
July63.0°F (17.2°C)No Rain (Dry)SunnySlightly HighSlightly High
August64.0°F (17.8°C)No Rain (Dry)SunnySlightly HighSlightly High
September64.6°F (18.1°C)No Rain (Dry)SunnyAverageAverage
October62.1°F (16.7°C)No Rain (Dry)SunnyAverageAverage
November55.8°F (13.2°C)No Rain (Dry)Mostly SunnyAverageAverage
December51.1°F (10.6°C)Light RainMostly SunnySlightly LowAverage

Booking with Stayz is simple

Looking to cut costs on your upcoming break? Consider being flexible with your travel dates, as prices tend to fluctuate. Moreover, extending your stay can often result in significant savings. To locate the ideal Stayz property that fits your budget, simply utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's innovative Trip Board offers you a dedicated space to plan new journeys, pick up from where you last paused, or review and arrange your travel itinerary. You can easily access the properties you've saved and booked, now sorted into Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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. Oracle Park and Moscone Convention Center 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:

  • Embarcadero Bay Bicycle Trail (0.1 mi / 0.2 km)
  • Children's Fairyland (0.6 mi / 1 km)
  • Golden Gate Fields (5.8 mi / 9.4 km)
  • The Midway (7.4 mi / 11.9 km)
  • Aquarium of the Bay (7.6 mi / 12.2 km)
  • Oakland Zoo (7.9 mi / 12.7 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:

  • San Francisco Bay (7 mi / 11.3 km)
  • Alcatraz Island (8.4 mi / 13.6 km)
  • Golden Gate Park (11.6 mi / 18.7 km)
  • Lake Merritt (0.7 mi / 1.2 km)
  • University of California Botanical Garden at Berkeley (5.1 mi / 8.3 km)
  • Yerba Buena Island (5.2 mi / 8.4 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 home?
Make a booking for a holiday home in Downtown Oakland and you'll be in the heart of one of Oakland's most popular neighbourhoods. Oakland Museum of California and Jack London Square are two of the major attractions here that'll keep all ages occupied during your visit.
What is the most popular type of holiday home accommodation in Oakland?
According to our data, houses are the most desirable type of property in Oakland. But as you'd expect, everyone's idea of an epic trip can vary. Stayz has holiday homes in a variety of shapes and sizes, and we'll help you to find the perfect match.
How much does it cost to rent a holiday home in Oakland?
A range of things affect what you'll pay for your holiday home in Oakland, including the length of stay, type of property and season. But, all Stayz homes have one thing in common — excellent value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Oakland?
Prices for beach houses in Oakland vary depending on the type and size of the property and when you plan to travel. Simply enter your travel dates into Stayz and how many guests to see your options and prices. From there you can use the filters to narrow your search by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Oakland?
Yes, there are. You'll have your pick of 539 holiday homes that allow pets in Oakland. Lots of our pet-friendly holiday homes even come with an outdoor area for your fur child to play around in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect pad on Stayz.
Can I rent a house with a pool in Oakland?
Grab your swimsuit and inflatable unicorn, because there are 115 houses with a private pool in Oakland. Kick back at one of these terrific holiday homes and enjoy a pool day every day. Simply enter your travel dates into Stayz, then check the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in Oakland?
A swimming pool, an electric car charging station and ski-in/ski-out facilities head the list of most popular home amenities in Oakland. Whether you plan to travel on your own, with your other half or a group of friends, Stayz can help you find a holiday home that matches your tastes with all the options you need.
Are there large group holiday homes in Oakland?
You can pick from 32 properties in Oakland that can accommodate 10 or more guests. Whether you're organising a family holiday or a celebration like a birthday, there's enough space to get your favourite people together under the same roof.
Are there holiday homes in Oakland that welcome kids?
Bring the whole family together for fun-filled adventures in Oakland at one of our 533 family-friendly holiday homes. These stays provide amenities that are great for trips with youngsters, like kitchens, extra bedrooms and patios. Just click on the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in Oakland?
You'll find lots of wonderful things to do and see with the family in Oakland, including:

  • Oakland Zoo
  • Oakland Museum of California
  • Chabot Space and Science Centre

Are there one-bedroom holiday homes in Oakland?
Yes, you can choose from 218 one-bedroom homes in Oakland. Whether you're looking for a cosy chalet or a cabin, our one-bedroom properties are perfect if you don't require a huge amount of space. One of the best parts about having your own digs? You'll never have to share your trip with strangers.
Can I find two-bedroom holiday homes in Oakland?
Take off with your besties and enjoy a relaxing escape in one of the 153 two-bedroom holiday homes Oakland has to offer.
Are there holiday homes with WiFi in Oakland?
Whether you want to keep up with the news, check emails or surf your social networks, there are 213 holiday homes with WiFi in Oakland. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Oakland?
Pick from 206 holiday homes with air conditioning in Oakland giving you that cool, cool breeze and extra comfort level. Enter your desired travel dates and then use our handy filters to locate stays with air conditioning.
How old do you have to be to rent a holiday home in Oakland?
The minimum required age is usually 16, 18 or 21. It can vary across properties on Stayz, so look at the rules of your preferred Oakland holiday home before booking your trip.
How long can I rent a holiday home in Oakland for?
The amount of time you can book an Oakland holiday home for is up to each property. Simply tap in your travel dates to browse options that offer long-term stays. They feature all you need to make your extended break more comfortable and convenient, like laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounted prices, so you can stay longer for less money.