Oakland holiday homes

We found 3,489 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Oakland by choosing from 353 houses, 43 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:18 Dec - 25 Dec

Terrace/patio
Living room
Dining room/kitchen
Stairs
Exceptional
(18 reviews)

Exceptional Hilltop Villa with Panoramic View

San Francisco

8% off
NZ$42,779
for 7 nights, 1 home
NZ$6,111 per night
includes taxes & fees
Exceptional Hilltop Villa with Panoramic View
Dining
Property grounds
Private kitchen
Room
Exceptional
(15 reviews)

Scenic Hayward Hills Unit with Separate Entrance

Hayward

9% off
NZ$2,212
for 7 nights, 1 home
NZ$316 per night
includes taxes & fees
Scenic Hayward Hills Unit with Separate Entrance
Living area
Watch your favourite channels on the Smart TV
The en-suite bathroom is stocked with all the fluffy towels and essentials
Gather together and enjoy your meals at the large dining table
Exceptional
(35 reviews)

Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand

Oakland

8% off
NZ$18,698
for 7 nights, 1 villa
NZ$2,671 per night
includes taxes & fees
Elegant & Luxe 5BR Escape w/ Tiki Barn - Close to SF & Minutes to Piedmont/Grand
Outdoor dining
Property grounds
Private kitchen
Interior
Exceptional
(30 reviews)

Cozy quiet & relaxing hide-a-way in the heart of Sausalito's ‘Hurricane Gulch.’

Sausalito

9% off
NZ$3,663
for 7 nights, 1 cottage
NZ$523 per night
includes taxes & fees
Cozy quiet & relaxing hide-a-way in the heart of Sausalito's ‘Hurricane Gulch.’
Smaller dining table near window
Private kitchen
Interior
Interior
Exceptional
(14 reviews)

Oakland Hills Home: Artistic, Spacious, with Views, Home Office, and Gym

Oakland

11% off
NZ$8,834
for 7 nights, 1 home
NZ$1,262 per night
includes taxes & fees
Oakland Hills Home: Artistic, Spacious, with Views, Home Office, and Gym
Room
Terrace/patio
Living area
Private kitchen
Exceptional
(13 reviews)

Huge 5 bedroom 3 bath Sweeping Bay Views Home Nestled in Oakland Hills.

Oakland

6% off
NZ$12,006
for 7 nights, 1 home
NZ$1,715 per night
includes taxes & fees
Huge 5 bedroom 3 bath Sweeping Bay Views Home Nestled in Oakland Hills.
looking to the patio from front door
living room connecting to the bedroom
dining area and kitchen
front yard of the property
Very good
(11 reviews)

Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!

Oakland

7% off
NZ$2,393
for 7 nights, 1 cottage
NZ$342 per night
includes taxes & fees
Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!
Dining
Jade natural stone tiles make up the front walkway up to door
Living Room
Kitchen
Exceptional
(18 reviews)

Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280

Belmont

11% off
NZ$7,234
for 7 nights, 1 home
NZ$1,033 per night
includes taxes & fees
Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280
Private kitchen
Exterior
Living area
Outdoor dining
Exceptional
(13 reviews)

A wonderful relaxing getaway in Emeryville

Emeryville

6% off
NZ$2,793
for 7 nights, 1 cottage
NZ$399 per night
includes taxes & fees
A wonderful relaxing getaway in Emeryville
Dining
Dining
Living area
Living area
Exceptional
(19 reviews)

Fantastic 4 Bedroom home in SF Bay Area - Dublin, CA

Dublin

8% off
NZ$5,017
for 7 nights, 1 home
NZ$717 per night
includes taxes & fees
Fantastic 4 Bedroom home in SF Bay Area - Dublin, CA
Interior
Exterior
Living area
Living area
Exceptional
(11 reviews)

ULTRA LUXE Lafayette Modern House Brand NEW

Lafayette

8% off
NZ$23,597
for 7 nights, 1 home
NZ$3,371 per night
includes taxes & fees
ULTRA LUXE Lafayette Modern House Brand NEW
Dining
Private kitchen
Exterior detail
Living area
Exceptional
(25 reviews)

Totally Renovated Victorian House in Center SF!

San Francisco

8% off
NZ$9,013
for 7 nights, 1 home
NZ$1,288 per night
includes taxes & fees
Totally Renovated Victorian House in Center SF!
Eat-in kitchen with full-sized appliances
Property grounds
Room
Living room with smart TV, books and games.
Exceptional
(11 reviews)

Spacious 1906 Victorian in-law apartment

Alameda

8% off
NZ$2,054
for 7 nights, 1 apartment
NZ$293 per night
includes taxes & fees
Spacious 1906 Victorian in-law apartment
Living area
Living area
Bathroom
Private kitchen
Excellent
(5 reviews)

Mid Century Modern in an 123 Year Old Victorian

Crockett

8% off
NZ$1,895
for 7 nights, 1 home
NZ$271 per night
includes taxes & fees
Mid Century Modern in an 123 Year Old Victorian
Private kitchen
Property grounds
Room
Living area
Excellent
(15 reviews)

Relax in garden paradise with free views -special 15% weekly discount - BOOK NOW

Oakland

11% off
NZ$1,747
for 7 nights, 1 home
NZ$250 per night
includes taxes & fees
Relax in garden paradise with free views -special 15% weekly discount - BOOK NOW
Interior
Interior
Living area
Room
Wonderful
(27 reviews)

Modern 5-Star Oasis - Prime Location in Mountain View #179

Mountain View

8% off
NZ$4,491
for 7 nights, 1 home
NZ$642 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Living area
Outdoor dining
Dining
Private kitchen
Excellent
(26 reviews)

Home in Union City

Union City

8% off
NZ$2,647
for 7 nights, 1 home
NZ$378 per night
includes taxes & fees
Home in Union City
Outdoor dining
Private kitchen
Living area
Exterior detail
Exceptional
(49 reviews)

Modern cottage with full kitchen & private patio. Close to great hiking trails!

Oakland

11% off
NZ$1,863
for 7 nights, 1 room
NZ$266 per night
includes taxes & fees
Modern cottage with full kitchen & private patio. Close to great hiking trails!
Kitchen looking to Living Room (furniture will be different)
0.2 miles from Castro St and the heart of downtown Mtn View
Front of Home
Kitchen
Exceptional
(42 reviews)

Downtown Private Home With Backyard

Mountain View

10% off
NZ$3,460
for 7 nights, 1 home
NZ$494 per night
includes taxes & fees
Downtown Private Home With Backyard
Dining
Terrace/patio
Private kitchen
Interior
Wonderful
(15 reviews)

Sophisticated 2BR with parking - centrally located!

San Francisco

8% off
NZ$3,447
for 7 nights, 1 apartment
NZ$492 per night
includes taxes & fees
Sophisticated 2BR with parking - centrally located!
Interior
Private kitchen
Room
Living area
Exceptional
(31 reviews)

Studio A - Modern Montclair Studio complete kitchen, bathroom plus loft sleeps 4

Oakland

8% off
NZ$2,595
for 7 nights, 1 apartment
NZ$371 per night
includes taxes & fees
Studio A - Modern Montclair Studio complete kitchen, bathroom plus loft sleeps 4
Bathroom
Private kitchen
Room
Room
Exceptional
(12 reviews)

Luxe 3BR Oakland Escape | Chic Outdoor Living

Emeryville

7% off
NZ$3,518
for 7 nights, 1 home
NZ$503 per night
includes taxes & fees
Luxe 3BR Oakland Escape | Chic Outdoor Living
Living area
Terrace/patio
Living area
Private kitchen
Excellent
(44 reviews)

Recharge in Lush Gardens in the Heart of Bernal Heights

San Francisco

9% off
NZ$2,418
for 7 nights, 1 apartment
NZ$345 per night
includes taxes & fees
Recharge in Lush Gardens in the Heart of Bernal Heights
Historic building
Sunset view over the bay and Mt. Tamalpais
42" TV with streaming channels
Kitchen with gas oven
Exceptional
(33 reviews)

Top Floor Studio with great views overlooking the San Francisco Bay

Richmond

8% off
NZ$1,960
for 7 nights, 1 apartment
NZ$280 per night
includes taxes & fees
Top Floor Studio with great views overlooking the San Francisco Bay

  • Peace of mind

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  • 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 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:

  • Children's Fairyland (0.6 mi / 1 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)
  • Presidio Golf Course (10.4 mi / 16.7 km)
  • Harding Park Golf Course (13.5 mi / 21.7 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)
  • 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)
  • Redwood Regional Park (5.9 mi / 9.5 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?
One of the best areas to stay in Oakland is the vibrant neighbourhood of Rockridge. This area is known for its charming streets lined with boutique shops, cafes, and restaurants, making it a delightful place for those who enjoy a lively community atmosphere. The Rockridge BART station offers easy access to San Francisco, which is a significant advantage for visitors wanting to explore beyond Oakland. Additionally, nearby attractions such as the picturesque Morcom Rose Garden provide a lovely spot for a leisurely stroll, while the renowned Oakland Museum of California showcases the rich history and culture of the region.Another excellent option is the Lakeshore neighbourhood, which is situated near the scenic Lake Merritt. This area is superb for those who appreciate outdoor activities, as it features beautiful walking paths and parks. The proximity to the lake also means that you can enjoy activities like paddle boating or picnicking with stunning views. The Lakeshore area is home to various rental properties, offering a range of choices for different budgets.
Where are the best areas for renting a beach house in Oakland?
For renting a beach house in Oakland, the area around Alameda Island is a fantastic option. This charming locale features beautiful waterfront properties with stunning views of the San Francisco Bay. Many of these rentals come with desirable amenities such as private decks, outdoor dining areas, and direct beach access, superb for enjoying the sunny Californian climate.Another noteworthy area is the waterfront along Lake Merritt, where travellers can find lakeside homes and apartments that often include features like spacious living areas, modern kitchens, and access to communal gardens. This area is ideal for those who appreciate a blend of urban life with the serenity of nature, as it is surrounded by parks and walking paths.For those seeking a more vibrant setting, the beaches near the Jack London Square offer rentals that are close to shops, restaurants, and nightlife. Properties here typically include amenities such as balconies with water views, and some may even have shared pools or fitness facilities.
Are there any houseboat rentals in Oakland?
In Oakland, houseboat rentals are quite unique, with around 12 available throughout the area. These floating accommodations are primarily found in scenic waterfront locations, offering stunning views of the bay and the city's skyline. Most houseboats come equipped with essential amenities, including fully fitted kitchens, comfortable living spaces, and outdoor decks for enjoying the fresh air and picturesque surroundings. Travellers can expect a distinctive experience, with the opportunity to explore nearby attractions such as Jack London Square, where dining and shopping abound, and the vibrant arts scene in the neighbourhood.
What is the most popular type of holiday rental accomodation in Oakland?
In Oakland, holiday houses are the most popular type of holiday rental, with around 1,125 available across various neighbourhoods. These homes typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for gatherings. Many are situated in family-friendly areas, offering a comfortable base for exploring local attractions like Lake Merritt and the vibrant downtown scene.Apartments are also widely available, with approximately 1,041 options in the city. These units often come with modern amenities, including kitchens, living areas, and sometimes balconies for enjoying the urban views. For those seeking a more compact stay, there are about 150 condos, which provide a blend of convenience and comfort, great for couples or solo travellers.Cottages and villas are less common, with 144 cottages and 21 villas offering great experiences, often in quieter settings.
Are there any family house rentals in Oakland?
In Oakland, California, there are numerous family-friendly house rentals available, with around 314 options to choose from. Neighbourhoods such as Rockridge and Temescal are particularly appealing for families, offering spacious homes close to various amenities and attractions. Properties in these areas often feature ample living spaces, fully equipped kitchens for family meals, and outdoor areas where children can play.Visitors will appreciate the convenience of nearby parks, such as the expansive Joaquin Miller Park and the vibrant Lake Merritt, which provide ample opportunities for outdoor activities and picnics. Additionally, the proximity to local attractions, including the Children's Fairyland and the Oakland Museum of California, makes these homes ideal for families looking to explore the rich culture and history of the area.
Can I rent a holiday home with a pool or hot tub in Oakland?
In Oakland, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 47 options to choose from. This vibrant city, located in the San Francisco Bay Area, offers a variety of neighbourhoods where these properties can be found, such as the picturesque Montclair district, known for its scenic views and charming suburban feel, as well as the lively Jack London Square area, which provides easy access to waterfront dining and entertainment.Travellers can expect an array of amenities in these rentals, including private pools, relaxing hot tubs, outdoor dining areas, and fully equipped kitchens, making them ideal for both leisurely stays and entertaining guests.
Are there pet-friendly house rentals in Oakland?
In Oakland, there is a wealth of pet-friendly house rentals available, with over 300 options to choose from. The neighbourhoods of Montclair and Rockridge are particularly appealing for travellers with pets, offering charming homes with amenities such as spacious backyards, modern kitchens, and comfortable living areas, great for your furry companions. Many rentals in these areas feature convenient access to parks and green spaces, allowing for enjoyable walks and outdoor activities.The beautiful Joaquin Miller Park, located in the hills, provides extensive trails and picnic areas where pets are welcome, making it an excellent spot for outdoor adventures. Additionally, the nearby Lake Merritt area boasts scenic walking paths and dog-friendly spots, ensuring that both you and your pet can enjoy the natural beauty of Oakland.
Are there any remote work holiday rentals in Oakland?
In Oakland, California, there are numerous holiday rentals suiting remote workers, with around 2,010 options available. The city offers a vibrant setting, rich culture, and a variety of neighbourhoods that are ideal for those looking to work remotely. Areas such as Jack London Square and the bustling downtown district provide convenient access to cafes and co-working spaces, great for a change of scenery during work hours.Many of the available properties come equipped with complimentary Wi-Fi, ensuring that you can stay connected while enjoying your stay. Additionally, these rentals often feature comfortable workspaces, ideal for productivity, along with amenities such as full kitchens for preparing meals and spacious living areas for relaxation after a day of work.Oakland also boasts lovely parks and outdoor spaces, like Lake Merritt, where you can unwind during breaks or take a leisurely stroll to recharge. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Oakland?
In Oakland, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals conveniently. Many properties also feature coffee and tea makers for a quick caffeine fix. Onsite parking is a significant advantage for those travelling by car, providing easy access to explore the city. Additionally, many rentals come with decks or patios, great for enjoying the mild Californian weather and taking in views of the surrounding neighbourhoods. For those needing to work during their stay, a desk area is commonly available, making it easy to stay productive while enjoying the comforts of home.
When is the best time to visit Oakland for a holiday rental?
The best time to visit Oakland for a holiday rental is during the peak season from May to July, when the city truly comes alive with vibrant activities and events. This period attracts many travellers looking to enjoy the warm weather and explore the eclectic arts scene, including outdoor festivals and concerts in the park. With temperatures typically ranging from the mid-teens to mid-20s Celsius, you'll find great conditions for outdoor sightseeing and enjoying the beautiful waterfront.July, in particular, stands out as the most popular month to visit Oakland. Expect a lively option filled with locals and fellow tourists alike, making it an ideal time to immerse yourself in the community's rich culture. You can take leisurely strolls through the historic Jack London Square or indulge in the diverse culinary offerings that the city is known for.If you're looking for a more budget-friendly option, consider planning your visit in February. This month often sees fewer tourists, allowing you to enjoy the city's attractions at a more relaxed pace. While the temperatures can drop to around 8 to 14 degrees Celsius, there are still plenty of indoor activities to explore, such as museums and local markets.Choosing when to visit Oakland depends on whether you prefer the buzz of summer crowds or the quieter charm of the off-peak months.
What are the top attractions in Oakland?
In Oakland, visitors can discover a diverse array of attractions that reflect the city's vibrant culture and natural beauty. The Jack London Square area is a popular destination, featuring waterfront dining, shops, and the historic USS Potomac. Nearby, the Oakland Museum of California offers engaging exhibitions on local history, art, and natural science, making it a must-visit for culture enthusiasts.For those who enjoy the outdoors, the picturesque Lake Merritt is a highlight, providing scenic walking paths and picnic areas, along with the charming Lake Merritt Boathouse. The nearby Temescal neighbourhood is known for its trendy shops and eateries, as well as the popular Temescal Regional Recreation Area, which offers hiking trails and picnic spots.In the Fruitvale district, visitors can experience the vibrant Latinx culture through local markets and festivals, with plenty of authentic restaurants to explore. The historic Fox Theater in downtown Oakland is also an attraction, hosting a variety of live performances and events.
Are all fees included in the Oakland holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Oakland holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Oakland holiday homes?
You can find great discounts on holiday homes in Oakland on Bookabach, 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.
Can I change or cancel my Oakland holiday home booking on Bookabach?
To find Oakland holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Oakland?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oakland holiday home?
Book your Oakland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oakland?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Oakland to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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