Woodside holiday rentals

We found 646 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Woodside that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Woodside

Showing deals for:6 Nov - 13 Nov

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Why visit Woodside

  • Scenic Woodside Hills: Experience breathtaking views and enjoy outdoor activities in the picturesque Woodside Hills.
  • Leisurely strolls at Woodside Plaza: Relax and explore vibrant community spaces perfect for families and couples alike.
  • Natural reserves and parks: Discover lush urban parks and natural reserves that provide a serene retreat from city life.
  • Charming neighbourhood vibe: Immerse yourself in the friendly community atmosphere that Woodside is known for.
  • Accessible nearby beaches: Take a short trip to nearby beaches for sunbathing and coastal exploration.

Popular types of accommodation around Woodside

Discover Woodside in Redwood City, California – a charming neighbourhood offering a range of holiday rental options. Enjoy the comfort of private holiday homes, apartments, and cottages, ensuring a delightful stay. Explore local attractions and landmarks unique to Woodside, and make the most of your visit with woodside holiday rentals, woodside apartments, redwood city holiday rentals, redwood city rentals, and woodside apartments redwood city.

  • Private Holiday Homes: These exclusive self-catering residences are the top choice for a Woodside escape.
  • Apartments: Stylish, independent flats provide a cosy retreat in the heart of Woodside.
  • Cottages: Quaint, charming cottages offer a traditional and intimate setting for a peaceful break.
  • Condos: Modern, well-appointed condominium units promise a comfortable stay in Woodside.
  • Cabins: Rustic cabins deliver a unique and relaxed experience amidst nature.**

Top attractions near Woodside

Woodside, nestled within Redwood City, offers a delightful blend of outdoor and family-friendly experiences. Visitors can explore the scenic urban parks, reserves, and nearby beaches, all perfect for a leisurely city holiday. Ideal for those seeking tours that highlight the natural beauty and vibrant community, Woodside promises a memorable retreat filled with picturesque landscapes and a plethora of activities for all ages.

  • San Francisco Bay: Experience the stunning views and vibrant atmosphere of this iconic bay area, perfect for exploring local culture, dining, and recreational activities.
  • Miramar Beach: Enjoy the serene sandy shores and picturesque ocean views at this beautiful beach, ideal for sunbathing, picnicking, and leisurely strolls along the coastline.
  • Hakone Gardens: Discover tranquil Japanese-inspired landscapes in this private garden, featuring lush greenery, koi ponds, and serene pathways, perfect for families and nature lovers.

Things to do recommended for couples

Discover Woodside's charm with a stroll through its scenic paths paired with quaint cafés. Enjoy a cosy boat ride along the nearby stream, sharing intimate moments that create lasting memories for both of you.

Things to do recommended for families

Families visiting Woodside can explore the enchanting Filoli Estate with its beautiful gardens and historical tours, or enjoy a day at the nearby Huddart Park, where children can play and picnic amidst nature. Redwood City's lively downtown offers family-friendly dining and entertainment options, ensuring a delightful experience for all.

Things to do recommended for groups

Groups visiting Woodside can enjoy scenic countryside walks and local farm tours, sampling fresh produce and exploring historic sites in Redwood City. Enjoy the relaxed, community feel and authentic Californian charm during your group holiday.

*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 around Woodside

Whether you’re travelling with a group, as a family, with your pets, or seeking longer stays, be sure to select the appropriate filters. Here are some Stayz booking tips to help you.

  • Traveling to Woodside with a group: Consider the amount of bedrooms required, along with facilities like a fully-equipped kitchen or an outdoor area suitable for a group gathering. Fortunately, Stayz allows you to filter for all these features and more.
  • Traveling to Woodside with young kids: Traveling with young children can be challenging. It is essential to prioritise their comfort and safety, and to secure amenities suited to their age, such as a private swimming pool. Additionally, it is wise to consider your closeness to attractions that cater to families.
  • Taking your pets with you to Woodside: For some, a family holiday is not complete without the company of their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring a comfortable stay for all.
  • Planning for a long term stay visiting Woodside: If you’re in search of holiday accommodation with exclusive offers for extended stays of a month or more, you’ve come to the right destination. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also consider including additional features such as parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Woodside

Woodside, nestled in Redwood City, California, offers a delightful blend of outdoor adventures and serene landscapes. Visitors can explore the majestic Woodside Hills, enjoy leisurely strolls through Woodside Plaza, or bask in the scenic beauty of Redwood Shores. This charming neighbourhood is perfect for families and couples alike, providing a relaxing atmosphere and a friendly community vibe, making it an ideal destination for those seeking both adventure and tranquility.

  • Farm Hills: Farm Hills is a charming neighbourhood just 3km from Woodside, offering a rich blend of cultural, family, and outdoor experiences. The area is dotted with educational facilities and recreational spaces, making it ideal for visitors seeking a diverse travel itinerary. You can explore a historic college university, enjoy a leisurely stroll in the urban park, or relax by the beach. Whether you’re indulging in a day of shopping at the local mall centre or experiencing the vibrant local culture, Farm Hills promises a well-rounded visit.
  • Sharon Heights: Sharon Heights, also only 3km from Woodside, provides a dynamic mix of culture, business, and family attractions. The neighbourhood is home to educational institutions and bustling shopping centres, perfect for those who appreciate both heritage and modernity. Key attractions include a historic college university, a prominent research facility, and a nearby beach ideal for a seaside retreat. The area’s blend of traditional and contemporary experiences makes it a versatile destination for all travellers.
  • Emerald Hills: Situated 5km from Woodside, Emerald Hills is a picturesque neighbourhood celebrated for its cultural, outdoor, and family-oriented offerings. The region features educational venues, expansive recreational areas, and a golf course that invites both novice and seasoned players. Visitors can explore landmarks such as a historic college university, enjoy the refreshing coastal breeze at the beach, or wander through an urban park. Emerald Hills is a destination that beautifully marries scenic beauty with engaging local attractions.

Booking with Stayz is a breeze

Looking to reduce your travel expenses? Consider keeping your travel dates flexible, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To find the ideal Stayz property that fits within your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board provides a dedicated space for you to plan new trips, manage your ongoing arrangements, or review and organise your bookings efficiently. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To explore the Trip Boards further, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Woodside?
Houses are the most popular type of holiday home in Woodside, according to our data. Even if you've got a different idea about what you'd like, Stayz has holiday homes in a variety of shapes and sizes. Browse our many options to find your perfect pad.
How much does it cost to rent a holiday home in Woodside?
The average price for a holiday home in Woodside depends on several factors, such as property type, length of stay and season. Whether you prefer a sprawling house with room for friends and family or a cosy condo just for the two of you, just add your travel dates to find stays with amazing value.
How much does it cost to rent a beach house in Woodside?
The average price for a holiday home close to the beach in Woodside will depend on when you'll be there and the style and size of property you want. You can find prices easily and quickly on Stayz by entering the dates you'll be travelling. Then make use of the filter tool to choose the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Woodside?
Yes. There are. You'll have your pick of eight holiday homes that cater to pets in Woodside. Some of our pet-friendly holiday homes come with an area outdoors for your fur baby to play in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Stayz that's pawfect.
Can I rent a house with a pool in Woodside?
Add a whole other level of fun to your holiday by booking your crew into one of the six houses with a private pool in Woodside. Use our handy search filter to find the kind of property you want on Stayz, and then spend leisurely days splashing about in a swimming pool that's for your use only.
What are popular home amenities in Woodside?
Mountain views, a nearby river and a swimming pool top the list of most popular home amenities in Woodside. Whether you're taking a trip solo, with your other half or a group of family members, Stayz will help you find a holiday home that fits your tastes with a load of extras you'll love.
Are there large group holiday homes in Woodside?
Take your pick of five Stayz holiday properties in Woodside that can host a group of five or more people. You'll get all the room and privacy you need to have fun with your nearest and dearest — and nobody else.
Are there holiday homes in Woodside that welcome kids?
Woodside has eight family-friendly holiday homes. And tracking down a stay that welcomes children is easy with Stayz's "Properties good for families" filter. On top of having the entire place to yourselves, you'll also enjoy access to amenities and perks like multiple bedrooms, full kitchens and private pools.
What are the top attractions for families in Woodside?
There are plenty of awesome things to see and do with the family in Woodside, such as:

  • Nazareth Ice Oasis
  • Filoli
  • Woodside Central Shopping Centre

Are there one-bedroom holiday homes in Woodside?
Woodside has two one-bedroom homes on offer. Typically situated in well-regarded areas thanks to their smaller size, a one-bedroom home is perfect if you're getting away with a friend or your partner. And with home comforts like kitchens and more privacy than a standard hotel, you'll be able to kick back while discovering this exciting destination.
Can I find two-bedroom holiday homes in Woodside?
Choose from four two-bedroom holiday homes in Woodside. Give your little ones the second room or fill it with a couple of your best buddies. There's enough space for whoever's lucky enough to be coming along.
Are there holiday homes with WiFi in Woodside?
Woodside has seven holiday homes with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to checking emails, these Stayz homes make it easy to go online.
How can I find holiday homes with air conditioning in Woodside?
Select your travel dates and then use the filter tool to look for holiday homes with air conditioning in Woodside on Stayz. With eight air-conditioned properties to choose from here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in Woodside?
The minimum required age is generally 16, 18 or 21. It can vary across properties on Stayz, so check the rules of your chosen Woodside holiday home before you book.
How long can I rent a holiday home in Woodside for?
The length of time you can rent a holiday home in Woodside varies according to the property. Simply enter your chosen travel dates to view a list of options offering extended stays. With a range of features such as full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to discover somewhere perfect to call your home away from home in Woodside.