Woodside vacation rentals

We found 1,023 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Woodside that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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Find out more about Woodside

Find out more about Woodside

Why visit Woodside

  1. Scenic Outdoor Adventures: Woodside offers breathtaking landscapes, perfect for hiking and exploring nature.
  2. Charming Village Atmosphere: The quaint Woodside Village features friendly locals and romantic spots, ideal for leisurely strolls.
  3. Diverse Accommodation Options: Choose from a range of vacation rentals, from private homes to cozy apartments, tailored to your needs.
  4. Proximity to Urban Amenities: Just a short drive away, enjoy vibrant downtown Redwood City with its shops and dining.
  5. Tranquil State Parks: Explore nearby state parks for a peaceful retreat and stunning natural beauty.

Popular types of accommodation around Woodside

Discover the charm of Woodside with our diverse selection of vacation rentals. Whether you’re seeking a private vacation home, a cozy apartment, or a modern condo, we have the perfect accommodation to suit your needs. From spacious house rentals to delightful Woodside vacation rentals, you’ll find the ideal getaway for you and your travel companions. Let us help you create unforgettable memories in this beautiful Canadian destination!

  • Houses: The top choice for visitors, these homes offer a spacious and comfortable stay, perfect for families or groups seeking a home-away-from-home experience.
  • Apartments: Ideal for solo travellers or couples, these well-equipped spaces provide convenience and accessibility right in the heart of Woodside.
  • Condos: These modern accommodations combine comfort with amenities, catering to those who appreciate a bit of luxury during their stay.
  • Cottages: Quaint and charming, cottages in Woodside offer a cozy retreat, ideal for those looking to enjoy nature and tranquility.
  • Cabins: Perfect for a rustic getaway, cabins provide a unique experience for nature lovers seeking adventure in the great outdoors.**

Top attractions around Woodside

Woodside, Redwood City, California, is perfect for outdoor family vacations, offering scenic beauty and diverse experiences. Visitors can explore a variety of attractions, including beautiful beaches, lush urban parks, and stunning state parks. Whether you're seeking adventure or a peaceful retreat, Woodside provides a delightful mix of nature and urban charm, making it an ideal destination for travellers of all kinds.

  1. Stanford University: A prestigious institution with stunning architecture, expansive gardens, and a rich cultural atmosphere. Explore the Cantor Arts Center and the iconic Hoover Tower for a glimpse into academic excellence.
  2. San Francisco Bay: Experience vibrant city life with waterfront views, diverse dining, and recreational activities. Enjoy picturesque landscapes and the famous Golden Gate Bridge while soaking in the urban energy.
  3. San Mateo County Event Center: A versatile venue hosting a variety of events and exhibitions. It offers a professional environment ideal for networking and discovering local culture through fairs and festivals.

Things to do recommended for couples

Seeking a romantic getaway in Woodside? Enjoy a captivating concert at Bing Concert Hall, indulge in fine wines at Mountain Winery, or relax together at Oceanic Foot Spa. Each experience offers a unique blend of entertainment, romance, and relaxation, perfect for couples looking to connect.

Things to do recommended for families

Families visiting Woodside can cheer for their favourite teams at Stanford Stadium, unwind at Shoreline Park, perfect for relaxation, or splash around at Rengstorff Park's pool, which offers a fun outdoor experience for everyone. Enjoy a memorable getaway filled with family-friendly activities!

Things to do recommended for groups

Explore the Stanford Shopping Center for a delightful shopping experience, enjoy a concert at the Shoreline Amphitheatre, or tee off at the Stanford University Golf Course for some outdoor fun. Each venue offers a unique vibe perfect for group travelers seeking local experiences.

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

When travelling with a group, family, or pets, or if you're considering extended stays, it’s important to prioritize your search effectively. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Woodside with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Woodside with young kids: Travelling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Woodside: For many families, a vacation isn’t truly complete without their furry companions. If you can relate, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Woodside: If you're searching for vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider additional features like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay around Woodside

Woodside, California, offers a delightful blend of outdoor adventure and serene scenery, perfect for family-friendly vacations. Explore the charming Woodside Village and nearby neighborhoods, where you'll encounter a warm atmosphere filled with friendly locals and romantic spots. Just a short drive away, discover the vibrant downtown living and tranquil settings that enhance your travel experience. Whether you're hiking in nature or enjoying local art, Woodside promises an unforgettable getaway.

  • West of the Alameda: Located a mere 2 miles from Woodside, the West of the Alameda neighbourhood offers a vibrant blend of business and family experiences. This area is perfect for those looking to indulge in retail therapy, with a variety of shopping malls and centres easily accessible. While exploring, you can also immerse yourself in the rich history of the region by visiting notable historic houses and places that tell the stories of the past. The combination of modern conveniences and historical charm makes West of the Alameda a delightful stop on your vacation.
  • Farm Hills: Also situated 2 miles from Woodside, Farm Hills stands out as a destination for outdoor enthusiasts seeking adventure and stunning scenery. This neighbourhood is home to recreational areas and educational facilities, making it ideal for families and nature lovers alike. You can explore the nearby national state park, which offers breathtaking views and opportunities for hiking and picnicking. Additionally, Farm Hills features a lively comedy scene, ensuring that there’s always something entertaining to enjoy after a day of outdoor activities.
  • Sharon Heights: Just 2 miles from Woodside, Sharon Heights is a neighbourhood that beautifully fuses culture and family-friendly experiences. It boasts a variety of educational institutions and shopping malls that cater to diverse interests. You can discover local boutiques and eateries while enjoying the picturesque surroundings. Notable landmarks in Sharon Heights include a historic college university and a research facility, all contributing to the area's scholarly vibe. The presence of nearby islands adds to the charm, making it a lovely spot for exploration and leisure.

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo rental that fits your budget, be sure to use our filters to sort by price, location, and type of vacation accommodation. We’re here to support you in finding the ideal getaway!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage your travel arrangements with ease. You can conveniently access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Woodside?
Houses are the most popular type of vacation rental in Woodside, according to our data. Even if you’ve got a different idea about what you’d like, Vrbo has vacation 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 vacation rental in Woodside?
The average price for a vacation rental 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 cozy 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 vacation rental 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 Vrbo by entering the dates you’ll be traveling. 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 vacation rentals in Woodside?
Yes. There are. You’ll have your pick of eight vacation rentals that cater to pets in Woodside. Some of our pet-friendly vacation rentals 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 vacation home on Vrbo that’s pawfect.
Can I rent a house with a pool in Woodside?
Add a whole other level of fun to your vacation 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 Vrbo, and then spend leisurely days splashing about in a swimming pool that’s for your use only.
What are popular rental amenities in Woodside?
Mountain views, a nearby river and a swimming pool top the list of most popular rental amenities in Woodside. Whether you’re taking a trip solo, with your other half or a group of family members, Vrbo will help you find a vacation home that fits your tastes with a load of extras you’ll love.
Are there large group vacation rentals in Woodside?
Take your pick of five Vrbo vacation 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 vacation rentals in Woodside that welcome kids?
Woodside has eight family-friendly vacation homes. And tracking down a stay that welcomes children is easy with Vrbo’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 Center

Are there one-bedroom vacation rentals in Woodside?
Woodside has two one-bedroom rentals on offer. Typically situated in well-regarded areas thanks to their smaller size, a one-bedroom rental 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 vacation rentals in Woodside?
Choose from four two-bedroom vacation rentals 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 vacation rentals with WiFi in Woodside?
Woodside has seven vacation rentals 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 Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Woodside?
Select your travel dates and then use the filter tool to look for vacation rentals with air conditioning in Woodside on Vrbo. 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 vacation rental in Woodside?
The minimum required age is generally 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Woodside vacation rental before you book.
How long can I rent a vacation rental in Woodside for?
The length of time you can rent a vacation rental 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.

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