Woodside holiday lettings

We found 1,039 holiday rentals — enter your dates for availability

Discover a selection of 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:14 Nov - 21 Nov
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Find out more about Woodside

Find out more about Woodside

Why visit Woodside

  • Picturesque woodlands: Explore enchanting woodlands reminiscent of the Cornish and Devon countryside, perfect for scenic walks.
  • Outdoor adventures: Engage in a variety of outdoor activities, including countryside walks and visits to nature reserves.
  • Family-friendly atmosphere: Enjoy a welcoming environment suitable for both romantic getaways and family retreats.
  • Charming accommodation: Choose from cosy cottages, spacious homes, and modern apartments for a memorable stay.
  • Access to urban parks and beaches: Discover beautiful local parks and nearby beaches for relaxation and recreation.

Popular types of accommodation around Woodside

Vrbo offers an array of holiday accommodation options in Woodside, catering to every type of traveller. Whether you're seeking cosy woodside cottages, spacious houses, or modern apartments, you'll find the perfect retreat for your getaway. Our customers often choose from these popular options to ensure a memorable stay in this charming destination.

  • Houses: The top choice for holidaymakers in Woodside, offering spacious and comfortable stays ideal for families or groups.
  • Apartments: A close second, these self-contained units provide a convenient and modern living space for couples or solo travellers.
  • Cottages: Charming and often nestled in nature, cottages are popular for those seeking a quaint getaway.
  • Condos: These stylish accommodations are favoured for their amenities and proximity to local attractions.
  • Cabins: Rustic and cosy, cabins are perfect for those wanting an immersive experience in Woodside’s natural surroundings.**

Top attractions near Woodside

Woodside, Redwood City, offers a delightful blend of outdoor adventures and family-friendly activities, making it ideal for a scenic getaway. Visitors can explore beautiful beaches, urban parks, and nature reserves. Enjoy countryside walks and consider a lodge holiday for a relaxing break. Whether you're seeking a coastal escape or a vibrant city experience, Woodside has something for everyone to enjoy.

  • Stanford University: A prestigious institution with stunning architecture and picturesque campus grounds, offering a glimpse into academic excellence and rich cultural heritage.
  • San Francisco Bay: A vibrant area that boasts stunning waterfront views, bustling markets, and a lively atmosphere, perfect for exploring local cuisine and cultural experiences.
  • Filoli: An exquisite historic estate featuring beautifully manicured gardens and a grand house, ideal for those seeking a tranquil escape immersed in history and nature.

Things to do recommended for couples

For a romantic getaway in Woodside, indulge in wine tasting at Mountain Winery, enjoy a concert at Bing Concert Hall, or unwind together at Oceanic Foot Spa. Each experience promises to create lasting memories filled with love and relaxation just a short drive away.

Things to do recommended for families

Families can experience the thrill of ice skating at Nazareth Ice Oasis, located 3.1km from Woodside, or enjoy a day of relaxation at Shoreline Park, 5.6km away. Don’t miss the exciting atmosphere of Stanford Stadium, which is only 3.1km from Woodside.

Things to do recommended for groups

Groups visiting Woodside can shop at the Stanford Shopping Centre for a vibrant experience, enjoy a concert at the Shoreline Amphitheatre, or play a round of golf at the Stanford University Golf Course, all offering opportunities for relaxation and enjoyment in a picturesque setting.

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

If you're planning a trip with a group, family, or pets, or if you're seeking extended stays, be sure to prioritise your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Woodside with a group: Think about how many bedrooms you require, along with features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Woodside with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Woodside: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Woodside: If you’re in search of holiday rentals offering discounts 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 rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Woodside

Woodside, nestled in the heart of California, offers a delightful blend of outdoor adventures and picturesque scenery. Visitors can explore the enchanting woodlands, reminiscent of the Cornish and Devon countryside, while enjoying charming woodland walks. The area boasts a family-friendly atmosphere, ideal for a relaxing holiday. Nearby cities enhance the experience with their welcoming vibes, perfect for both romantic getaways and tranquil family retreats. Woodside truly is a lovely destination for a memorable vacation.

  • West of the Alameda: Located merely 1.2km from Woodside, West of the Alameda offers a vibrant mix of business, family, and city-themed experiences. This neighbourhood features convenient access to shopping centres and malls, making it an ideal spot for those looking to indulge in retail therapy. Visitors can explore local historic landmarks and houses, which provide a glimpse into the area’s rich past. With a lively atmosphere, it’s perfect for travellers seeking both leisure and a taste of local culture.
  • Farm Hills: Just 1.2km from Woodside, Farm Hills is a haven for outdoor enthusiasts and adventure seekers. The neighbourhood boasts stunning scenery and is home to various recreational areas and campgrounds. Visitors can engage in educational activities while enjoying the natural beauty of the region. Notable landmarks include a historic college university and the nearby bay, as well as a national state park, offering ample opportunities for hiking, picnicking, and wildlife observation. It’s a perfect escape for those wanting to immerse themselves in nature.
  • Sharon Heights: Situated 1.2km away from Woodside, Sharon Heights is known for its cultural, business, and family-friendly atmosphere. The area features excellent shopping centres and malls, making it an attractive destination for visitors. Educational institutions and research facilities nearby contribute to a vibrant community spirit. The presence of historic places adds to the charm, inviting tourists to delve into the local heritage. This neighbourhood is ideal for families and culture enthusiasts looking to explore the essence of the region.

Booking with Vrbo is simple

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform where you can plan new trips, refine your existing arrangements, or keep track of your bookings. The properties you've saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Woodside?
Houses are the most popular type of holiday rental in Woodside, according to our data. Even if you've got a different idea about what you'd like, Vrbo 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 rental in Woodside?
The average price for a holiday 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 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 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 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 rentals in Woodside?
Yes. There are. You'll have your pick of eight holiday rentals that cater to pets in Woodside. Some of our pet-friendly holiday 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 holiday 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 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 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 holiday home that fits your tastes with a load of extras you'll love.
Are there large group holiday rentals in Woodside?
Take your pick of five Vrbo 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 rentals in Woodside that welcome kids?
Woodside has eight family-friendly holiday 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 Centre

Are there one-bedroom holiday 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 holiday rentals in Woodside?
Choose from four two-bedroom holiday 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 holiday rentals with WiFi in Woodside?
Woodside has seven holiday 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 holiday rentals with air conditioning in Woodside?
Select your travel dates and then use the filter tool to look for holiday 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 holiday 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 holiday rental before you book.
How long can I rent a holiday rental in Woodside for?
The length of time you can rent a holiday 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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