Woodside holiday homes
We found 621 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.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Woodside

Peaceful studio cottage in the garden
Sleeps 2 · 1 bedroom · 1 bathroom

Lakefront Redwood Retreat 15 Minutes from Stanford - downstairs unit only
Sleeps 6 · 3 bedrooms · 3 bathrooms

Stonewood Private Luxury Guest House
Sleeps 4 · 2 bedrooms · 2 bathrooms

Exquisite luxury executive 2-suite cottage
Sleeps 6 · 2 bedrooms · 2+ bathrooms

Central 1-bedroom suite in fabulous Woodside walk to Town with AC
Sleeps 2 · 1 bedroom · 1 bathroom

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Sleeps 8 · 3 bedrooms · 1 bathroom
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Woodside for a holiday rental?
The most popular time to visit Woodside is during the peak season from May to July when the weather is at its finest, making it great for outdoor enthusiasts and those seeking a tranquil retreat. This period sees a delightful mix of warm temperatures, typically ranging from 15 to 25 degrees Celsius, allowing visitors to fully enjoy the expansive hiking trails and picturesque landscapes of the area.July stands out as the peak month, bustling with activity as travellers flock to enjoy the lush scenery and partake in various outdoor pursuits. Whether you're hiking through the redwood forests or exploring the charming local shops, there's an invigorating atmosphere that makes Woodside an ideal destination for relaxation and adventure.For those who prefer a quieter experience and are looking for more economical options, December presents a wonderful opportunity. While it may be off-peak, visitors can still appreciate the serene beauty of the winter landscape, complete with crisp air and the chance for peaceful walks along the scenic routes.
What are the top attractions in Woodside, California, United States of America?
In Woodside, California, visitors can enjoy a blend of natural beauty and cultural attractions. One of the top highlights is the stunning Huddart Park, which offers serene hiking trails, picnic areas, and a chance to immerse oneself in California's coastal redwoods. The park is a fantastic spot for those looking to explore the outdoors.Another popular attraction is the Filoli Historic House and Garden, a magnificent estate that features beautifully manicured gardens and a grand mansion, showcasing the area's rich history and stunning landscaping. The estate often hosts seasonal events and tours, providing a glimpse into its historical significance.For those interested in equestrian activities, Woodside is known for its horse culture, and there are several stables and riding trails in the vicinity. The local community often hosts equestrian events, making it a vibrant spot for horse lovers.Additionally, the nearby Skyline Boulevard offers breathtaking views of the Bay Area and is great for scenic drives or leisurely walks.
Are all fees included in the Woodside 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 Woodside holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Woodside 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 Woodside holiday homes?
You can find great discounts on holiday homes in Woodside 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 Woodside holiday home booking on Bookabach?
To find Woodside 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 Woodside?
A long-stay holiday home in Woodside 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 Woodside holiday home?
Book your Woodside 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 Woodside?
Prices for holiday homes in Woodside 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 Woodside 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.
More holiday ideas
- Half Moon Bay State Beach Holiday Rentals
- Menlo Park Holiday Rentals
- Blossom Valley Holiday Rentals
- Stanford Stadium Holiday Rentals
- Belmont Holiday Rentals
- Laurie Meadows Park Holiday Rentals
- Barron Park Holiday Rentals
- Burlingame Holiday Rentals
- Half Moon Bay Holiday Rentals
- The Willows Holiday Rentals
- Redwood City Holiday Rentals
- Downtown Menlo Park Holiday Rentals
- Atherton Holiday Rentals
- Byxbee Park Holiday Rentals
- Redwood Shores Holiday Rentals
- Los Altos Holiday Rentals
- Los Altos Hills Holiday Rentals
- West Atherton Holiday Rentals
- San Mateo Holiday Rentals
- San Mateo County Holiday Rentals
- Pelican Point Beach Holiday Rentals
- Foster City Holiday Rentals
- Mountain View Holiday Rentals
- San Gregorio Holiday Rentals
- Stanford Holiday Rentals
- Miramar Beach Holiday Rentals
- Farm Hills Holiday Rentals
- Stanford University Holiday Rentals
- Palo Alto Holiday Rentals
- Shoreline West Holiday Rentals
- Houses in Oakland
- Apartments in Oakland
- Resorts in Oakland
- Apartments in Sunnyvale
- Apartments in San Francisco
- Family rentals in San Francisco
- Resorts in San Francisco
- Bed and breakfasts in San Francisco
