Woodside holiday homes
We found 1,053 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:25 Jul - 1 Aug
Image gallery for Lovely, peaceful and close to everything!

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Lovely, peaceful and close to everything!
Redwood City, CA
12% off
Price is NZ$6,443
NZ$6,443
NZ$920 per night
includes taxes & fees
Image gallery for 🌼Modern guesthouse w private patio and ♨️ hot tub

1010 out of 10 rating
Exceptional
(19 reviews)
🌼Modern guesthouse w private patio and ♨️ hot tub
Redwood City, CA
8% off
Price is NZ$4,796
NZ$4,796
NZ$685 per night
includes taxes & fees
Image gallery for Menlo Park Cottage at Allied Arts

9.69.6 out of 10 rating
Exceptional
(22 reviews)
Menlo Park Cottage at Allied Arts
Menlo Park, CA
9% off
Price is NZ$4,429
NZ$4,429
NZ$633 per night
includes taxes & fees
Image gallery for Comfortable family home in Silicon Valley.

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Comfortable family home in Silicon Valley.
Redwood City, CA
9% off
Price is NZ$4,738
NZ$4,738
NZ$677 per night
includes taxes & fees
Image gallery for Stafford 3BR-House: Tech-Savvy, Amenities Galore

1010 out of 10 rating
Exceptional
(20 reviews)
Stafford 3BR-House: Tech-Savvy, Amenities Galore
Redwood City, CA
7% off
Price is NZ$5,011
NZ$5,011
NZ$716 per night
includes taxes & fees
Image gallery for @ Marbella Lane - 5BR House | DTWN RWC | Parking

8.08.0 out of 10 rating
Very good
(11 reviews)
@ Marbella Lane - 5BR House | DTWN RWC | Parking
Redwood City, CA
15% off
Price is NZ$6,867
NZ$6,867
NZ$981 per night
includes taxes & fees
Image gallery for New! Modern & Sleek 4BR home w/high ceilings

1010 out of 10 rating
Exceptional
(14 reviews)
New! Modern & Sleek 4BR home w/high ceilings
Foster City, CA
9% off
Price is NZ$6,848
NZ$6,848
NZ$978 per night
includes taxes & fees
Image gallery for 601-Lavish Home w/ AC & Patio near Meta & Stanford

9.69.6 out of 10 rating
Exceptional
(9 reviews)
601-Lavish Home w/ AC & Patio near Meta & Stanford
Menlo Park, CA
8% off
Price is NZ$9,281
NZ$9,281
NZ$1,326 per night
includes taxes & fees
Image gallery for 💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

9.89.8 out of 10 rating
Exceptional
(8 reviews)
💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…
Sunnyvale, CA
5% off
Price is NZ$3,388
NZ$3,388
NZ$484 per night
includes taxes & fees
Image gallery for 3B SFH, Comfy Beds, King RM, Yard, Fast WiFi and AC, Near Levi's

1010 out of 10 rating
Exceptional
(6 reviews)
3B SFH, Comfy Beds, King RM, Yard, Fast WiFi and AC, Near Levi's
Santa Clara, CA
8% off
Price is NZ$6,253
NZ$6,253
NZ$893 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Contemporary Sophisticated Home

8.08.0 out of 10 rating
Very good
(11 reviews)
@ Marbella Lane - Contemporary Sophisticated Home
Sunnyvale, California
15% off
Price is NZ$8,048
NZ$8,048
NZ$1,150 per night
includes taxes & fees
Image gallery for ✨Spacious 2B2B in Sunnyvale 🌲 Patio/AC/1000mb wifi/ more…

9.89.8 out of 10 rating
Exceptional
(16 reviews)
✨Spacious 2B2B in Sunnyvale 🌲 Patio/AC/1000mb wifi/ more…
Sunnyvale, CA
8% off
Price is NZ$4,605
NZ$4,605
NZ$658 per night
includes taxes & fees
Image gallery for 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

9.69.6 out of 10 rating
Exceptional
(7 reviews)
🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley
Sunnyvale, CA
5% off
Price is NZ$4,798
NZ$4,798
NZ$685 per night
includes taxes & fees
Image gallery for Comfy Furnished 3B/2B House in Central Redwood City

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Comfy Furnished 3B/2B House in Central Redwood City
Redwood City, CA
8% off
Price is NZ$5,733
NZ$5,733
NZ$819 per night
includes taxes & fees
Image gallery for @ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

8.28.2 out of 10 rating
Very good
(11 reviews)
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Redwood City, CA
15% off
Price is NZ$4,060
NZ$4,060
NZ$580 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Vibrant 4BR RWC | Ldry + P

8.88.8 out of 10 rating
Excellent
(9 reviews)
@ Marbella Lane - Vibrant 4BR RWC | Ldry + P
Redwood City, California
16% off
Price is NZ$7,961
NZ$7,961
NZ$1,137 per night
includes taxes & fees
Image gallery for @ Marbella Lane - 3BR House | DTWN RWC | Parking

8.08.0 out of 10 rating
Very good
(22 reviews)
@ Marbella Lane - 3BR House | DTWN RWC | Parking
Redwood City, California
15% off
Price is NZ$5,785
NZ$5,785
NZ$826 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Woodside
Exquisite Crescent Suite Walking Distance to Woodside Downtown
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
🌻🌻🌻 Fantastic Guest House
Sleeps 5 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Exquisite Estately Villa
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Exquisite luxury executive 2-suite cottage
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Stunning California Resort + Infinity Pool
Sleeps 16 · 6 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Estately Plausibility of Simplicity
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Top rated rentals - Woodside
Nice place
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
- 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
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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach, 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, Bookabach 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 Bookabach 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 Bookabach’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 Bookabach 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 Bookabach. 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 Bookabach, 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.