Discover a selection of 342 vacation rentals in Woodside, CA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $159 per night, and houses and condos are popular options for a stay in Woodside. Either way, you'll find a rental for everyone's needs.
Destination guide

Beautiful Woodside will entice you

The gardens and mountains provide a pleasant backdrop to your vacation home in Woodside. Travelers to this scenic city praise the biking, restaurants and bars. Computer History Museum and Mavericks are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Woodside

Are you searching for things to do while you're in town? Venture out of your cozy vacation rental and experience everything that makes Woodside a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • California's Great America (15.9 mi / 25.6 km)
  • Palo Alto Junior Museum and Zoo (6.4 mi / 10.3 km)
  • Troutmere Fishing (7.9 mi / 12.7 km)
  • Monte Bello Open Space Preserve (9.8 mi / 15.8 km)
  • Half Moon Bay Golf Links (9.9 mi / 16 km)
  • Mariners Point Golf Center (10.1 mi / 16.3 km)
Natural features

Exploring the natural landscape of Woodside

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Woodside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Mavericks (14.2 mi / 22.8 km)
  • Shoreline Park (9.4 mi / 15.2 km)
  • Horse Park at Woodside (1.4 mi / 2.3 km)
  • Huddart Park (1.9 mi / 3.1 km)
  • Rodin Sculpture Garden (4.9 mi / 7.9 km)
  • Stanford University Arboretum (5 mi / 8.1 km)
How to get there

Transportation options to and around Woodside

The nearest airport is in San Carlos, CA (SQL), located 6.2 mi (10 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Palo Alto, CA (PAO-Santa Clara County), which is 8.4 mi (13.5 km) away.

How many vacation rentals are available around Woodside, CA?

Our 2020 property listings offer a large selection of 342 vacation rentals around Woodside. From 150 house rentals to 138 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Woodside?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Woodside:

  • North San Jose: 162 vacation rentals
  • Central San Mateo: 42 vacation rentals
  • Pedro Point: 17 vacation rentals
  • Sharp Park: 28 vacation rentals
  • West San Jose: 98 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Woodside?

Vrbo offers a large selection of vacation rentals near lovely places in Woodside. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Mountain View: 806 vacation rentals
  • Shoreline Amphitheatre: 1,206 vacation rentals
  • Stanford University Medical Center: 1,218 vacation rentals
  • Stanford University: 645 vacation rentals
  • Pillar Point Harbor: 1,044 vacation rentals

But there are many other points of interest around Woodside listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Woodside?

Yes, of course. Vrbo has 150 Houses in Woodside. Our other popular types of vacation rentals in Woodside include:

  • Condos/Apartments: 138 rentals available
  • Studios: 146 rentals available
  • Cottages: 12 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Woodside?

Yes, you can select your preferred vacation rental with pool among our 120 vacation rentals with pool available in Woodside. Please use our search bar to access the selection of vacation rentals available.

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