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Woodside, CA Homes for Rent

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  • /27

    $39,500 Per Month

    • 6 Beds
    • 7 Baths
    • 5,200 Sq Ft
    • House for Rent

    465 W Maple Way, Woodside, CA 94062

    Breathtaking panoramic views take center stage at this 2014 architectural masterpiece, where clean lines and modern sophistication meet. The interior is bathed in natural light, featuring a spacious two-level floor plan defined by soaring ceilings and expansive walls of glass that frame the scenery like living art. Designed for a seamless indoor-outdoor lifestyle, the home flows effortlessly to

    Erika Demma Compass

    465 W Maple Way, Woodside, CA 94062
  • /2

    $4,495 Per Month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    2360 Woodside Rd Unit A, Woodside, CA 94062

    Don't miss the opportunity to live in beautiful Woodside. Bright, open floor plan. Detached 3-BED, 2-BATH guest home with master bedroom. Master bath with oversize stall shower. Hallway bathroom with tub. Carpeting and closet organizers in every bedroom. High ceilings and recessed can lighting throughout. Gorgeous open concept kitchen with cook top range, built in over, dishwasher, microwave,

    Jaime Gonzalez Gonzalez Properties

    2360 Woodside Rd Unit A, Woodside, CA 94062

Why Live in Woodside

Woodside, California, nestled in San Mateo County, is a rural oasis near Silicon Valley, attracting tech industrialists and venture capital billionaires with its sprawling estates and exclusive atmosphere. This small town of around 5,000 residents is surrounded by natural beauty and views of the western hills, offering a serene retreat while being only a short drive from dining and shopping destinations in Palo Alto and Redwood City. Woodside's homes range from early 20th-century grandeur to midcentury mansions and contemporary dwellings, featuring light-filled kitchens, lavish master suites, and flawless landscaping. The town is known for its highly rated schools, including Woodside Elementary School, ranked No. 1 in San Mateo County, and nearby Woodside High School and Sequoia High School, both with high ratings. Residents enjoy outdoor activities at Teague Hill Open Space Preserve, Thornewood Open Space Preserve, and Wunderlich County Park, with interconnected pathways and breathtaking views. Equestrian infrastructure is well-maintained, with horse trails winding through the town. Woodside's small business district on Woodside Road features dining options like The Village Pub, Buck’s of Woodside, and The Village Hub Coffee Bar and Garden, along with Roberts Market for grocery needs. Despite its secluded feel, Woodside Road provides convenient access to Interstate 280, facilitating commutes to Silicon Valley and San Francisco.

Frequently Asked Questions

How much does it cost to rent a home in Woodside, CA?
The median rent for a home in Woodside, CA is $21,997 per month, though prices vary by neighborhood, size, and property type. As of September 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Woodside, CA?
To comfortably afford the median rent in Woodside, CA, a household needs to earn roughly $879,880 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $21,997 per month in Woodside, CA, renters typically need to show $65,991 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Woodside, CA?
In Woodside, CA, the price-to-rent ratio is 16.3, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Woodside, CA are best for renting a home?
The best neighborhood for renting in Woodside, CA depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Redwood Oaks, North Fair Oaks, Lindenwood, Downtown Menlo Park and Staumbaugh Heller, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
2
Median Rent
$21,997
Median Single Family Home Rent
$8,000
How to Rent a Home