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San Mateo vacation rentals
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Top-rated vacation rentals in San Mateo
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Other great vacation rentals in San Mateo
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Guest suite in South San Francisco
4.92 out of 5 average rating, 384 reviewsCozy Tiny studio 20Min to DwTn SF & 7min to SFO
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Guesthouse in Mountain View
4.9 out of 5 average rating, 184 reviewsCozy Private Suite with Private Entrance
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Guest suite in Woodside
4.88 out of 5 average rating, 356 reviewsStay Nestled in Ancient Redwoods in Silicon Valley
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Guest suite in San Bruno
4.87 out of 5 average rating, 886 reviewsModern room & loft, private entrance
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Rental unit in El Granada
4.87 out of 5 average rating, 421 reviewsStudio near Harbor/Half Moon Bay
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Guesthouse in Redwood City
4.88 out of 5 average rating, 175 reviewsModern Studio Cottage with Private Entrance
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Guesthouse in Woodside
4.95 out of 5 average rating, 164 reviewsMountain Retreat
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Guest suite in Westlake
4.95 out of 5 average rating, 148 reviewsLuxury Studio Near SFO, SFSU ,BART, Walk to shops!
Quick stats about vacation rentals in San Mateo
Total rentals
580 properties
Total number of reviews
18K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
310 properties have a dedicated workspace
Your guide to San Mateo
All About San Mateo
Nestled between the hilly metropolis of San Francisco and urban San Jose, with the sweeping sands of Half Moon Bay to the west, the city of San Mateo boasts easy access to cultural hotspots, natural beauty, and a world-class food scene.
People are drawn here to admire nearly 45,000 artworks at the Cantor Arts Center at Stanford University, hike among the dramatic scenery at either end of Purisima Creek, and savor hard-to-beat ramen and crab nigiri at one of San Mateo’s established cluster of Japanese restaurants. There’s also public art to enjoy all around town, with vivid murals on numerous buildings, including the 1963 mosaic mural on South El Camino Real.
Less than half an hour west of San Mateo, Half Moon Bay boasts Surfers’ Beach for beginners and Mavericks for seasoned pros who want to take on wild waves. The same distance north, you can taqueria-hop in San Francisco’s Mission District and ride the city’s famous cable cars.
The best time to stay in a vacation rental in San Mateo
San Mateo is known for its mild, damp winters and dry summers. A lot of activities are outdoors, from kayaking in the bay to hiking and biking, so the summer and fall seasons are the best times to book San Mateo vacation rentals. Temperatures are at their most comfortable from April through October, and the changing colors of the leaves bring a range of pumpkin beers from the region’s breweries.
Layers are important in the colder months, as drizzle and searing sunshine are both possibilities in different parts of the Bay Area at any one time. You can see gray whales at Pacifica between February and April.
Top things to do in San Mateo
Japanese Tea Garden
The Japanese Tea Garden is one of the main attractions in Central Park, San Mateo’s main community park. The garden covers over 16 acres of manicured lawns, including a pagoda tower, a koi pond, and a teahouse for a quiet afternoon among delicate cherry blossoms. This serene site was designed by the landscape architect who worked on the Tokyo Imperial Palace.
Coyote Point
Less than 20 minutes from downtown by bike or road, Coyote Point is a popular spot for activities like windsurfing and sailing. If you’re cycling, the San Francisco Bay Trail crosses the park, so you can extend your ride north all the way to San Francisco or south to Palo Alto. At the water’s edge, you’ll find a marina and a beach, backing onto an 18-hole golf course.
Filoli Historic House & Garden
A 15-minute drive from San Mateo, this Georgian Revival house and its pristine landscaped gardens span over 650 acres. Wander around the terraces for commanding views of the Santa Cruz Mountains and cross Fault Creek Bridge to step over the famous San Andreas Fault. A spring visit will be rewarded with fragrant cherry and apple blossom.
Frequently Asked Questions
How is the weather in San Mateo?
San Mateo enjoys a mild Mediterranean climate with warm, dry summers and cool, wet winters. Average temperatures range from 41-58°F (5-14°C) in the coldest month of January, to 56-78°F (13-26°C) in the warmest month of September.
What are some of the best things to do in San Mateo?
Visitors can enjoy a range of activities. Explore the Japanese Tea Gardens, visit the Coyote Point Museum, or venture to the CuriOdyssey science and wildlife center. For outdoor enthusiasts, hiking at Sawyer Camp Trail is a popular choice.
What is the best time of year to visit San Mateo?
The most frequently visited time in San Mateo is during the summer, from June to September. This period coincides with the annual San Mateo County Fair, a local event featuring family-friendly entertainments, exhibitions, and concerts.
What are the best places to stay in San Mateo?
Baywood-Aragon and Downtown San Mateo are popular areas with convenient access to eateries, shopping, and public transportation. For a quieter stay, consider the neighborhoods of San Mateo Park or Hillsdale.
What are the best places to visit in San Mateo?
San Mateo is home to several attractions. Stop by the San Mateo Japanese Garden, tour the historic Ralston Hall, or explore the Peninsula Museum of Art. For nature lovers, the Seal Point Park is worth a visit.
What are some hiking trails in San Mateo?
San Mateo provides several captivating hiking trails. Consider the Sawyer Camp Trail along Crystal Springs Reservoir, or explore the trails of Laurelwood Park. Coyote Point Recreation Area is another option for those seeking waterfront views.
What are some family activities to do in San Mateo?
There are numerous family-friendly activities in San Mateo. Visit the CuriOdyssey science and wildlife centre, enjoy a picnic in Central Park, or explore the interactive exhibits at The San Mateo County History Museum.
What are some of the best day trip ideas in San Mateo?
For day trips, consider visiting the nearby city of San Francisco, less than 30 miles (48 km) north, or take a scenic drive south to Half Moon Bay. Another option is to explore the tech-centric city of Palo Alto, home to Stanford University.
Are there pet-friendly vacation rentals in San Mateo?
Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in San Mateo?
Yes! Work meets play with ease at over 310 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.
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