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  3. San Mateo County
  4. Rentals by Owner

San Mateo County Rentals by Owner

Why Choose Rent By Owner for your San Mateo County vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit San Mateo County

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here can enhance your experience, as the region offers ideal conditions for exploring and relaxing depending on the season and weather patterns.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it an ideal time for outdoor activities and exploring local attractions.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

This period offers pleasant temperatures and fewer crowds, allowing you to experience a more relaxed visit while enjoying the area's natural beauty and seasonal events.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December to February)

Visit during this quieter season for lower rental rates and a peaceful atmosphere, perfect for travelers seeking solitude and cozy accommodations.

Average Temperature Daytime: 55-65°F - Nighttime: 45-50°F
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Spring (March to May)

In spring, the region blossoms with vibrant scenery and mild temperatures, providing a beautiful backdrop for your stay while avoiding peak crowds.

Average Temperature Daytime: 65-75°F - Nighttime: 50-55°F

Weekly Weather Forecast for San Mateo County

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas, perfect for savoring meals with scenic views of the surrounding landscape.
  • Take advantage of private patios or decks to relax and unwind in the fresh air.
  • Utilize outdoor grills or barbeque facilities for convenient cooking during your stay.
  • Relax by a private or shared swimming pool, ideal for cooling off on warm days.
  • Explore landscaped gardens or lush yards that enhance the natural beauty of your accommodation.
  • Make use of outdoor fire pits or cozy fireplaces for evening gatherings under the stars.
  • Access nearby hiking trails or outdoor adventure spots that are usually within easy reach of rentals here.
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Family Activities

  • Coyote Point Recreation Area: Enjoy outdoor activities, picnic areas, and scenic views of the bay at this popular spot for families seeking relaxation and recreation.
  • Hiller Aviation Museum: Discover the fascinating history of aviation through interactive exhibits and flight simulators suitable for all ages in the heart of the region.
  • Fleet Science Center at the San Mateo County Fairgrounds: Engage with hands-on science displays and IMAX films designed to inspire curiosity among young explorers.
  • Central Park in San Mateo: Explore lush gardens, playgrounds, and walking trails perfect for family outings and leisurely afternoons here in the area.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned wineries and enjoy guided tastings that highlight local varietals, perfect for a sophisticated day out.
  • Hiking at Filoli Gardens: Discover scenic trails and beautifully maintained gardens that offer a peaceful retreat and stunning views just minutes from here.
  • Dining Experiences in Downtown San Mateo: Savor diverse culinary delights at popular restaurants, showcasing the area's vibrant food scene and inviting atmosphere.
  • Golfing at Local Courses: Play a round of golf at nearby courses that provide scenic landscapes and challenging fairways, ideal for enthusiasts seeking leisure and sport.

San Mateo County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to wander through the diverse neighborhoods to discover hidden gems and authentic community experiences that enhance your stay.
  • Plan Outdoor Activities: Make the most of the area's temperate climate by scheduling outdoor adventures such as parks, trails, or scenic viewpoints nearby your rental.
  • Utilize Local Resources: Connect with community centers or visitor information in this destination for tailored tips and exclusive insights to enrich your visit.
  • Book Transit in Advance: Opt for local transportation options ahead of time to comfortably explore all corners of this region without hassle.

Transportation Options

  • Caltrain: This commuter rail service provides convenient connections across the region, making it easy to explore cities within and around the area.
  • SamTrans Bus Service: Offering extensive bus routes, this transportation option helps you navigate the local area with ease and flexibility.
  • Bay Area Rapid Transit (BART): Connecting here to other parts of the Bay Area, BART offers a quick and reliable way to reach destinations outside of the region.
  • Rideshare Services: Popular apps like Uber and Lyft operate extensively, providing on-demand transportation tailored to your schedule while staying within the area.

Local Customs Options

  • Respect for Local Environment: You will find that preserving the natural beauty of this region is a top priority, with locals mindful of sustainable practices and conservation efforts.
  • Community Gatherings and Festivals: Participating in seasonal events and local celebrations offers a meaningful way to connect and experience the area's cultural heritage.
  • Dining Etiquette: When dining here, it's customary to appreciate locally sourced ingredients and enjoy the relaxed, friendly approach to hospitality that defines the region.
  • Attire for Casual and Outdoor Activities: Dress comfortably and appropriately for outdoor adventures or casual outings as part of embracing the laid-back lifestyle prevalent throughout.

Frequently Asked Questions About San Mateo County Rentals by Owner

2. How many Rentbyowner vacation rentals are available in San Mateo County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1931 in the San Mateo County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in San Mateo County. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies by listing. To understand the specific terms, please review the cancellation details provided on the property’s page or contact the owner directly before booking.

4. How do I confirm my reservation and what are the payment options?

Reservations are confirmed once you complete the booking process through the platform. Payment methods typically include credit card and other secure online options, but details may differ per listing—be sure to check the payment information listed or contact the owner for clarification.

5. Are there any house rules or restrictions I should be aware of before booking?

Yes, each rental by owner will have its own set of house rules and restrictions. These are outlined in the listing description. Reading these carefully ensures your stay aligns with the host’s expectations.

6. Is there a minimum stay requirement when booking in this region?

Minimum stay requirements can vary depending on the property and the season. Check the specific listing details or contact the owner directly to confirm if a minimum night stay applies during your desired dates.

7. What should I do if I need to cancel or modify my reservation?

Any cancellations or modifications should be handled through the platform or by contacting the owner directly. For detailed procedures and policies, refer to the booking confirmation or reach out to the host for assistance.

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