Best Vacation Homes in San Mateo County
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San Mateo County Luxury Rentals
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San Mateo County Pet Friendly Vacation Rentals
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San Mateo County Large Vacation Homes
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Why Choose Rent By Owner for your San Mateo County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the region's pleasant climate and vibrant local events, making your stay in San Mateo County an unforgettable experience when you plan your vacation rentals accordingly.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and long daylight hours, making it ideal for exploring the area's scenic outdoor spaces and beaches.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Early fall offers pleasant temperatures and vibrant scenery, perfect for outdoor activities and appreciating the region's natural beauty.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Off-Season Highlights
Winter (December to February)
This quieter time of year features cooler weather and fewer visitors, providing a relaxed atmosphere for those seeking tranquility in the area.
Average Temperature Daytime: 55-65°F - Nighttime: 45-55°F
Spring (March to May)
Spring offers mild weather and blooming landscapes, making it an excellent time for exploring resorts and outdoor attractions with fewer crowds.
Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F
Weekly Weather Forecast for San Mateo County
How to Book Your San Mateo County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in San Mateo County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 seating areas perfect for relaxing or dining al fresco while taking in the scenic views.
- Benefit from private or shared gardens where you can unwind amidst lush greenery native to the region.
- Take advantage of a spacious patio or deck ideal for entertaining guests or enjoying sunny California mornings.
- Look for outdoor barbecue grills to prepare delicious meals while soaking up the pleasant climate here.
- Utilize well-maintained pathways or walking trails that allow you to explore the natural beauty of the area.
- Find access to swimming pools or hot tubs that provide a refreshing escape after your daytime adventures.
- Discover nearby outdoor recreational facilities such as tennis courts or sports courts for active pursuits in this destination.
Top Attractions Around San Mateo County
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities, scenic parks, and cultural attractions that showcase the best of San Mateo County’s vibrant community and natural beauty.
Family Activities
- Hiller Aviation Museum: Explore the fascinating world of aviation with interactive exhibits and aircraft displays that are perfect for inspiring young minds in this region.
- Coyote Point Recreation Area: Enjoy a day outdoors with family-friendly activities such as picnicking, fishing, or walking along scenic trails near the bay.
- Huntington Park: Spend quality time playing sports or relaxing in this local park offering playgrounds and open spaces ideal for family outings.
- San Mateo County History Museum: Discover local history through engaging exhibits that provide educational fun for children and adults alike at this cultural destination.
Adult Activities
- Hiking at Pulgas Ridge Preserve: Explore scenic trails that wind through lush forests, offering a peaceful retreat for outdoor enthusiasts staying in the area.
- Dining in downtown San Mateo: Indulge in a variety of culinary delights at trendy restaurants and charming cafes within the vibrant heart of this destination.
- Visit Coyote Point Recreation Area: Enjoy waterfront views, picnic spots, and recreational activities perfect for relaxing days along the bay.
- Shopping at Hillsdale Shopping Center: Discover popular retail stores and boutique shops conveniently located in the region, ideal for a leisurely day out.
Other Places to Stay in San Mateo County, CA
San Mateo County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region’s diverse culinary scene by visiting nearby restaurants and markets to enjoy authentic flavors during your stay.
- Plan Outdoor Activities: Make the most of the area's scenic parks and outdoor spaces by scheduling activities like hiking or picnicking to experience nature firsthand.
- Discover Cultural Events: Check out local event calendars to immerse yourself in seasonal festivals, art shows, or community gatherings happening during your visit.
- Utilize Convenient Transportation: Use nearby transit options or rental services to easily access key attractions and explore the area at your own pace.
Transportation Options
- Caltrain: This commuter rail service connects you to San Francisco, bustling neighboring cities, and beyond, making it a convenient option for exploring the region from your vacation rental.
- Local Bus Services: The extensive bus network provides affordable and reliable transportation throughout the area, allowing easy access to local attractions and amenities near your stay.
- Rideshare Services: Companies like Uber and Lyft operate widely here, offering flexible transportation options directly from your vacation rental for quick trips around the region.
- Car Rentals: Several major rental agencies are available nearby, giving you the freedom to explore more remote areas or enjoy personalized itineraries during your visit.
Local Customs Options
- Local Festivals and Events: Participating in community festivals, such as the annual fairs and parades, offers you a glimpse into the area's rich cultural traditions.
- Dining Etiquette and Food Customs: Embracing the diverse culinary scene here often involves appreciating locally inspired dishes and respecting shared dining customs.
- Environmental Conservancy Practices: Many residents value sustainability, so you'll notice eco-friendly practices woven into daily life, reflecting a commitment to preserving this beautiful region.
- Outdoor Recreation Traditions: Engaging in outdoor activities like hiking and picnicking in scenic parks is a cherished part of local leisure, highlighting the area's natural beauty.
Frequently Asked Questions About San Mateo County?
1. What are the top vacation rentals in San Mateo County?
There are a lot of options in San Mateo County. If you plan on staying in the San Mateo County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Mateo County:
- Lovely Remodeled Beach House Next to Ocean, Hiking & Biking. Very Clean!
- Miramar Beach oceanfront home w/amazing deck views & just steps from the beach
- Spectacular Ocean Views, Beach Access 5 BR Home Near Ritz Carlton
- Beautiful Beach House steps from the Beach and Hiking Trails!
- Rare Ocean-front near San Francisco. Sunsets, whale watching in seaside luxury
- The Ebb Tide Beach Bungalow
- Sparkling Clean Newly Built Luxury Ocean View 5 BR/3 BA Near SF/SFO+Free Parking
- OCEAN FRONT Beach Cottage with Panoramic Views!
- Amazing oceanfront 3 Bedroom/2 Bathroom home for 30 day or more rentaln
- ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
2. How many vacation rentals have private pools in San Mateo County?
There are 43 vacation rentals with private pools near San Mateo County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in San Mateo County are best for families?
If you are looking for a family-friendly vacation home in San Mateo County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Mateo County:
4. 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 2453 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.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by listing, so it’s important to review the specific terms on the property page or contact the owner directly before booking.
6. How do I find out if a vacation rental allows pets in the region?
Pet policies differ among properties, and details are typically listed in the amenities section or can be clarified by reaching out to the host directly.
7. Are there any specific check-in or check-out procedures I should know about here?
Check-in and check-out requirements vary depending on the property, so please read the instructions provided in your booking confirmation or communicate with the owner for detailed guidance.
8. What should I do if I need to modify or cancel my reservation?
Modifications or cancellations are handled through the booking platform or by contacting the property owner. Be sure to review the cancellation policy on your reservation details for applicable terms.
9. Is there reliable Wi-Fi available at vacation rentals in this region?
Wi-Fi availability and quality depend on each property; you can verify this information in the listing description or by asking the owner directly before confirming your stay.
San Mateo County Top Rated Vacation Rentals
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