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San Mateo Luxury Rentals

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San Mateo Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your San Mateo Vacation Rental Homes?

What makes our Vacation Rentals 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.

Popular Areas for San Mateo Vacation Rentals

Where are the best neighborhoods to stay in San Mateo?

When planning your stay in San Mateo, California, selecting the right neighborhood can greatly enhance your experience. Each area offers its own unique charm and convenient access to local amenities, making it easier to enjoy everything this vibrant city has to offer. Whether you're looking for a lively community close to downtown or a quieter residential setting, you'll find options that suit your preferences. Exploring different neighborhoods in San Mateo ensures you can choose the perfect location for your vacation rental, providing both comfort and accessibility during your visit.

Beresford Park

Situated in a tranquil part of the region, Beresford Park offers a peaceful setting for your stay, with convenient access to local amenities and outdoor spaces perfect for relaxation.

View 404+ Rentals in Beresford Park

Central San Mateo

The heart of the area, Central San Mateo provides an ideal base for exploring the city’s vibrant community and nearby attractions, making it a popular choice for travelers seeking convenience and activity.

View 39+ Rentals in Central San Mateo

South San Mateo

Located in the southern part of the city, South San Mateo features easy access to key transportation routes and local parks, offering a comfortable environment for both leisure and work travelers.

View 25+ Rentals in South San Mateo

Hillsdale

Known for its shopping centers and scenic views, Hillsdale is a strategic neighborhood where you can enjoy modern conveniences and a lively neighborhood atmosphere throughout your stay.

View 490+ Rentals in Hillsdale

East San Mateo

This part of the city features a diverse community with easy access to major roads, making it an excellent location for those wanting to explore the wider region while staying close to local amenities.

View 43+ Rentals in East San Mateo

Sugarloaf

Nestled in a quieter area, Sugarloaf offers a more relaxed atmosphere, perfect for travelers seeking a serene environment within reach of the city’s central attractions.

View 425+ Rentals in Sugarloaf

Shoreview

With a focus on waterfront living, Shoreview provides scenic views and easy access to nearby parks, making it a favorable choice for guests looking to enjoy natural surroundings during their visit.

View 43+ Rentals in Shoreview

North Central

Offering a balanced mix of residential charm and accessibility, North Central is well-suited for visitors who want to experience local life while remaining close to the city’s main attractions.

View 313+ Rentals in North Central

Best Times to Visit San Mateo

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the area's ideal weather and local events, making your stay in San Mateo, California, truly memorable and enjoyable.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm and inviting weather, perfect for outdoor activities and exploring local attractions.

Average Temperature Daytime: Around 70-80°F - Nighttime: 55-60°F
autumn
Fall (September to November)

Autumn brings mild temperatures and fewer crowds, making it an ideal time to enjoy the area's scenic beauty and pleasant climate.

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

Off-Season Highlights

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Winter (December to February)

In winter, you can experience cooler weather with occasional rain, offering a quieter atmosphere for those seeking tranquility.

Average Temperature Daytime: 50-60°F - Nighttime: 40-45°F
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Early Spring (March to April)

Before the summer rush, early spring offers mild temperatures and a peaceful environment to enjoy the region's natural charm.

Average Temperature Daytime: 60-65°F - Nighttime: 45-50°F

Weekly Weather Forecast for San Mateo

How to Book Your San Mateo 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

More Top-Rated Vacation Rentals in San Mateo Area

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 a private outdoor patio or balcony to relax and dine al fresco in the fresh air.
  • Take advantage of landscaped gardens or courtyards that add to the outdoor appeal of your stay.
  • Make use of a barbecue grill for outdoor dining and entertaining during your visit.
  • Relax by a shared or private swimming pool, perfect for cooling off on warm days.
  • Utilize outdoor seating areas designed for socializing or enjoying the scenic surroundings.
  • Benefit from well-maintained walking paths or trails nearby to explore the area's natural beauty.
  • Some properties may offer outdoor fire pits for cozy evenings under the stars.

Top Attractions Around San Mateo

What attractions are nearby?

Enjoy a variety of outdoor activities, scenic parks, and cultural attractions just a short drive from your San Mateo vacation rentals, making it easy to explore the best of this vibrant region.

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Family Activities

  • Central Park: You can enjoy family picnics and outdoor play in this scenic urban park that provides a relaxing escape within the city.
  • The San Mateo County History Museum: Explore local history through engaging exhibits perfect for family visits, offering an educational experience here in the region.
  • : Spend quality time outdoors with picnic areas, beaches, and playgrounds ideal for family fun along the waterfront.
  • The Creative Arts Building at Coyote Point: Introduce kids to creative arts through hands-on workshops and cultural activities during your stay here in the area.
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Adult Activities

  • Visit Central Park in San Mateo: Enjoy a peaceful stroll or a picnic in this scenic urban oasis nestled within the area.
  • Explore CuriOdyssey Museum: Engage with interactive science exhibits and discover wildlife adventures perfect for adult visitors seeking hands-on learning experiences.
  • Dine at local restaurants: Savor diverse cuisine options at highly-rated eateries that showcase the region’s culinary diversity and fresh, local ingredients.
  • Experience outdoor recreation at Sawyer Camp Trail: Cycle, jog, or walk along this popular trail with stunning views of the bay, ideal for active explorers.

Other Places to Stay in San Mateo, CA

Hillsdale Shopping Center
Hillsdale Shopping Center Vacation Rentals
Hillsdale
Hillsdale Vacation Rentals
Sugarloaf
Sugarloaf Vacation Rentals
Beresford Park
Beresford Park Vacation Rentals
Baywood - Aragon
Baywood - Aragon Vacation Rentals
North Central
North Central Vacation Rentals
San Mateo Park
San Mateo Park Vacation Rentals
Highlands-Baywood Park
Highlands-Baywood Park Vacation Rentals
East San Mateo
East San Mateo Vacation Rentals
Shoreview
Shoreview Vacation Rentals
Central San Mateo
Central San Mateo Vacation Rentals
South San Mateo
South San Mateo Vacation Rentals
More Places to Stay Near San Mateo

San Mateo 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 trying highly recommended restaurants and cafes nearby to enhance your stay.
  • Plan outdoor activities: Make the most of the pleasant climate by scheduling walks or recreational outings at nearby parks and scenic spots.
  • Discover transportation options: Familiarize yourself with public transit or consider car rentals to easily access key attractions and get around efficiently.
  • Book accommodations wisely: Opt for well-reviewed vacation rentals that offer comfort and convenience, ensuring a relaxing and memorable visit to this part of California.

Transportation Options

  • Caltrain: You can commute conveniently along the peninsula on this commuter rail, which connects here to San Francisco and other key cities in the region.
  • SFO BART Station: This rapid transit service offers direct access from here to San Francisco International Airport and beyond, making travel seamless within the area.
  • Local Bus Services: Multiple bus routes operate throughout the area, providing easy and affordable transportation around the city and nearby neighborhoods.
  • Rideshare Services: Popular app-based taxi options offer flexible transportation for exploring the destination or traveling to nearby attractions with ease.

Local Customs Options

  • San Mateo's Local Business Etiquette: Respect for local professional customs is important when engaging with the community and conducting business here.
  • Community Celebrations: Participating in annual events such as local festivals offers a genuine glimpse into the region's vibrant culture and traditions.
  • Dining Customs: It's customary to enjoy meals with a sense of community, often sharing dishes family-style during gatherings or special occasions.
  • Environmental Awareness: The area values sustainability, encouraging visitors to be mindful of eco-friendly practices during their stay.

Frequently Asked Questions About San Mateo?

1. What are the top vacation rentals in San Mateo?

There are a lot of options in San Mateo. If you plan on staying in the San Mateo 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:

2. How many vacation rentals have private pools in San Mateo?

There are 10 vacation rentals with private pools near San Mateo. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in San Mateo are best for families?

If you are looking for a family-friendly vacation home in San Mateo, 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 266 in the San Mateo 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. 

5. What is the cancellation policy for vacation rentals in San Mateo, California?

Cancellation policies vary depending on the individual listing. It is recommended to review the specific property’s cancellation terms listed online or contact the owner directly to understand the refund options and deadlines.

6. How do I confirm my reservation at a rental property here?

Reservations are typically confirmed through the booking platform once you complete the necessary payment and verification steps. Always check your email for confirmation details and contact the owner if you have any questions about your reservation.

7. Are there any specific house rules I should be aware of during my stay in this region?

Each vacation rental will have its own set of house rules outlined in the listing. It’s important to read these carefully before booking and to adhere to them during your stay to ensure a smooth experience.

8. What amenities can I expect from rental properties here?

Amenities vary by property but often include essentials such as Wi-Fi, parking, and kitchen facilities. To find accommodations with specific amenities, review the listing details or reach out directly to the property owner.

9. What should I know about local regulations affecting short-term rentals in this area?

Local regulations regarding vacation rentals can differ, so it's advisable to verify that the property complies with regional rules and permits. Contacting the owner or checking listing details can provide clarity and help ensure a compliant stay.

San Mateo Top Rated Vacation Rentals

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