Discover Your Perfect San Mateo Vacation Homes

Best Vacation Homes in San Mateo

House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 320 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $181/Night 7 Nights - CA $1,264
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Apartment
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 215.28 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
CA $55/Night 7 Nights - CA $389
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Bed & Breakfast
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like-icon6.4
Good
(7 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Kitchen
    Kitchen
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CA $31/Night 7 Nights - CA $220
Condo
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like-icon9.6
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests 223 ft²
  • Parking
    Parking
  • Pool
    Pool
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CA $55/Night 7 Nights - CA $389
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Apartment
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 215.28 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
CA $49/Night 7 Nights - CA $347
House
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like-icon8.0
Excellent
(1 Review)
2 Bedrooms 2 Baths 6 Guests 646 ft²
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    Parking
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    Kitchen
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CA $119/Night 7 Nights - CA $835
Condo
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like-icon8.0
Excellent
(1 Review)
2 Bedrooms 1 Bath 3 Guests 420 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
CA $88/Night 7 Nights - CA $615
Condo
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1 Bedroom 1 Bath 4 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
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CA $4,474/Night 7 Nights - CA $31,320

San Mateo Luxury Rentals

Apartment
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2 Bedrooms 2 Baths 16 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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CA $912/Night 7 Nights - CA $6,381
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Apartment
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1 Bedroom 4 Baths 12 Guests 538.2 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
CA $751/Night 7 Nights - CA $5,254
Villa
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4 Bedrooms 4 Baths 12 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $634/Night 7 Nights - CA $4,441
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House
Map-icon
like-icon9.0
Exceptional
(1 Review)
2 Bedrooms 5 Baths 40 Guests 807.29 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
CA $582/Night 7 Nights - CA $4,077
House
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1 Bedroom 1 Bath 25 Guests
  • Hot Tub
    Hot Tub
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    Parking
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CA $554/Night 7 Nights - CA $3,879
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Apartment
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1 Bedroom 3 Baths 16 Guests 2690.98 ft²
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    Parking
  • Pool
    Pool
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CA $521/Night 7 Nights - CA $3,649
House
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 5 Baths 16 Guests 4628.48 ft²
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    Parking
  • Pool
    Pool
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CA $493/Night 7 Nights - CA $3,453
Apartment
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1 Bedroom 1 Bath 4 Guests 129 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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CA $373/Night 7 Nights - CA $2,611

San Mateo Pet Friendly Vacation Rentals

Cabin
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2 Bedrooms 1 Bath 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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CA $232/Night 7 Nights - CA $1,621
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Villa
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 25 Guests 581.25 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
CA $273/Night 7 Nights - CA $1,912
Villa
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $525/Night 7 Nights - CA $3,676
Condo
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1 Bedroom 1 Bath 4 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $123/Night 7 Nights - CA $864
Resort
Map-icon
like-icon10.0
Exceptional
(1 Review)
8 Baths 50 Guests 7534.74 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
CA $266/Night 7 Nights - CA $1,863
House
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2 Bedrooms 2 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Pet Friendly
    Pet Friendly
More amenities
CA $88/Night 7 Nights - CA $619
Condo
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1 Bedroom 1 Bath 4 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $62/Night 7 Nights - CA $438
New
Apartment
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1 Bedroom 1 Bath 3 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $53/Night 7 Nights - CA $373

San Mateo Large Vacation Homes

Villa
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2 Bedrooms 3 Baths 98 Guests 2000 ft²
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    Parking
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    Pool
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CA $703/Night 7 Nights - CA $4,920
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Bed & Breakfast
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like-icon9.3
Exceptional
(44 Reviews)
4 Bedrooms 4 Baths 16 Guests 392.88 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $61/Night 7 Nights - CA $425
Villa
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2 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Pool
    Pool
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CA $877/Night 7 Nights - CA $6,138
Villa
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2 Bedrooms 2 Baths 10 Guests
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    Parking
  • Pool
    Pool
More amenities
CA $670/Night 7 Nights - CA $4,693
Villa
Map-icon
like-icon8.7
Fabulous
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 96.88 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $239/Night 7 Nights - CA $1,675
House
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3 Bedrooms 4 Baths 15 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $567/Night 7 Nights - CA $3,968
Villa
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2 Bedrooms 2 Baths 20 Guests 431 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $523/Night 7 Nights - CA $3,661
House
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3 Bedrooms 3 Baths 10 Guests 139 ft²
  • Parking
    Parking
  • Pool
    Pool
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CA $389/Night 7 Nights - CA $2,721

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.

Best Times to Visit San Mateo

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can greatly enhance your experience, so consider planning your stay during the region’s optimal seasons for enjoyable weather and local activities.

Peak Season Highlights

spring
December to February

During this period, the area experiences its peak tourist season, attracting visitors seeking pleasant weather and festive celebrations. Booking your vacation rentals early ensures you secure the best accommodations for a memorable stay.

Average Temperature Daytime: 22°C to 28°C - Nighttime: 16°C to 20°C
spring
March to May

This warmer season draws travelers looking to enjoy outdoor activities and local festivities. Planning ahead allows you to find suitable vacation rentals in this popular destination before it gets fully booked.

Average Temperature Daytime: 30°C to 34°C - Nighttime: 22°C to 26°C

Off-Season Highlights

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June to August

The region sees fewer visitors during these months, making it an ideal time for those seeking quieter vacation rentals and more affordable rates. The weather remains generally warm, perfect for exploring at a relaxed pace.

Average Temperature Daytime: 28°C to 32°C - Nighttime: 21°C to 25°C
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September to November

As the rainy season approaches, travel becomes less crowded, providing a peaceful atmosphere. This is a good time to book vacation rentals with flexible cancellation policies and enjoy the area's natural beauty in tranquility.

Average Temperature Daytime: 27°C to 31°C - Nighttime: 20°C to 24°C

Weekly Weather Forecast for San Mateo

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

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 swimming pool to relax and unwind during your stay.
  • Benefit from beautifully landscaped gardens that provide a serene outdoor setting.
  • Take advantage of outdoor dining areas perfect for alfresco meals with family or friends.
  • Explore spacious patios or decks offering scenic views of the region’s natural beauty.
  • Use outdoor barbecue grills to prepare delicious grilled dishes in a convenient setting.
  • Access outdoor recreation spaces such as sports courts or play areas, ideal for active guests.
  • Experience lush green lawns ideal for picnics or casual outdoor gatherings.
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Family Activities

  • Visit the San Mateo Eco Park: Enjoy a day outdoors exploring scenic trails, picnic areas, and natural attractions perfect for family bonding in this serene spot.
  • Explore the local farmers' markets: Experience the vibrant atmosphere and taste fresh, regional produce while supporting local vendors here in the area.
  • Discover nearby waterfalls and nature spots: Embark on family-friendly excursions to breathtaking waterfalls that showcase the natural beauty of this destination.
  • Engage in cultural activities at community centers: Participate in workshops and events that highlight the region's rich traditions, ideal for enriching family experiences.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails and lush parks to enjoy the natural beauty that surrounds this destination, perfect for outdoor enthusiasts seeking a peaceful retreat.
  • Visit Local Markets: Discover regional flavors and handmade crafts while strolling through vibrant markets that showcase the area's rich cultural heritage.
  • Dining Experiences: Savor a variety of local cuisines at renowned restaurants and cafes, offering authentic flavors that highlight the region's culinary traditions.
  • Historical and Cultural Tours: Immerse yourself in the area's history by exploring museums and landmarks that reveal its unique past and cultural significance.

San Mateo Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Transportation: Arrange reliable transport options in advance to easily explore the area's local attractions and scenic spots without hassle.
  • Explore Local Cuisine: Take advantage of nearby eateries to enjoy authentic dishes that showcase the region’s culinary heritage.
  • Schedule Relaxing Days: Incorporate leisure time into your itinerary to unwind at peaceful spots near your vacation rentals, ensuring a balanced trip.
  • Connect with Community Tours: Engage in guided tours or cultural experiences offered locally for a deeper understanding of the region's rich history and traditions.

Transportation Options

  • Jeepneys: A popular and affordable mode of transportation, jeepneys connect you to various parts of the area with vibrant and traditional Filipino charm.
  • Taxis and Rideshare Services: Conveniently available for door-to-door service, taxis and rideshare options like Grab offer flexibility when exploring here.
  • Public Buses: For longer journeys within the region, public buses provide an economical way to reach nearby destinations and attractions.
  • Private Car Rentals: Renting a private vehicle grants you the freedom to explore at your own pace, ideal for trips around this destination and beyond.

Local Customs Options

  • Harana Tradition: Participating in the local practice of serenading loved ones is a cherished custom that reflects the region's warm community spirit.
  • Fiestas and Religious Festivals: Engaging in vibrant celebrations and processions, which are integral to the area's cultural identity, offers an authentic experience for visitors staying in nearby vacation rentals.
  • Pamana (Ancestral Customs): Respecting the traditional Filipino values and family-oriented practices prevalent here helps deepen your connection with the local community.
  • Food Sharing Etiquette: Observing the customary way of sharing meals during gatherings demonstrates the region’s hospitality and emphasis on communal harmony.

Frequently Asked Questions About San Mateo?

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

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

There are 9 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 2026 is over 259 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 this area?

Cancellation policies vary depending on the listing owner. To understand the specific terms and any applicable fees, please review the cancellation policy listed with your chosen property or contact the owner directly.

6. How do I confirm my booking for a vacation rental here?

Booking confirmation generally occurs after you complete the reservation process online and receive a confirmation email from the host. Be sure to review all details and communicate with the owner if you have any questions.

7. Are there specific check-in and check-out times I should be aware of in this destination?

Check-in and check-out times are set by each property host and can differ. You can find this information on the property listing or by reaching out to the owner for clarification before your arrival.

8. What amenities are typically available in vacation rentals within this region?

The amenities vary between properties, but many offer essentials like Wi-Fi, kitchen facilities, and air conditioning. For detailed amenities, refer to the property listing or contact the host directly.

9. Is it possible to modify or extend my stay in a vacation rental here, and how should I proceed?

Modifications or extensions depend on the property's availability and the owner's policies. Contact the host as early as possible through the platform to discuss potential arrangements and ensure your requests can be accommodated.

San Mateo Top Rated Vacation Rentals

star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 301.39 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $58/Night 7 Nights - CA $408
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 236.81 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $51/Night 7 Nights - CA $359
star-icons-3
Resort
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
CA $141/Night 7 Nights - CA $989
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests 333.68 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $51/Night 7 Nights - CA $358
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Apartment
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests 226.04 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
CA $70/Night 7 Nights - CA $488
Apartment
Map-icon
like-icon9.7
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
CA $37/Night 7 Nights - CA $258
Apartment
Map-icon
like-icon9.7
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 333.68 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
CA $73/Night 7 Nights - CA $514
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Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 2 Guests 226.04 ft²
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
CA $37/Night 7 Nights - CA $262