Discover Your Perfect San Mateo Vacation Homes

Best Vacation Homes in San Mateo

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 320 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $82/Night 7 Nights - US $576
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Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 215.28 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $40/Night 7 Nights - US $277
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Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
1 Bedroom 1 Bath
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
US $25/Night 7 Nights - US $174
Condo
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 223 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $30/Night 7 Nights - US $208
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Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 215.28 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $35/Night 7 Nights - US $247
House
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Bedrooms 2 Baths 6 Guests 646 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $85/Night 7 Nights - US $595
Condo
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Bedrooms 1 Bath 3 Guests 420 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $53/Night 7 Nights - US $373
Condo
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
US $3,184/Night 7 Nights - US $22,288

San Mateo Luxury Rentals

Apartment
Map-icon
2 Bedrooms 2 Baths 16 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $646/Night 7 Nights - US $4,523
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Apartment
Map-icon
1 Bedroom 4 Baths 12 Guests 538.2 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $535/Night 7 Nights - US $3,745
House
Map-icon
1 Bedroom 1 Bath 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $456/Night 7 Nights - US $3,192
Villa
Map-icon
4 Bedrooms 4 Baths 12 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $418/Night 7 Nights - US $2,926
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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
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $415/Night 7 Nights - US $2,906
House
Map-icon
1 Bedroom 1 Bath 25 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $395/Night 7 Nights - US $2,765
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Apartment
Map-icon
1 Bedroom 3 Baths 16 Guests 2690.98 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $372/Night 7 Nights - US $2,601
House
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 5 Baths 16 Guests 4628.48 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
US $352/Night 7 Nights - US $2,461

San Mateo Pet Friendly Vacation Rentals

Condo
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $88/Night 7 Nights - US $616
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Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 25 Guests 581.25 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $195/Night 7 Nights - US $1,363
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Hotel
Map-icon
like-icon6.8
Good
(12 Reviews)
1 Bath
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $29/Night 7 Nights - US $204
Cabin
Map-icon
2 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $86/Night 7 Nights - US $605
Resort
Map-icon
like-icon10.0
Exceptional
(1 Review)
8 Baths 50 Guests 7534.74 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $150/Night 7 Nights - US $1,052
House
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $63/Night 7 Nights - US $441
New
Condo
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $33/Night 7 Nights - US $234
Apartment
Map-icon
1 Bedroom 1 Bath 3 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $16/Night 7 Nights - US $109

San Mateo Large Vacation Homes

Villa
Map-icon
2 Bedrooms 3 Baths 98 Guests 2000 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $501/Night 7 Nights - US $3,507
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.3
Exceptional
(44 Reviews)
4 Bedrooms 4 Baths 16 Guests 392.88 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $43/Night 7 Nights - US $303
Villa
Map-icon
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $374/Night 7 Nights - US $2,620
Villa
Map-icon
2 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $478/Night 7 Nights - US $3,345
Villa
Map-icon
like-icon8.7
Fabulous
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 96.88 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $171/Night 7 Nights - US $1,194
House
Map-icon
3 Bedrooms 4 Baths 15 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $404/Night 7 Nights - US $2,828
Villa
Map-icon
2 Bedrooms 2 Baths 20 Guests 431 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $373/Night 7 Nights - US $2,609
House
Map-icon
3 Bedrooms 3 Baths 10 Guests 139 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $277/Night 7 Nights - US $1,939

Discover & compare premier experiences around San Mateo

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

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.

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.

San Mateo Vacation Rental Frequently Asked Questions

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 8 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 255 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-3
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests 290.63 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $27/Night 7 Nights - US $187
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 301.39 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
US $42/Night 7 Nights - US $291
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 236.81 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
US $37/Night 7 Nights - US $259
star-icons-3
Resort
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bath
  • Spa
    Spa
  • Pool
    Pool
More amenities
US $341/Night 7 Nights - US $2,387
New
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 775 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $58/Night 7 Nights - US $409
New
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests 333.68 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $33/Night 7 Nights - US $228
star-icons-4
Apartment
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests 226.04 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $50/Night 7 Nights - US $348
Apartment
Map-icon
like-icon9.7
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
US $26/Night 7 Nights - US $184