San Mateo vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for San Mateo vacation rentals

Stay near San Mateo's top sights

Whole Foods Market158 locals recommend
Hillsdale Shopping Center150 locals recommend
Safeway148 locals recommend
Blue Line Pizza84 locals recommend
Century 12 San Mateo68 locals recommend
Draeger's Market66 locals recommend

Other great vacation rentals in San Mateo

Top guest favorite
Home in Benicia
4.92 out of 5 average rating, 145 reviews

Benicia,our cozy & handy get away for your group

TrishaRating, 5 stars1 month ago
want to say Thank you for a great experience on my first time renting on airbnb. The house was exactly as described and made our stay so much more enjoyable. Home was emaculent and in a quiet layer back neighborhood. Everything you could need for a comfortable stay was thought of and provided. I would definatly stay here again for my next visit to Benicia.
Top guest favorite
A spacious deck extends from the home, bordered by wooden railings. A dining table with several chairs is positioned beneath a fragrant wisteria, while views of the surrounding greenery are visible through large windows.
Home in Oakland
4.99 out of 5 average rating, 124 reviews

Beautiful Home. Gorgeous Views. Five Bedrooms.

SamanthaRating, 5 stars4 days ago
We stayed for a long weekend for a wedding with our big family. The place was great! Bedrooms are spacious, views and grounds are beautiful! We really enjoyed our time and would highly recommend! Thanks Bill!
Guest favorite
Camper/RV in Half Moon Bay
4.94 out of 5 average rating, 16 reviews

Breathtaking CA Coast Airstream - Beachfront (NEW)

FleourdelisRating, 5 stars1 week ago
we had an amazing stay here! view was breathtaking! campfire was a plus!!! we’ll be back!
Guest favorite
A modern bathroom features a glass-enclosed shower with a sleek showerhead and contemporary fixtures. The walls are adorned with textured tile, and a vanity with a mirror is seen in the background. Soft lighting from multiple sconces enhances the clean aesthetic.
Apartment in South San Francisco
4.92 out of 5 average rating, 37 reviews

Sparkling Clean Newly Remodeled 1BR near SF/SFO+EV

AlyssaRating, 5 stars1 month ago
We found George's place last minute on our way into San Francisco and it was the perfect place for a restful night after a long day of flying. In the morning it was a nice 10 minute for some delicious breakfast, would definitely book again!
Guest favorite
An open kitchen and dining area feature a large kitchen island with modern appliances and dark cabinetry. A dining table with white tablecloths is surrounded by various chairs, while a small desk with a monitor is positioned near a window, allowing natural light to fill the space.
Home in Campbell
5 out of 5 average rating, 25 reviews

3 bdrm 2bath bright renovated private deck

NathanRating, 5 stars5 months ago
I always choose to stay at Emrehans when I need a place near San Jose. Very beautiful, clean home/yard, great location. Emrehan communicates well and has been very accommodating to me. Very good price for the stay. Would recommend.
Guest favorite
The spacious kitchen features green cabinets with open shelving displaying glassware and plants. A butcher block countertop complements the modern appliances, including a microwave and stove. Natural light enters through the window, enhancing the warm wooden floor.
Home in Richmond
4.96 out of 5 average rating, 75 reviews

Quiet Gem w/city access 2BR 1BA

JanRating, 5 stars3 weeks ago
Charming, quiet and spacious with a beautiful backyard. Lots of natural light, beautiful original hardwood floors, comfortable beds. Big dining room table ideal for games, well equipped kitchen. We loved this quiet neighborhood convenient to services including a nearby Trader Joe's. It's also just a few minutes walk from El Cerrito Natural Grocery and Annex, a fantastic spot. Friendly, responsive hosts. We will definitely stay here again when we're in the area!
Superhost
Home in Castro Valley
5 out of 5 average rating, 3 reviews

2BR House with Canyon & Hillside Views

MercedesRating, 5 stars2 months ago
Our stay was absolutely wonderful! The home was peaceful and located in a quiet, friendly neighborhood with beautiful views. One of the biggest highlights was how welcoming they were to our pups. It made our stay even more enjoyable. Communication was excellent; they were always quick to respond to any questions we had. Overall, a fantastic experience, and we would definitely stay here again!
Guest favorite
A panoramic view of the San Francisco neighborhood is showcased, with rolling hills and homes visible in the distance. The foreground features tall trees and an elevated street, while a glimpse of the bay and distant hills can be seen under a clear blue sky.
Home in Noe Valley
4.91 out of 5 average rating, 172 reviews

Noe Valley entire guest suite overlooking downtown

IsmailRating, 5 stars1 week ago
Very comfortable apartment, Veronica was available and responded quick for all queries

Quick stats about vacation rentals in San Mateo

  • Total rentals

    570 properties

  • Total number of reviews

    18K reviews

  • Family-friendly rentals

    190 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

Your guide to San Mateo

All About San Mateo

Nestled between the hilly metropolis of San Francisco and urban San Jose, with the sweeping sands of Half Moon Bay to the west, the city of San Mateo boasts easy access to cultural hotspots, natural beauty, and a world-class food scene.

People are drawn here to admire nearly 45,000 artworks at the Cantor Arts Center at Stanford University, hike among the dramatic scenery at either end of Purisima Creek, and savor hard-to-beat ramen and crab nigiri at one of San Mateo’s established cluster of Japanese restaurants. There’s also public art to enjoy all around town, with vivid murals on numerous buildings, including the 1963 mosaic mural on South El Camino Real.

Less than half an hour west of San Mateo, Half Moon Bay boasts Surfers’ Beach for beginners and Mavericks for seasoned pros who want to take on wild waves. The same distance north, you can taqueria-hop in San Francisco’s Mission District and ride the city’s famous cable cars.


The best time to stay in a vacation rental in San Mateo

San Mateo is known for its mild, damp winters and dry summers. A lot of activities are outdoors, from kayaking in the bay to hiking and biking, so the summer and fall seasons are the best times to book San Mateo vacation rentals. Temperatures are at their most comfortable from April through October, and the changing colors of the leaves bring a range of pumpkin beers from the region’s breweries.

Layers are important in the colder months, as drizzle and searing sunshine are both possibilities in different parts of the Bay Area at any one time. You can see gray whales at Pacifica between February and April.


Top things to do in San Mateo

Japanese Tea Garden

The Japanese Tea Garden is one of the main attractions in Central Park, San Mateo’s main community park. The garden covers over 16 acres of manicured lawns, including a pagoda tower, a koi pond, and a teahouse for a quiet afternoon among delicate cherry blossoms. This serene site was designed by the landscape architect who worked on the Tokyo Imperial Palace.

Coyote Point

Less than 20 minutes from downtown by bike or road, Coyote Point is a popular spot for activities like windsurfing and sailing. If you’re cycling, the San Francisco Bay Trail crosses the park, so you can extend your ride north all the way to San Francisco or south to Palo Alto. At the water’s edge, you’ll find a marina and a beach, backing onto an 18-hole golf course.

Filoli Historic House & Garden

A 15-minute drive from San Mateo, this Georgian Revival house and its pristine landscaped gardens span over 650 acres. Wander around the terraces for commanding views of the Santa Cruz Mountains and cross Fault Creek Bridge to step over the famous San Andreas Fault. A spring visit will be rewarded with fragrant cherry and apple blossom.

Frequently Asked Questions

  • Where should I stay in San Mateo?

    Make yourself at home in San Mateo by choosing from our most frequently booked neighborhoods. We have over 530 vacation rentals in Parrot Drive Area, over 530 vacation rentals in Hillsdale, over 650 vacation rentals in Vintage Park, and over 650 vacation rentals in San Mateo Woods.

  • Are there vacation rentals with a dedicated workspace in San Mateo?

    Yes! Work meets play with ease at over 290 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in guesthouse rentals in San Mateo?

    Experience the best of San Mateo with our guesthouse rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in San Mateo?

    Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.

  • Are there San Mateo house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in San Mateo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in San Mateo have self check-in?

    Absolutely! We offer over 30 apartment rentals with self check-in in San Mateo. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Mateo have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in San Mateo. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Mateo have a gym?

    Absolutely! We offer over 20 house rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in San Mateo?

    San Mateo has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in San Mateo?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a gym, over 70 homes with self check-in, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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