Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

Vintage San Francisco Bay Area Home

Vintage San Francisco Bay Area Home

South San Francisco
Stay at this vacation home in South San Francisco. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Cow Palace and ...
Vintage San Francisco Bay Area Home
3BD House/4 Beds Near Golden Gate Park !

3BD House/4 Beds Near Golden Gate Park !

San Francisco
The price is NZ$924 per night from 19 May to 20 May
NZ$924
per night
19 May - 20 May
Book a stay at this family-friendly vacation home in San Francisco. Enjoy free WiFi, a garden, and balconies. Popular attractions Golden Gate Park and Presidio ...
3BD House/4 Beds Near Golden Gate Park !
Your Cozy Gateway - Great Hotel Alternative

Your Cozy Gateway - Great Hotel Alternative

Oakland
The price is NZ$296 per night from 25 May to 26 May
NZ$296
per night
25 May - 26 May
Stay at this vacation home in Oakland. Enjoy an in-room coffeemaker and a spa tub. Popular attractions Fox Theater and RingCentral Coliseum are located ...
Your Cozy Gateway - Great Hotel Alternative
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Bright and airy beach vacation spot- perfect for families and ocean views

Bright and airy beach vacation spot- perfect for families and ocean views

Moss Beach
Stay at this vacation home in Moss Beach. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions JV Fitzgerald Marine ...
Bright and airy beach vacation spot- perfect for families and ocean views
Miramar Beach oceanfront home w/ amazing deck views & just steps from the beach

Miramar Beach oceanfront home w/ amazing deck views & just steps from the beach

Half Moon Bay
Book a stay at this beach vacation home in Half Moon Bay. Enjoy a beach locale, a garden, and patios. Popular attractions Waterfront Coastside Trail and Vallejo ...
Miramar Beach oceanfront home w/ amazing deck views & just steps from the beach
Quaint, cute two bedroom home

Quaint, cute two bedroom home

Mountain View
Stay at this vacation home in Mountain View. Enjoy air conditioning. Popular attractions Levi's Stadium and Shoreline Amphitheatre are located nearby.
Quaint, cute two bedroom home
Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!

Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!

Half Moon Bay
Stay at this vacation home in Half Moon Bay. Enjoy an in-room coffeemaker and a spa tub. Popular attractions Miramar Beach and Waterfront Coastside Trail are ...
Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!
Modern 3BR Oasis, Free Parking!

Modern 3BR Oasis, Free Parking!

Oakland
Stay at this vacation home in Emeryville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Fox Theater and Jack London Square are located ...
Modern 3BR Oasis, Free Parking!
Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!

Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!

South San Francisco
The price is NZ$255 per night from 17 May to 18 May
NZ$255
per night
17 May - 18 May
Stay at this vacation home in South San Francisco. Enjoy a fitness center, concierge services, and cable/satellite TV service. Popular attractions San Francisco ...
Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

San Mateo Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Mateo vacation homes are the perfect way for you to wing it.

Holiday houses in San Mateo let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Mateo in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Mateo adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Mateo with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Mateo vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Mateo Holiday Homes essential information

Accommodation
776 Holiday Homes
Lowest Price
NZ$229
Highest Price
NZ$924
Popular accommodation
Vintage San Francisco Bay Area Home, 3BD House/4 Beds Near Golden Gate Park !, Your Cozy Gateway - Great Hotel Alternative , Bright and airy beach vacation spot- perfect for families and ocean views, Miramar Beach oceanfront home w/ amazing deck views & just steps from the beach, Quaint, cute two bedroom home, Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!, Modern 3BR Oasis, Free Parking!, Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!

Top trending hotels in San Mateo

Holiday Inn Golden Gateway, an IHG Hotel

Holiday Inn Golden Gateway, an IHG Hotel

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
The price is NZ$252 per night from 27 May to 28 May
NZ$252
per night
27 May - 28 May
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool ...
Holiday Inn Golden Gateway, an IHG Hotel
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$268 per night from 28 May to 29 May
NZ$268
per night
28 May - 29 May
Book a stay at this eco-certified hotel in San Francisco. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Hotel Riu Plaza Fisherman's Wharf
Club Quarters Hotel in San Francisco

Club Quarters Hotel in San Francisco

4 out of 5
424 Clay St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 26 May to 27 May
NZ$229
per night
26 May - 27 May
Stay at this 4-star business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and ...
Club Quarters Hotel in San Francisco
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The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

4.5 out of 5
335 Powell Street, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$305 per night from 27 May to 28 May
NZ$305
per night
27 May - 28 May
Book a stay at this business-friendly hotel in San Francisco. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the ...
The Westin St. Francis San Francisco on Union Square
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See all available properties in San Mateo
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.