Book Holiday Homes in San Mateo

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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
Holiday Homes
Lowest Price
NZ$202
Highest Price
NZ$315
Popular accommodation
Holiday Inn Golden Gateway, an IHG Hotel, Kimpton Alton Fisherman's Wharf, an IHG Hotel, Handlery Union Square Hotel, Club Quarters Hotel in San Francisco

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$202 per night from 5 Jan to 6 Jan
NZ$202
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...
Holiday Inn Golden Gateway, an IHG Hotel
Kimpton Alton Fisherman's Wharf, an IHG Hotel

Kimpton Alton Fisherman's Wharf, an IHG Hotel

4.5 out of 5
2700 JONES STREET, San Francisco, CA
Fully refundable
The price is NZ$315 per night from 24 Dec to 25 Dec
NZ$315
includes taxes & fees
24 Dec - 25 Dec
Stay at this 4.5-star luxury hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Kimpton Alton Fisherman's Wharf, an IHG Hotel
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$282 per night from 19 Dec to 20 Dec
NZ$282
includes taxes & fees
19 Dec - 20 Dec
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the pool and ...
Handlery Union Square Hotel
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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$225 per night from 22 Dec to 23 Dec
NZ$225
includes taxes & fees
22 Dec - 23 Dec
Stay at this 4-star business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Club Quarters Hotel in San Francisco
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.