Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Pedro Point, Pacifica
Stay at this vacation home in Pacifica. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pacifica State Beach and Rockaway Beach are located ...
Opens in a new windowOceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach
622- 1 bedroom 1 bathroom suite with TV, Private Bath & Kitchenette

622- 1 bedroom 1 bathroom suite with TV, Private Bath & Kitchenette

San Francisco
Stay at this vacation home in San Francisco. Popular attractions Golden Gate Park and Presidio of San Francisco are located nearby.
Opens in a new window622- 1 bedroom 1 bathroom suite with TV, Private Bath & Kitchenette
Beach Hideaway close to San Francisco and the Airport

Beach Hideaway close to San Francisco and the Airport

2 out of 5
Pacifica
Stay at this vacation home in Pacifica. Enjoy an in-room coffeemaker and in-room fireplaces. Popular attractions Rockaway Beach and Pacifica State Beach are ...
Opens in a new windowBeach Hideaway close to San Francisco and the Airport
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2BR Home in Menlo Park Near Stanford University!

2BR Home in Menlo Park Near Stanford University!

Menlo Park
Stay at this vacation home in Menlo Park. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shoreline Amphitheatre and Stanford Shopping ...
Opens in a new window2BR Home in Menlo Park Near Stanford University!
Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood

Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood

San Francisco
The price is NZ$792 per night from 22 Sept to 23 Sept
NZ$792
22 Sept - 23 Sept
includes taxes & fees
Book a stay at this family-friendly vacation home in San Francisco. Enjoy an in-room coffeemaker and housekeeping. Popular attractions Golden Gate Park and Presidio ...
Opens in a new windowContemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood
Delightful 3-bedroom 1.5 bath house in San Francisco

Delightful 3-bedroom 1.5 bath house in San Francisco

San Francisco
The price is NZ$1,260 per night from 1 Oct to 2 Oct
NZ$1,260
1 Oct - 2 Oct
includes taxes & fees
Stay at this vacation home in San Francisco. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Pier 39 and Oracle Park are ...
Opens in a new windowDelightful 3-bedroom 1.5 bath house in San Francisco
Test Property - E2E Vrbo

Test Property - E2E Vrbo

Oakland
The price is NZ$136 per night from 17 Sept to 18 Sept
NZ$136
17 Sept - 18 Sept
includes taxes & fees
Stay at this vacation home in Oakland. Enjoy laundry facilities and air conditioning. Popular attractions Jack London Square and Oakland Arena are located ...
Opens in a new windowTest Property - E2E Vrbo
Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking

Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking

San Francisco
Stay at this vacation home in San Francisco. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Golden Gate Park and Presidio of San Francisco ...
Opens in a new windowAbsolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking
Cute totally remodeled Cottage 100 feet from Beach

Cute totally remodeled Cottage 100 feet from Beach

Pacifica
Stay at this vacation home in Pacifica. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Rockaway Beach and Pacifica State Beach are ...
Opens in a new windowCute totally remodeled Cottage 100 feet from Beach
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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
1408 Holiday Homes
Lowest Price
NZ$136
Highest Price
NZ$1,260
Popular accommodation
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach, 622- 1 bedroom 1 bathroom suite with TV, Private Bath & Kitchenette, Beach Hideaway close to San Francisco and the Airport, 2BR Home in Menlo Park Near Stanford University!, Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood, Delightful 3-bedroom 1.5 bath house in San Francisco, Test Property - E2E Vrbo, Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking, Cute totally remodeled Cottage 100 feet from Beach

Top trending hotels in San Mateo

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

3 out of 5
330 N Bayshore Blvd, San Mateo, CA
Fully refundable
The price is NZ$211 per night from 28 Sept to 29 Sept
NZ$211
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in San Mateo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Opens in a new windowHoliday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG
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$348 per night from 21 Sept to 22 Sept
NZ$348
21 Sept - 22 Sept
includes taxes & fees
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 ...
Opens in a new windowHotel Riu Plaza Fisherman's Wharf
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$251 per night from 21 Sept to 22 Sept
NZ$251
21 Sept - 22 Sept
includes taxes & fees
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 ...
Opens in a new windowHoliday Inn Golden Gateway by IHG
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Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is NZ$450 per night from 25 Sept to 26 Sept
NZ$450
25 Sept - 26 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Opens in a new windowHyatt Regency San Francisco
Don't see what you're looking for?
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.