Book Holiday Homes in San Mateo
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in San Mateo

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
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

Hotel Riu Plaza Fisherman's Wharf

Holiday Inn Golden Gateway by IHG

Hyatt Regency San Francisco
More ways to explore San Mateo
Top picks
- Venice Beach Hotels
- Accommodation in South San Francisco
- Accommodation in Visalia
- Accommodation in Torrance
- Accommodation in Culver City
- Accommodation in Hermosa Beach
- Accommodation in West Hollywood
- Accommodation in Pasadena
- Accommodation in Redlands
- Accommodation in Burbank
- Accommodation in Santa Monica
- Accommodation in Beverly Hills
- Accommodation in Inglewood
- Accommodation in Beaumont
- Venice Family Hotels
- Accommodation in Pomona
- Beverly Hills Luxury Hotels
- Accommodation in Malibu
- Accommodation in Manhattan Beach
- Accommodation in Venice
- Accommodation in Redondo Beach
- Accommodation in Roseville
- Accommodation in Burlingame
- Accommodation in Long Beach
- Santa Monica Luxury Hotels
- Accommodation in Berkeley
- Accommodation in Glendale
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.