Vacation Rentals in San Mateo County

Start comparing over 663 rentals in San Mateo County and book at the best price!

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Vacation housesBarnsPoolPets allowed

8.0

Vacation Rentals in San Mateo County

Vacation rental for 6 people

3 bedrooms5.2 mi to the beach

9.1

(55 reviews)

from $192 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom5.4 mi to the beach

10.0

from $195 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom5.2 mi to the beach

10.0

from $191 / nightFREE cancellation

Vacation rental for 2 people, with terrace

3.7 mi to the beach

10.0

(17 reviews)

from $225 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 2 people, with hot tub

1 bedroom5.5 mi to the beach

10.0

from $111 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom6.7 mi to the beach

10.0

(16 reviews)

from $166 / nightFREE cancellation

Vacation rental for 2 people, with terrace

1 bedroom3.2 mi to the beach

10.0

(20 reviews)

from $209 / nightFREE cancellation

Vacation rental for 2 people, with yard and balcony

1 bedroom1.1 mi to the beach

9.8

(34 reviews)

from $278 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 2 people, with pets

1 bedroom1.1 mi to the beach

9.5

(21 reviews)

from $140 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with yard

3.7 mi to the beach

9.2

(52 reviews)

from $182 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with yard and terrace

1 bedroom1.1 mi to the beach

10.0

(13 reviews)

from $104 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with terrace and yard, with pets

1 bedroom8 mi to the beach

10.0

from $205 / nightFREE cancellation

Vacation Rentals with Pool

Pool

Vacation rental for 2 people, with yard

1 bedroom7 mi to the beach

9.8

(11 reviews)

from $379 / nightFREE cancellation

Pool

Vacation rental for 3 people, with balcony and pool as well as yard, with pets

1 bedroom4.7 mi to the beach

8.0

from $387 / nightFREE cancellation

Pool

Vacation rental for 2 people, with pool and balcony

1 bedroom4 mi to the beach

from $158 / nightFREE cancellation

Pool

Vacation rental for 2 people, with balcony and pool

1 bedroom7.8 mi to the beach

from $300 / nightFREE cancellation

Vacation Rentals with Yard

Yard

Vacation rental for 2 people, with balcony and yard

2 bedrooms250 yd to the beach

10.0

(12 reviews)

from $471 / nightFREE cancellation

Yard

Vacation rental for 2 people, with balcony and yard

1 bedroom0.6 mi to the beach

9.8

(51 reviews)

from $183 / nightFREE cancellation

Yard

Vacation rental for 2 people, with yard

1 bedroom7.3 mi to the beach

9.5

(13 reviews)

from $232 / night

Yard

Vacation rental for 2 people, with yard and terrace, with pets

1 bedroom6.1 mi to the beach

9.5

(22 reviews)

from $179 / nightFREE cancellation

Find Vacation Rentals in San Mateo County

Popular Destinations in San Mateo County

Best Vacation Rentals in San Mateo County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Vacation Rental for 2 Guests in Redwood City, Silicon Valley

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Redwood City, Silicon Valley

Vacation Rental • 635 ft² • 1 Bedroom

Redwood City, Silicon Valley

10.0

(20 reviews)

Enjoy complete privacy and comfort in this tastefully appointed 1 bedroom, 1 bath garden cottage located in the charming tree-lined neighborhood of Mount Carmel in Redwood City.The cottage is a stand alone, custom built home, nicely situated behind a charming 1920's main house. It has its own private lit entry path through a lush garden, separate front entrance, relaxing patio garden and plentiful on street parking. The cottage was designed and furnished by a professional interior designer with attention paid to all the details that make a space inviting and relaxing for short and long term...

from $209 / night

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Vacation Rental for 2 Guests in Menlo Park, Silicon Valley

Vacation Rental for 2 Guests in Menlo Park, Silicon Valley, Picture 1

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Menlo Park, Silicon Valley

Vacation Rental • 2 Guests • 1 Bedroom

Menlo Park, Silicon Valley

9.5

(13 reviews)

Privately keyed entrance. 5 min to downtown Palo Alto (or walk). 10 minutes to Stanford. Immaculately clean. Queen bed brand new Simmons Beautyrest Pacific 850 hotel quality mattress. Hardwood floors, closet. Sparkling wine and crackers and cheese upon arrival, coffee accouterments, refrigerator, and microwave. Windows look out on apple tree and small patio space, which is available for guest use. 40" flat screen TV. Luxury Turkish cotton towels. Perfect oasis for business travelers to Silicon Valley, Stanford, FB, Sand Hill Road VCs or SLAC, as well as for leisure travelers. Note: we do ha...

from $232 / night

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Vacation Rental for 2 Guests in Half Moon Bay, San Mateo County

Vacation Rental for 2 Guests in Half Moon Bay, San Mateo County, Picture 1

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Half Moon Bay, San Mateo County

Vacation Rental • 1292 ft² • 2 Bedrooms

Half Moon Bay, San Mateo County

10.0

(12 reviews)

Stunning ocean views from kitchen, dining, family room, and large deck.Partial ocean view from Master Bedroom. Two bedroom two bath upstairs in duplex on beautifully landscaped large lot.Quiet and peaceful.Beautiful chefs kitchen looks out on ocean vista, foliage,and opens onto large deck (45' x 13').Walk or bike to several great dining spots (Sam's Chowder House, Miramar Inn, Via Una. Short drive or bike to restaurants at Pillar Point (2 miles north) or Main Street in Half Moon Bay (3 miles south).Wonderful yet uncrowded sandy beach is short walk away, with miles of space to walk or jog. S...

from $471 / night

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Popular Destinations in San Mateo County

Foster CityExplore destination →

Prices and availability

Current Vacation rental prices San Mateo County

$525for 3 Aug - 10 Aug

$479 annual average

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Average price per week

Current vacation rental availability San Mateo County

11%for 3 Aug - 10 Aug

43% annual average

Aug

Sep

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Percentage of available rentals

FAQs: Vacation Rentals in San Mateo County

On average, how much do vacation rentals in San Mateo County cost?

Last year, rentals in San Mateo County had an annual average cost of around $461 per night.

During which months are vacation rentals cheaper in San Mateo County?

]If you would like to get the most out of your money, the cheapest months to visit San Mateo County are December ($378 the average per night for accommodation), March ($380), and February ($381).

When does the price of vacation rentals in San Mateo County go up the most?

Last year, the month that showed the highest annual average prices in San Mateo County was October, with an average price of $532 per night. This was followed by June, with an average of $503, and then August, with $501.

Is San Mateo County a good location for a last-minute getaway?

If you decide to put San Mateo County on your bucket list, we suggest planning your vacation long before you go because it tends to be very high in demand, with an annual average of 80% of rentals booked the previous year.

When are more vacation rentals available?

The best months to find free accommodation in San Mateo County are August (the average amount of properties that are available reached 27% of the total last year), December (25%), and July (25%).