Discover a selection of 3,000 vacation rentals in San Mateo County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $126 per night, and houses and condos are popular options for a stay in San Mateo County. Either way, you'll find a rental for everyone's needs.
Top rated rentals — San Mateo County
Destination guide

Choose a vacation rental for your San Mateo County getaway

Learn about the unique charm of San Mateo County with a stay in a private vacation home. This city has something for everyone. Levi's Stadium and Tesla Motors are just a couple of the must-sees in the area. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in San Mateo County

Are you searching for things to do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes San Mateo County a fun spot to vacation. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Tesla Motors (15.8 mi / 25.4 km)
  • Crystal Springs Golf Course (9.5 mi / 15.4 km)
  • GoKart Racer (10.7 mi / 17.2 km)
  • NASA Ames Research (10.7 mi / 17.2 km)
  • Half Moon Bay Golf Links (11.9 mi / 19.2 km)
  • Twin Creeks Sports Complex (13.6 mi / 21.9 km)
Natural features

Exploring the natural landscape of San Mateo County

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in San Mateo County. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Horse Park at Woodside (4.8 mi / 7.7 km)
  • Baylands Nature Preserve (7.2 mi / 11.6 km)
  • Coyote Point Park (8.6 mi / 13.8 km)
  • Shoreline Park (9 mi / 14.4 km)
  • Half Moon Bay State Beach (11.9 mi / 19.1 km)
  • Venice Beach in Half Moon Bay (11.9 mi / 19.2 km)
How to get there

How to get to and around San Mateo County

The nearest airport is in San Francisco Intl. Airport (SFO), located 12.4 mi (19.9 km) from the city center.

If you prefer to travel by train, Redwood City Station, San Carlos Station and Atherton Station are the main stations that serve the city. You can get around San Mateo County by jumping on the metro at San Francisco Intl. Airport Station, San Bruno Station or South San Francisco Metro Station.

What are the top vacation rentals in San Mateo County?

Elegant mansions, tranquil houseboats and cozy cottages — everyone's dream getaway is different. Whatever your style, you're sure to find something that catches your eye among our top vacation rentals in San Mateo County:

  • "Beautiful Beach House Steps From The Beach And Hiking Trails": If you're searching for someplace in Half Moon Bay with 3 bedrooms and plenty of style, consider this escape. Amenities include a phone and a bicycle.
  • "Golden Gate Park And Museums 1 Block Away": Put your bags down and your feet up at this favorite in Richmond District. It features 2 bedrooms, a garden, heating and more.

For even more great options, use the search bar at the top of the page to find the perfect San Mateo County vacation rental for you.

What are the best tiny house vacation rentals in San Mateo County?

You need only set foot in one of our tiny house vacation rentals in San Mateo County to recognize that awesome things really do come in small packages. Efficiently designed to make use of every square inch of space, these fun-sized digs promise a big vacation experience:

  • Leave it all behind and escape to "Luxury Private Tiny House On 10 Remote Acres". This getaway in Ione packs plenty of conveniences into its cozy space, such as an outdoor pool and winery tours.
  • "Among The Stars - Tiny Home With Views" comes with a range of comforts, such as internet services and off-street parking options. Located in Oakhurst, you'll be able to live large in this small but cleverly designed hideaway.

Can I find log cabins to rent in San Mateo County?

You'll find some charming log cabins for rent in and near San Mateo County. Get the rustic cabin experience while vacationing in natural surroundings at one of these impressive choices:

  • "Oceanfront 2bd Modern Log Cabin In Bolinas" will help ensure your San Mateo County vacation is all you hoped it would be. With amenities that include a nearby beach and daily housekeeping services to make life easy, all you've got to do is put your feet up and enjoy yourself.
  • After a full day of being outdoors, kick back and relax at "Sonoma Wine Country Luxury Log Cabin". This cozy retreat comes with a restaurant dining guide and a smart TV.

What are the top-rated vacation rentals for weekend getaways in San Mateo County?

While one or two-week vacations to new places are awesome, there's something refreshing about embarking on a weekend getaway. These properties in San Mateo County are perfect for just that:

  • "Luxurious Top - Rated Nopa Home + Garage + Free Cleaning" - This rental in North of the Panhandle offers amenities that'll make your visit nice and comfortable, such as a beach and nearby whale-watching activities. Its terrific location also makes it a great base to get out and do some sightseeing.
  • "Lovely Remodeled Beach House Next To Ocean" - With an ocean view and a nearby laundromat, not to mention its great location in Half Moon Bay, you'll want more than a weekend at this rental property.

Can I find studio apartments for rent in San Mateo County?

If you're after something a little more personal than the usual hotel room, you'll like our studio apartments in San Mateo County. Cook up a storm in your kitchenette, scroll through social media on the lounge and feel completely at home. Here are some of our top-rated studios:

  • Eat, snooze, chill with friends ... Do it all from the compact yet cleverly designed single space at "Luxurious Top - Rated Nopa Home + Garage + Free Cleaning". Located in North of the Panhandle, a hair dryer and golf are among its amenities.
  • Start your day with a hot coffee and fried-up eggs and bacon at "West Portal Studio, Ocean View And Convenient". This West of Twin Peaks getaway has all the things you need to make your stay cozy, including nearby birdwatching activities and a barbecue grill.

Can I find short term rentals in San Mateo County?

Book yourself a cheap and cozy cabin or ignore your accountant and go all out in a luxury condo. Vrbo has no shortage of short-term rentals for your getaway to San Mateo County. Take a look at these properties for some inspiration:

  • Located close to the heart of North of the Panhandle, "Luxurious Top - Rated Nopa Home + Garage + Free Cleaning" is well suited to a short-term stay. Unpack your bags and then explore all the interesting attractions around the area.
  • "Lovely Remodeled Beach House Next To Ocean" also welcomes short-term guests. Spend a couple of lazy days at this vacation rental in Half Moon Bay and see why it's a favorite among many travelers.

What are the best romantic weekend getaways in San Mateo County?

A romantic weekend getaway in San Mateo County is a surefire way to feed the flame of passion. Light some pretty candles, take your honey by the hand and get set to watch the sparks fly at one of these properties:

  • "Beautiful Beach House Steps From The Beach And Hiking Trails" in Half Moon Bay will convince you to make romantic weekends away a regular thing. This retreat is full of nice touches, including winery tours and a fireplace.
  • Another attractive option is "Golden Gate Park And Museums 1 Block Away" in Richmond District. Enjoy perks here including a nearby bay and a fireplace, in addition to each other's company.

Are there mansions for rent in San Mateo County?

Forget waiting in line at the hotel breakfast bar or trying to find a spot in the sauna during your vacation. Grab your favorite people and upgrade your getaway big-time with one of these mansions for rent in San Mateo County:

  • Settle in, switch off and take advantage of all the magnificent things on offer at "W. Menlo Luxurious Executive Mansion Over 4000sqft" in University Heights. Top-end amenities here include a fireplace and free WiFi.
  • "Union Street Single Family Mansion" is another awesome option that's hard to resist. It's located in Cow Hollow and features a whole bunch of highlights your guests will love, including a garden and fitness facilities.

What are the best large group vacation rentals in San Mateo County?

If you're planning to take that special trip away, don't go it alone; bring the whole crew. You'll have more fun sharing the adventure with the ones you love. These vacation rentals in San Mateo County are ideal for larger groups:

  • "Comfortable Vacation Home Near": With 5 bedrooms, everyone can join the fun at this popular escape in San Bruno. A kitchen and a nearby casino are among the amenities offered here.
  • "Of Silicon Valley Large Dream Home Near Sfo": You'll get your squad's nod of approval at this Highlands-Baywood Park option which features a swimming pool, a kitchen and more. It has 4 bedrooms that will comfortably accommodate all your guests.

What are the best houses for rent with a pool in San Mateo County?

In San Mateo County, there are plenty of house rentals where every day can be a pool day. Having a splashing good time will be your main priority at one of these quality escapes:

  • The pool at "Beautiful Beach House Steps From The Beach And Hiking Trails" is guaranteed to add a whole new dimension of fun to your escape. Located in Half Moon Bay, this vacation rental also comes with books and a stereo.
  • Wake up and enjoy a refreshing dip at "Lovely Remodeled Beach House Next To Ocean" in Half Moon Bay. A separate dining area and a garden are other amenities at this exceptional option.

Explore destinations around San Mateo County

Half Moon Bay
465 vacation rentals
San Bruno
700 vacation rentals
Moss Beach
99 vacation rentals
108 vacation rentals
1,462 vacation rentals
South San Francisco
1,500 vacation rentals
Daly City
1,375 vacation rentals
Menlo Park
638 vacation rentals
Redwood City
883 vacation rentals
1,181 vacation rentals
East Palo Alto
674 vacation rentals
San Carlos
818 vacation rentals
Foster City
537 vacation rentals
San Mateo
2,363 vacation rentals
3,429 vacation rentals
1,975 vacation rentals
768 vacation rentals
656 vacation rentals
La Honda
473 vacation rentals
1,926 vacation rentals