San Mateo County holiday homes

We found 3,691 holiday rentals — enter your dates for availability

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April 2025

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Find the perfect place for you stay in San Mateo County by choosing from 639 houses, 367 apartments and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Popular San Mateo County destinations on Bookabach

Holiday rentals with weekly discounts - San Mateo County

Showing deals for:18 Jul - 25 Jul

Exceptional

(27 reviews)

The Golden Peacock Palace in Marina District

San Francisco, CA

8% off

NZ$5,804 per night

includes taxes & fees

Exceptional

(10 reviews)

🌊🌞 4BR Ocean-View Oasis with Hot Tub, Arcade, and EV Plug by SF & Beaches 🏖️

Pacifica, CA

8% off

NZ$1,964 per night

includes taxes & fees

Exceptional

(21 reviews)

Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!

Cupertino, CA

7% off

NZ$875 per night

includes taxes & fees

Exceptional

(87 reviews)

Huge and comfortable house with gorgeous view and just a walk to the beach.

Pacifica, CA

8% off

NZ$1,365 per night

includes taxes & fees

Exceptional

(39 reviews)

Luxury living minutes from the heart of SF! One block away from Bart station.

Daly City, CA

7% off

NZ$2,528 per night

includes taxes & fees

Exceptional

(5 reviews)

Coastal Retreat - 3,000 sqft, Pets Ok, Walk 2 Beach & Tidepools, Surf, see Seals

Moss Beach, CA

8% off

NZ$2,568 per night

includes taxes & fees

Exceptional

(14 reviews)

Stunning Tuscan style Home w/ breathtaking view, near the ocean, city and trails

Redwood City, CA

13% off

NZ$907 per night

includes taxes & fees

Great Room is a large central gathering space with seating for 24 and sun deck

Exceptional

(11 reviews)

8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown

San Mateo, CA

9% off

NZ$2,450 per night

includes taxes & fees

Executive style, custom contractor built home in a gated community, five bedroom

Exceptional

(56 reviews)

Executive Vacation House Next to Ritz-Carlton

Half Moon Bay, CA

6% off

NZ$2,084 per night

includes taxes & fees

Exceptional

(46 reviews)

Spacious modern 3BR/3BA House with yard, hottub & parking - with flexible lease!

San Francisco, CA

8% off

NZ$1,103 per night

includes taxes & fees

Bay windows offer a bright sunny living room.

Exceptional

(82 reviews)

Local Style Living Inside the Big City! Two miles to UCSF and Golden Gate Park!

San Francisco, CA

8% off

NZ$591 per night

includes taxes & fees

Exceptional

(13 reviews)

Relaxing Home with Sweeping Views, Chef's Kitchen and Hot Tub in Center of SF

San Francisco, CA

8% off

NZ$1,298 per night

includes taxes & fees

Stately living room with sofa, fireplace and piano

Exceptional

(58 reviews)

Impressive Exec. Luxury Home. Pool & SPA. Beautiful, Clean, Spacious, Convenient

Union City, CA

8% off

NZ$979 per night

includes taxes & fees

Exceptional

(19 reviews)

Minutes to SF! Stunning 5BR/5BA home just ½ block from subway station!

Daly City, CA

8% off

NZ$1,448 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - San Mateo County

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Sleeps 6 · 2 bedrooms · 1 bathroom

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

Sleeps 6 · 2 bedrooms · 2 bathrooms

Quick walk to the beach, restaurants, coastal trail from house

Miramar Beach Home – Walk to Beach, Trails, Restaurants, Family Activities

Sleeps 12 · 4 bedrooms · 2+ bathrooms

Sparkling Clean Newly Built Luxury Ocean View 5 BR/3 BA Near SF/SFO+Free Parking

Sleeps 25 · 5 bedrooms · 3 bathrooms

Choose a holiday rental for your San Mateo County getaway

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

Activities and attractions in San Mateo County

Are you hoping to discover attractions to visit while you're in town? Venture out of your cosy holiday rental and check out everything that makes San Mateo County a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Tesla Motors (15.8 mi / 25.4 km)
Crystal Springs Golf Course (9.5 mi / 15.4 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)
Blackberry Farm Golf Course (15 mi / 24.1 km)

Exploring the natural landscape of San Mateo County

Whether you're looking for fun outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in San Mateo County. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

San Francisco Bay (15.5 mi / 24.9 km)
Golden Gate Park (23.5 mi / 37.8 km)
Horse Park at Woodside (4.8 mi / 7.7 km)
Coyote Point Park (8.7 mi / 13.9 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 to and around San Mateo County

The nearest airport is in San Carlos, CA (SQL), located 2.2 mi (3.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into San Francisco International Airport (SFO), which is 12.4 mi (19.9 km) away.

If you prefer to travel by train, Redwood City Station, San Carlos Station and Atherton Station are the main stations in the area. You can see more of San Mateo County by jumping on the metro at San Francisco Intl. Airport Station, San Bruno Station or South San Francisco Metro Station.

Frequently asked questions

What is the best area to stay in San Mateo County when booking a holiday home?

San Mateo is one of the more preferred locations to find a holiday property in San Mateo County. Looking for some awesome things to see and do in this destination? Make your way to Coyote Point Park and Hillsdale Shopping Centre.

What is the most popular type of holiday home accommodation in San Mateo County?

According to our research, apartments are considered the most popular property type in San Mateo County. But as you know, everyone’s idea of an epic trip isn’t the same. Bookabach has holiday homes of all shapes, sizes and budgets, and we’ll help you find your ideal fit.

How much does it cost to rent a holiday home in San Mateo County?

Length of stay, property type and time of year are some of the things that can determine the price of a holiday home. Simply add your travel dates to find your perfect fit. From cosy cabins to expansive villas, all Bookabach holiday homes offer incredible value.

How much does it cost to rent a beach house in San Mateo County?

Prices for beach houses in San Mateo County can differ depending on the style and size of the property and time of year you’re travelling. All you have to do is enter your travel dates into Bookabach and how many guests to see your home options and prices. From there you can use the filters to narrow your search by amenities, nearby activities, ratings and more.

What are popular home amenities in San Mateo County?

Off-street parking options, a microwave oven and a fridge top the list of most popular home amenities in San Mateo County. Whether you’re travelling alone, with your significant other or as a family, Bookabach will help you find a holiday home that matches your style with all the conveniences you’re looking for.

Are there large group holiday homes in San Mateo County?

San Mateo County has 156 holiday homes that can fit 10 or more guests. These properties come with the space and privacy you need to enjoy good times with family and friends.

What are the top attractions for families in San Mateo County?

Keeping the kids entertained during your San Mateo County holiday is easy with these fabulous family-friendly attractions:

Pier 39
Oracle Park
Golden Gate Park

Can I find two-bedroom holiday homes in San Mateo County?

San Mateo County has 509 two-bedroom holiday homes that you can choose from. Enjoy a holiday home with all the privacy and comfort you want at a price you’ll love on Bookabach.

Are there holiday homes with WiFi in San Mateo County?

San Mateo County has 504 holiday homes with WiFi, so you’ll be able to stay connected while travelling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Bookabach homes make it easy to go online.

How old do you have to be to rent a holiday home in San Mateo County?

It’s advisable to check with the San Mateo County holiday home you’re looking at on Bookabach as the age limit varies. However, generally it’s 16, 18 or 21.

How long can I rent a holiday home in San Mateo County for?

It’s down to the San Mateo County property. To look at a list of options offering extended stays, just type your travel dates and guest number into the Bookabach search page. Enjoy having the entire place to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and a yard where the kids can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.