San Mateo holiday rentals

When considering a holiday rental in San Mateo, California, the downtown area stands out as an excellent choice. This vibrant neighbourhood offers a delightful mix of dining, shopping, and cultural experiences. One of the highlights is the San Mateo Central Park, which features beautiful gardens, a Japanese tea garden, and ample space for relaxation and recreation. Additionally, the nearby Coyote Point Recreation Area provides stunning views of the Bay and opportunities for outdoor activities, making it great for nature enthusiasts.


Another appealing option is the Bay Meadows neighbourhood, which has seen significant development and offers a modern living experience with convenient access to local amenities. This area is close to the popular Hillsdale Shopping Centre, where visitors can indulge in various shops and restaurants.

For renting a beach house in San Mateo, the nearby coastal areas of Half Moon Bay and Pacifica are excellent options. In Half Moon Bay, you'll find stunning properties along the coastline, particularly near the Half Moon Bay State Beach, which offers an expansive sandy shoreline and beautiful ocean views. Many beach houses in this area come equipped with amenities such as outdoor decks, fire pits, and fully furnished kitchens, superb for families or groups looking to enjoy a seaside retreat.


Furthermore, the charming downtown area of Half Moon Bay features local shops, cafes, and restaurants, adding to the convenience for visitors. Just north, Pacifica also presents attractive beach house rentals along its picturesque beaches, like Rockaway Beach and Pacifica State Beach. These properties often boast amenities like oceanfront views, outdoor seating areas, and easy access to walking trails, making them ideal for nature lovers.


Both locations offer a superb blend of relaxation and outdoor activities, including hiking in the nearby coastal bluffs or exploring the scenic beauty of the Pacific Ocean.

In San Mateo, apartments are the most popular type of holiday rental, with around 144 available throughout the city. These apartments are typically found in lively neighbourhoods close to attractions such as Central Park and the San Mateo County History Museum. Most units are equipped with modern amenities including fully equipped kitchens, comfortable living areas, and often in-unit laundry facilities, making them ideal for both short and extended stays.


Additionally, there are about 132 holiday houses available, providing a more spacious option for families or larger groups. These homes generally feature multiple bedrooms, private outdoor spaces, and fully equipped kitchens.

In San Mateo, there are numerous family-friendly house rentals available, with around 15 options to choose from. This city, located in the heart of the San Francisco Peninsula, offers a variety of neighbourhoods that cater to families. Properties often feature spacious living areas, fully equipped kitchens for preparing meals, and backyards ideal for children to play in. Many homes come with modern amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay for all guests.


Families will appreciate the proximity to parks like Central Park, which boasts playgrounds, sports facilities, and picnic areas, making it a great spot for outdoor activities. Additionally, nearby attractions include the vibrant downtown area with its diverse dining options and shops, providing plenty of opportunities for exploration and family bonding.

In San Mateo, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This area offers a mix of residential neighbourhoods, including the picturesque Baywood-Aragon and the vibrant downtown area, providing a pleasant backdrop for your stay.


Travellers can expect a variety of amenities in these rentals, such as private swimming pools, relaxing hot tubs, and spacious outdoor patios great for gatherings. Many properties also include fully equipped kitchens, comfortable living areas, and essential amenities like Wi-Fi and air conditioning, ensuring a comfortable and enjoyable experience.

In San Mateo, there are numerous pet-friendly house rentals available, with around 33 options for travellers to choose from. The city's neighbourhoods, such as Central Park and Bay Meadows, offer a variety of holiday homes that typically feature amenities like spacious backyards, modern kitchens, and comfortable living areas, making them ideal for families and pet owners.


The Central Park area, in particular, provides easy access to local parks where pets can be exercised and socialised. Nearby, the Bayfront Park offers scenic walking trails along the shoreline, great for leisurely strolls with furry companions. Additionally, many rentals are conveniently located near pet-friendly cafes and shops, enhancing the overall experience for those travelling with their pets.

In San Mateo, there are numerous options for remote work holiday rentals, with around 208 available throughout the area. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, comfortable workspaces, and private offices, making them ideal for those looking to balance work and leisure.


The city boasts a vibrant setting, with easy access to parks, shopping, and dining options. Areas near Central Park offer tranquil surroundings and green spaces, superb for taking breaks during work hours. Additionally, the proximity to local cafés and restaurants provides convenient spots for informal meetings or a change of scenery. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.

In San Mateo, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals at their convenience. Many rentals also feature coffee and tea makers for a comforting start to the day. Onsite parking is a common amenity, making it easy for travellers with vehicles to navigate the area. Additionally, several properties are pet-friendly, accommodating those who wish to bring their furry companions along. Service animals are also permitted in these rentals.

The best time to visit San Mateo for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts visitors eager to enjoy the pleasant Californian climate and an array of outdoor activities. Expect temperatures to hover between 15 to 25 degrees Celsius, superb for exploring the area's parks, gardens, and nearby coastal attractions.


During these summer months, the town comes alive with events and activities that cater to a variety of interests. Whether you're keen on hiking in the beautiful San Bruno Mountain State Park or indulging in the local culinary scene, there's something for everyone. With longer daylight hours, you'll have ample time to soak in the sun and enjoy the many outdoor spaces San Mateo has to offer.


For those seeking a more budget-friendly option, consider visiting in December. While this is the low season, it presents a unique opportunity to experience the charm of San Mateo during the holiday period. The festive decorations and local events can create a warm and inviting atmosphere, allowing for a more relaxed pace while exploring the city.


Ultimately, your choice will depend on whether you prefer the lively summer vibe with its bustling activities or the quieter, more serene winter experience.

In San Mateo, visitors can enjoy a variety of attractions that cater to different interests. Central Park is a lovely spot for outdoor activities, featuring expansive lawns, a rose garden, and picnic areas, making it a superb place for families and nature lovers alike. Nearby, the San Mateo County History Museum offers insights into the region's past, located in a historic courthouse with intriguing exhibits.


For those interested in shopping and dining, the Hillsdale Shopping Centre provides a mix of retail shops and restaurants, creating a vibrant setting for visitors. The Coyote Point Recreation Area is another highlight, offering scenic views of the Bay, hiking trails, and a petting zoo, making it ideal for outdoor enthusiasts and families.


Additionally, the nearby Japanese Tea Garden is a tranquil escape where visitors can enjoy beautiful landscaping and serene pathways.

Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Stayz offers a wide selection of holiday homes in San Mateo with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

You can find great discounts on holiday homes in San Mateo on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

To find San Mateo holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

A long-stay holiday home in San Mateo is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

Book your San Mateo holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

Prices for holiday homes in San Mateo vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in San Mateo to more spacious homes.

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.