Downtown San Mateo holiday rentals
We found 26 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Downtown San Mateo that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, which might include a garden and Wi-Fi. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Find spaces that suit your style
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Condo/Apartment
Cabin
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Find properties near top attractions in Downtown San Mateo
Find the best place to stay - Downtown San Mateo

Modern 3BR/3BA House 8min from SFO w/ Free Parking
Sleeps 7 · 3 bedrooms · 3 bathrooms

Bright and Beautiful Craftsman in downtown San Mateo
Sleeps 6 · 3 bedrooms · 2+ bathrooms

Remodeled 2BR in Downtown San Mateo
Sleeps 4 · 2 bedrooms · 1 bathroom

804 SanMateo Comfortable 2BR Home/WiFI & Free Parking
Sleeps 5 · 2 bedrooms · 1 bathroom

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Sleeps 6 · 3 bedrooms · 2 bathrooms

@ Marbella Lane - Bright and Cozy Home Near SFO
Sleeps 2 · 1 bedroom · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Downtown San Mateo?
In Downtown San Mateo, apartments and holiday houses are the most popular types of holiday rentals, with several options available in the area. The apartments are typically located in vibrant neighbourhoods close to local shops, cafes, and parks, offering a convenient base for exploring the city. These properties usually come equipped with modern amenities such as fully fitted kitchens, comfortable living spaces, and in some cases, private balconies for enjoying the Californian weather.Holiday houses also provide a spacious alternative, ideal for families or larger groups. These homes often feature multiple bedrooms, expansive living areas, and sometimes outdoor spaces such as gardens or patios, great for relaxing after a day of sightseeing.
What are popular rental amenities in Downtown San Mateo?
In Downtown San Mateo, popular rental amenities include fully equipped kitchens, which allow travellers to prepare their own meals, as well as coffee and tea makers for a convenient morning brew. Many properties offer onsite parking, making it easy for guests with vehicles to explore the area. For those travelling with pets, several rentals permit furry companions, ensuring a stress-free stay. Additionally, guests can enjoy shared pool facilities, providing a refreshing option for relaxation and leisure during their visit.
Can I rent a holiday home with a pool or hot tub in Downtown San Mateo?
In Downtown San Mateo, there are several holiday homes available for rent that feature pools and hot tubs, providing a refreshing option for relaxation during your stay. The area boasts a mix of modern apartments and charming single-family homes, often equipped with amenities such as private pools, hot tubs, outdoor seating areas, and fully stocked kitchens for convenient dining.Downtown San Mateo is known for its vibrant setting, with plenty of local shops, restaurants, and parks nearby, making it an ideal location for families or groups looking to enjoy both the comforts of home and the excitement of the city.
Can I book pet-friendly holiday rentals in Downtown San Mateo?
In Downtown San Mateo, there are several pet-friendly holiday rentals available, making it an excellent choice for travellers with furry companions. Visitors can expect a variety of amenities in these rentals, including fully equipped kitchens, comfortable living spaces, and often outdoor areas where pets can enjoy some fresh air. Many properties are designed with convenience in mind, featuring laundry facilities and Wi-Fi access to cater to modern needs.The downtown area is vibrant, offering easy access to parks and green spaces where pets can roam freely. Nearby, Central Park provides ample space for outdoor activities, complete with walking trails and picnic areas. Additionally, the local dining scene includes several pet-friendly cafes and restaurants, allowing guests to enjoy meals without leaving their pets behind.
When is the best time to visit Downtown San Mateo for a holiday rental?
The best time to visit Downtown San Mateo for a holiday rental is during the peak season from May to July. This period sees the vibrant streets come alive with locals and visitors alike, enjoying the pleasant California weather and a variety of events. With temperatures ranging from 15 to 25 degrees Celsius, it's an ideal time for outdoor activities, including exploring Central Park or the lively downtown area, which is filled with shops, restaurants, and cultural attractions.July is particularly popular, offering a bustling atmosphere that invites you to partake in summer festivities, such as outdoor concerts and farmers' markets. The long, sunny days are great for sightseeing and taking leisurely strolls along the vibrant streets.If you're looking for a more budget-friendly option, consider visiting in December. While this month falls within the low season, it offers a charming holiday spirit with festive decorations and local events, allowing for a great experience without the summer crowds.Ultimately, whether you prefer the energy of peak season or the quieter charm of December, Downtown San Mateo provides a welcoming environment for memorable experiences.
Are there any remote work holiday rentals in Downtown San Mateo?
In Downtown San Mateo, California, there are several remote work holiday rentals available for those looking to combine work and leisure. Many of these properties come equipped with dedicated workspaces, such as desks in rooms, and reliable Wi-Fi to ensure a productive environment.The downtown area provides a vibrant setting with plenty of amenities, including coffee shops and eateries, superb for taking breaks during your workday. Additionally, the proximity to parks and recreational areas offers opportunities for relaxation after hours of working. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Downtown San Mateo, California, United States of America?
In Downtown San Mateo, visitors can enjoy a variety of attractions that showcase the area's charm and community spirit. The vibrant downtown area features a mix of shops, cafes, and restaurants, superb for leisurely strolls and dining experiences. The San Mateo Central Park is a highlight, offering expansive green spaces, playgrounds, and a lovely Japanese Tea Garden, creating a serene environment for relaxation and picnics.Nearby, the San Mateo County History Museum provides insight into the region's history and culture, housed in a beautiful historic courthouse. For those interested in the arts, the Fox Theatre, a beautifully restored venue, hosts various performances and events throughout the year. Additionally, the proximity to the popular Hillsdale Shopping Centre adds to the area's appeal, offering a wide range of retail options.
Are all fees included in the Downtown San Mateo holiday homes prices shown on Stayz?
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.
Are there any Downtown San Mateo holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown 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.
Are there any discounts for Downtown San Mateo holiday homes?
You can find great discounts on holiday homes in Downtown 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.
Can I change or cancel my Downtown San Mateo holiday home booking on Stayz?
To find Downtown 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.
Can I find long-stay holiday homes in Downtown San Mateo?
A long-stay holiday home in Downtown 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.
Can I plan a group trip on Stayz?
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.
How early should I book a Downtown San Mateo holiday home?
Book your Downtown 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.
How much does it cost to rent a holiday home in Downtown San Mateo?
Prices for holiday homes in Downtown 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 Downtown San Mateo to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
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.
What is StayzCare™ and how does it work?
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.
Why should I join Stayz as a host?
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.
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