San Mateo holiday homes

We found 2,740 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Mateo by choosing from 43 houses, 33 apartments and other holiday rentals. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – San Mateo

Showing deals for:18 Dec - 25 Dec

Dining room
Living room
Terrace/patio
Dining room/kitchen
Exceptional
(18 reviews)

Exceptional Hilltop Villa with Panoramic View

San Francisco

8% off
NZ$43,238
for 7 nights, 1 home
NZ$6,177 per night
includes taxes & fees
Exceptional Hilltop Villa with Panoramic View
Family room with grand piano
Backyard view of house
Interior
Back yard
Exceptional
(146 reviews)

Coastal Comfort with Short Walk to Bluffs and Beach

Half Moon Bay

11% off
NZ$7,699
for 7 nights, 1 home
NZ$1,100 per night
includes taxes & fees
Coastal Comfort with Short Walk to Bluffs and Beach
Interior
Private kitchen
Exterior
Outdoor dining
Exceptional
(69 reviews)

Executive Vacation House Next to Ritz-Carlton in Half Moon Bay

Half Moon Bay

6% off
NZ$15,283
for 7 nights, 1 home
NZ$2,183 per night
includes taxes & fees
Executive Vacation House Next to Ritz-Carlton in Half Moon Bay
Kitchen
Jade natural stone tiles make up the front walkway up to door
Relax, hang out, read a book or BBQ in the quiet private backyard
Living Room
Exceptional
(18 reviews)

Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280

Belmont

11% off
NZ$7,278
for 7 nights, 1 home
NZ$1,040 per night
includes taxes & fees
Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280
View of Dining Room from the Living Room
View of Living Room
Living Room View from Dining Room
Sight Seeing Option in SF - Victorian Houses (Painted Lady) at Alamo Square
Exceptional
(91 reviews)

Private, Quiet, and Furnished Home Away from Home by the Olympic Golf Course

Daly City

9% off
NZ$3,756
for 7 nights, 1 home
NZ$537 per night
includes taxes & fees
Private, Quiet, and Furnished Home Away from Home by the Olympic Golf Course
Private kitchen
Room
Living area
Interior
Exceptional
(135 reviews)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay

12% off
NZ$3,277
for 7 nights, 1 cottage
NZ$468 per night
includes taxes & fees
Small Beach Cottage near the Coastal Trail and The Ritz
Family Room - Fireplace
Eating Area
Main Bedroom - 1 - King Bed
Family and Dining Room
Exceptional
(22 reviews)

Miramar Beach House. A short walk to the beach.

Half Moon Bay

8% off
NZ$6,809
for 7 nights, 1 home
NZ$973 per night
includes taxes & fees
Miramar Beach House. A short walk to the beach.
Dining
Private kitchen
Interior
Living area
Exceptional
(25 reviews)

Totally Renovated Victorian House in Center SF!

San Francisco

8% off
NZ$9,109
for 7 nights, 1 home
NZ$1,301 per night
includes taxes & fees
Totally Renovated Victorian House in Center SF!
Private kitchen
Interior
Living area
Interior
Wonderful
(27 reviews)

Modern 5-Star Oasis - Prime Location in Mountain View #179

Mountain View

8% off
NZ$4,516
for 7 nights, 1 home
NZ$645 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Eat-in kitchen with full-sized appliances
Property grounds
Room
Living room with smart TV, books and games.
Exceptional
(11 reviews)

Spacious 1906 Victorian in-law apartment

Alameda

8% off
NZ$2,082
for 7 nights, 1 apartment
NZ$297 per night
includes taxes & fees
Spacious 1906 Victorian in-law apartment
Kitchen
0.2 miles from Castro St and the heart of downtown Mtn View
Front of Home
Kitchen
Exceptional
(42 reviews)

Downtown Private Home With Backyard

Mountain View

10% off
NZ$3,544
for 7 nights, 1 home
NZ$506 per night
includes taxes & fees
Downtown Private Home With Backyard
Interior
Terrace/patio
Private kitchen
Interior
Wonderful
(15 reviews)

Sophisticated 2BR with parking - centrally located!

San Francisco

8% off
NZ$3,486
for 7 nights, 1 apartment
NZ$498 per night
includes taxes & fees
Sophisticated 2BR with parking - centrally located!
Make dinner in your kitchen while watching the sunset.
Unobstructed views of the Pacific Ocean from the fireside.
All new appliances in kitchen. Fridge is huge and "smart". :)
Enjoy our refreshing outdoor shower, unwind in the spa-your private oasis awaits
Wonderful
(23 reviews)

Oceanview Coastal Retreat Sauna, Hot Tub & Fire Pit STR Permit Number: 14614430

Pacifica

8% off
NZ$16,544
for 7 nights, 1 home
NZ$2,363 per night
includes taxes & fees
Oceanview Coastal Retreat Sauna, Hot Tub & Fire Pit STR Permit Number: 14614430
glass dining table, 8 genuine leather chairs, 75-inch TV, sofa bed, sun deck
Great Room includes dining table, sofa bed, chaise lounger, laptop bar, kitchen
Great Room is a large central gathering space with seating for 24 and sun deck
Sun deck great for hanging out or BBQ, access from Great Room
Exceptional
(13 reviews)

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

San Mateo

10% off
NZ$17,486
for 7 nights, 1 home
NZ$2,498 per night
includes taxes & fees
8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown
Spacious Living Room & Kitchen – Fully equipped for your convenience.
Living Room & Kitchen
main door
bedroom 1
Exceptional
(41 reviews)

New remodeled 3-bedroom South San Francisco home

South San Francisco

9% off
NZ$3,579
for 7 nights, 1 apartment
NZ$511 per night
includes taxes & fees
New remodeled 3-bedroom South San Francisco home
Room
Terrace/patio
Living area
Private kitchen
Excellent
(44 reviews)

Recharge in Lush Gardens in the Heart of Bernal Heights

San Francisco

9% off
NZ$2,446
for 7 nights, 1 apartment
NZ$349 per night
includes taxes & fees
Recharge in Lush Gardens in the Heart of Bernal Heights
Room
Terrace/patio
Private kitchen
Living area
Exceptional
(61 reviews)

Cottage In The Woods

La Honda

8% off
NZ$2,797
for 7 nights, 1 apartment
NZ$400 per night
includes taxes & fees
Cottage In The Woods
Interior
Exterior
Room
Private kitchen
Exceptional
(8 reviews)

Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking

Pacifica

13% off
NZ$7,393
for 7 nights, 1 home
NZ$1,056 per night
includes taxes & fees
Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking
Living Room
2 Short Blocks to Castro St, the heart of Downtown Mtn View
Front of Home
Family Room
Exceptional
(12 reviews)

Historic Downtown Mountain View Home

Mountain View

10% off
NZ$5,320
for 7 nights, 1 home
NZ$760 per night
includes taxes & fees
Historic Downtown Mountain View Home
Living room, daytime
Exterior detail
Interior
Private kitchen
Exceptional
(18 reviews)

Upscale cottage: First block from the beach

Half Moon Bay

12% off
NZ$5,338
for 7 nights, 1 home
NZ$763 per night
includes taxes & fees
Upscale cottage: First block from the beach
Living room has a small table for breakfast or coffee and tea.
Exterior detail
Master bedroom has queen bed, private bath, small desk, and custom built closet.
Main living room has a TV with streaming, games, full queen sized sofa bed.
Exceptional
(23 reviews)

Victorian in Japantown

San Francisco

8% off
NZ$4,699
for 7 nights, 1 home
NZ$671 per night
includes taxes & fees
Victorian in Japantown

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting arty San Mateo

The area's festivals and art galleries are just some of the reasons to come on holiday to San Mateo. This city's restaurants, sporting events and shopping draw many visitors. Pier 39 and San Francisco Bay are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around San Mateo

Are you hoping to find attractions to visit in the city? Venture out of your holiday home and check out everything that San Mateo has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Crystal Springs Golf Course (3.1 mi / 5 km)
  • Half Moon Bay Golf Links (10.8 mi / 17.5 km)
  • The Midway (13.3 mi / 21.4 km)
  • Olympic Club (13.7 mi / 22.1 km)
  • Harding Park Golf Course (14.5 mi / 23.3 km)
  • San Francisco Zoo (15.2 mi / 24.5 km)

Exploring the natural landscape of San Mateo

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, San Mateo is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • San Francisco Bay (10 mi / 16 km)
  • Golden Gate Park (16.3 mi / 26.2 km)
  • Coyote Point Park (1.9 mi / 3 km)
  • Miramar Beach (8.8 mi / 14.2 km)
  • Naples Beach (8.8 mi / 14.2 km)
  • Dunes Beach (8.9 mi / 14.3 km)

Travelling to and around San Mateo

Fly into San Francisco International Airport (SFO), the closest airport, located 5 mi (8.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to San Carlos, CA (SQL), which is 5.3 mi (8.5 km) away.

If you're travelling by train, San Mateo Station, Hayward Park Station and Hillsdale Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in San Mateo when booking a holiday rental?
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.
Where are the best areas for renting a beach house in San Mateo?
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.
What is the most popular type of holiday rental accomodation in San Mateo?
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.
Are there any family house rentals in San Mateo?
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.
Can I rent a holiday home with a pool or hot tub in San Mateo?
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.
Are there pet-friendly house rentals in San Mateo?
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.
Are there any remote work holiday rentals in San Mateo?
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 Bookabach.
What are popular rental amenities in San Mateo?
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.
When is the best time to visit San Mateo for a holiday rental?
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.
What are the top attractions in San Mateo?
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.
Are all fees included in the San Mateo holiday homes prices shown on Bookabach?
Bookabach 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 San Mateo holiday homes with parking?
Bookabach 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.
Are there any discounts for San Mateo holiday homes?
You can find great discounts on holiday homes in San Mateo on Bookabach, 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 San Mateo holiday home booking on Bookabach?
To find San Mateo holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in San Mateo?
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.
Can I plan a group trip on Bookabach?
Bookabach'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 San Mateo holiday home?
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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in San Mateo?
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. Bookabach offers something for every taste and budget, from affordable homes in San Mateo to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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