San Mateo County holiday homes

We found 2,917 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Mateo County by choosing from 529 houses, 236 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 Dec - 25 Dec

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

Exceptional Hilltop Villa with Panoramic View

San Francisco

8% off
NZ$43,673
for 7 nights, 1 home
NZ$6,239 per night
includes taxes & fees
Exceptional Hilltop Villa with Panoramic View
Exterior
Private kitchen
Living area
Outdoor dining
Exceptional
(69 reviews)

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

Half Moon Bay

6% off
NZ$15,437
for 7 nights, 1 home
NZ$2,205 per night
includes taxes & fees
Executive Vacation House Next to Ritz-Carlton in Half Moon Bay
Dining area
Living room
Kitchen
Bedroom 1
Exceptional
(7 reviews)

Pets welcome and no check-out chores at Redwood Grove Retreat!

Boulder Creek

16% off
NZ$5,285
for 7 nights, 1 cottage
NZ$755 per night
includes taxes & fees
Pets welcome and no check-out chores at Redwood Grove Retreat!
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
Dining
Exceptional
(18 reviews)

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

Belmont

11% off
NZ$7,351
for 7 nights, 1 home
NZ$1,050 per night
includes taxes & fees
Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280
Main Bedroom - 1 - King Bed
Eating Area
Family and Dining Room
Fire Pit
Exceptional
(22 reviews)

Miramar Beach House. A short walk to the beach.

Half Moon Bay

8% off
NZ$6,886
for 7 nights, 1 home
NZ$984 per night
includes taxes & fees
Miramar Beach House. A short walk to the beach.
dining area and kitchen
living room connecting to the bedroom
looking to the patio from front door
front yard of the property
Very good
(12 reviews)

Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!

Oakland

8% off
NZ$2,386
for 7 nights, 1 cottage
NZ$341 per night
includes taxes & fees
Charming 1-bedroom cottage with AC near Piedmont and Lake Merritt. Pet friendly!
Living Room
Island Kitchen & Dining Area
Interior
Room
Exceptional
(25 reviews)

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

Cupertino

7% off
NZ$6,144
for 7 nights, 1 home
NZ$878 per night
includes taxes & fees
Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!
Private kitchen
Exterior
Interior
Living area
Exceptional
(8 reviews)

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

Pacifica

13% off
NZ$7,467
for 7 nights, 1 home
NZ$1,067 per night
includes taxes & fees
Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking
Interior
Terrace/patio
Room
Dining
Exceptional
(25 reviews)

Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi

Pescadero

9% off
NZ$3,232
for 7 nights, 1 home
NZ$462 per night
includes taxes & fees
Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi
Interior
Room
Interior
Living area
Exceptional
(136 reviews)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay

12% off
NZ$3,302
for 7 nights, 1 cottage
NZ$472 per night
includes taxes & fees
Small Beach Cottage near the Coastal Trail and The Ritz
View of Dining Room from the Living Room
View of Living Room
Sight Seeing Option in SF - Victorian Houses (Painted Lady) at Alamo Square
Living Room View from Dining Room
Exceptional
(91 reviews)

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

Daly City

9% off
NZ$3,794
for 7 nights, 1 home
NZ$542 per night
includes taxes & fees
Private, Quiet, and Furnished Home Away from Home by the Olympic Golf Course
Exterior detail
Private kitchen
Living area
Interior
Exceptional
(25 reviews)

Totally Renovated Victorian House in Center SF!

San Francisco

8% off
NZ$9,200
for 7 nights, 1 home
NZ$1,314 per night
includes taxes & fees
Totally Renovated Victorian House in Center SF!
Room
Interior
Interior
Living area
Wonderful
(27 reviews)

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

Mountain View

8% off
NZ$4,561
for 7 nights, 1 home
NZ$652 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Private kitchen
Property grounds
Living area
Room
Excellent
(15 reviews)

Relax in garden paradise with free views -special 15% weekly discount - BOOK NOW

Oakland

11% off
NZ$1,783
for 7 nights, 1 home
NZ$255 per night
includes taxes & fees
Relax in garden paradise with free views -special 15% weekly discount - BOOK NOW
Eat-in kitchen with full-sized appliances
Property grounds
Room
Interior
Exceptional
(11 reviews)

Spacious 1906 Victorian in-law apartment

Alameda

8% off
NZ$2,103
for 7 nights, 1 apartment
NZ$300 per night
includes taxes & fees
Spacious 1906 Victorian in-law apartment
Sun deck great for hanging out or BBQ, access from Great Room
Great Room includes dining table, sofa bed, chaise lounger, laptop bar, kitchen
glass dining table, 8 genuine leather chairs, 75-inch TV, sofa bed, sun deck
Great Room is a large central gathering space with seating for 24 and sun deck
Exceptional
(13 reviews)

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

San Mateo

10% off
NZ$17,662
for 7 nights, 1 home
NZ$2,523 per night
includes taxes & fees
8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown
Kitchen
0.2 miles from Castro St and the heart of downtown Mtn View
Front of Home
Kitchen looking to Living Room (furniture will be different)
Exceptional
(42 reviews)

Downtown Private Home With Backyard

Mountain View

10% off
NZ$3,580
for 7 nights, 1 home
NZ$511 per night
includes taxes & fees
Downtown Private Home With Backyard
Spacious Living Room & Kitchen – Fully equipped for your convenience.
Living Room & Kitchen
bedroom 1
main door
Exceptional
(41 reviews)

New remodeled 3-bedroom South San Francisco home

South San Francisco

9% off
NZ$3,615
for 7 nights, 1 apartment
NZ$516 per night
includes taxes & fees
New remodeled 3-bedroom South San Francisco home
Interior
Terrace/patio
Private kitchen
Interior
Wonderful
(16 reviews)

Sophisticated 2BR with parking - centrally located!

San Francisco

8% off
NZ$3,521
for 7 nights, 1 apartment
NZ$503 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.
Enjoy our refreshing outdoor shower, unwind in the spa-your private oasis awaits
All new appliances in kitchen. Fridge is huge and "smart". :)
Wonderful
(23 reviews)

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

Pacifica

8% off
NZ$16,710
for 7 nights, 1 home
NZ$2,387 per night
includes taxes & fees
Oceanview Coastal Retreat Sauna, Hot Tub & Fire Pit STR Permit Number: 14614430
Private kitchen
Terrace/patio
Living area
Living area
Excellent
(44 reviews)

Recharge in Lush Gardens in the Heart of Bernal Heights

San Francisco

9% off
NZ$2,471
for 7 nights, 1 apartment
NZ$353 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$2,825
for 7 nights, 1 apartment
NZ$404 per night
includes taxes & fees
Cottage In The Woods
Living area
Living area
Private kitchen
Dining / living combo
Exceptional
(42 reviews)

Sunny Family Friendly 2 Bd1 Ba Sleeps 6, Safe, Fun & Walkable Grand Lake Oakland

Oakland

8% off
NZ$2,786
for 7 nights, 1 apartment
NZ$398 per night
includes taxes & fees
Sunny Family Friendly 2 Bd1 Ba Sleeps 6, Safe, Fun & Walkable Grand Lake Oakland
One block to the wonderful Mtn View Public Library
2 Short Blocks to Castro St, the heart of Downtown Mtn View
Family Room
Living Room
Exceptional
(12 reviews)

Historic Downtown Mountain View Home

Mountain View

10% off
NZ$5,374
for 7 nights, 1 home
NZ$768 per night
includes taxes & fees
Historic Downtown Mountain View Home

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:

  • 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)
  • Aqua Adventure Water Park (15.4 mi / 24.8 km)
  • California's Great America (15.6 mi / 25.1 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)
  • Coyote Point Park (8.7 mi / 13.9 km)
  • San Andreas Fault Trail (9.3 mi / 15 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.

More holiday ideas