San Mateo County holiday rentals

We found 2,834 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Mateo County by choosing from 527 houses, 235 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 Stayz

Holiday rentals with weekly discounts – San Mateo County

Showing deals for:8 Jan - 15 Jan

Interior
Private kitchen
Exterior
Outdoor dining
Exceptional
(70 reviews)

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

Half Moon Bay

6% off
AU$11,835
for 7 nights, 1 home
AU$1,691 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
Living Room
Dining
Exceptional
(18 reviews)

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

Belmont

9% off
AU$6,129
for 7 nights, 1 home
AU$876 per night
includes taxes & fees
Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280
Interior
Room
Interior
Interior
Exceptional
(136 reviews)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay

12% off
AU$2,633
for 7 nights, 1 cottage
AU$376 per night
includes taxes & fees
Small Beach Cottage near the Coastal Trail and The Ritz
Living area
Island Kitchen & Dining Area
Living Room
Interior
Exceptional
(25 reviews)

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

Cupertino

8% off
AU$5,554
for 7 nights, 1 home
AU$793 per night
includes taxes & fees
Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!
Terrace/patio
Interior
Dining
Interior
Wonderful
(20 reviews)

Renovated 5B4B Luxury home @Fremont with King Suite

Fremont

9% off
AU$5,076
for 7 nights, 1 home
AU$725 per night
includes taxes & fees
Renovated 5B4B Luxury home @Fremont with King Suite
Terrace/patio
Living area
Dining
Room
Exceptional
(10 reviews)

2139 3B ACHome /Parking/WIFI fully Fenced Yard /Jacuzzi/EV charger

San Mateo

9% off
AU$3,211
for 7 nights, 1 home
AU$459 per night
includes taxes & fees
2139 3B ACHome /Parking/WIFI fully Fenced Yard /Jacuzzi/EV charger
Bedroom 1
Living room
Exterior
Dining area
Exceptional
(7 reviews)

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

Boulder Creek

16% off
AU$4,242
for 7 nights, 1 cottage
AU$606 per night
includes taxes & fees
Pets welcome and no check-out chores at Redwood Grove Retreat!
Private kitchen
Exterior
Interior
Living area
Exceptional
(9 reviews)

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

Pacifica

12% off
AU$4,345
for 7 nights, 1 home
AU$621 per night
includes taxes & fees
Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking
Private kitchen
Private kitchen
Interior
Interior
Exceptional
(8 reviews)

Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger

San Mateo

8% off
AU$11,409
for 7 nights, 1 villa
AU$1,630 per night
includes taxes & fees
Luxury 4BR4Ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger
Pool
Living area
Private kitchen
Terrace/patio
Exceptional
(9 reviews)

Exquisite luxury executive 2-suite cottage

Redwood City

9% off
AU$9,985
for 7 nights, 1 home
AU$1,426 per night
includes taxes & fees
Exquisite luxury executive 2-suite cottage
Interior
Living area
Private kitchen
Exterior detail
Wonderful
(14 reviews)

Gorgeous Half Moon Bay Home

Half Moon Bay

17% off
AU$3,208
for 7 nights, 1 home
AU$458 per night
includes taxes & fees
Gorgeous Half Moon Bay Home
Endless Sunsets & Ocean Views....
Deck with Firepit and more views!
Blues & Views Looking Northwest
Living Room
Exceptional
(66 reviews)

Oceanfront Oasis, Sunsets & Crashing Waves

Moss Beach

9% off
AU$6,167
for 7 nights, 1 home
AU$881 per night
includes taxes & fees
Oceanfront Oasis, Sunsets & Crashing Waves
Bathroom
Interior
Bathroom
Room
Very good
(10 reviews)

Hotel on Valencia Street in San Francisco, CA Private Room w/ Private Bath.

San Francisco

18% off
AU$1,810
for 7 nights, 1 room
AU$259 per night
includes taxes & fees
Hotel on Valencia Street in San Francisco, CA Private Room w/ Private Bath.
Dining
Terrace/patio
Room
Interior
Exceptional
(26 reviews)

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

Pescadero

9% off
AU$2,573
for 7 nights, 1 home
AU$368 per night
includes taxes & fees
Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi
Cozy bedroom with soft neutral tones and a comfortable, inviting setup.
Stunning nighttime city views from the private deck.
Cozy and inviting with a comfortable bed, bedside tables, and ample storage.
Bright and stylish living room with comfortable seating and direct deck access.
Wonderful
(18 reviews)

Amazing Suite with Bay View / Deck Sleeps 6

San Francisco

5% off
AU$7,059
for 7 nights, 1 apartment
AU$1,008 per night
includes taxes & fees
Amazing Suite with Bay View / Deck Sleeps 6
Sun deck great for hanging out or BBQ, access from Great Room
Great Room includes dining table, sofa bed, chaise lounger, laptop bar, kitchen
Laptop/workspace bar with electrical outlets, seats 6, next to kitchen
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
AU$14,946
for 7 nights, 1 home
AU$2,135 per night
includes taxes & fees
8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown
Main Bedroom - 1 - King Bed
Eating Area
Family and Dining Room
Family Room - Fireplace
Exceptional
(22 reviews)

Miramar Beach House. A short walk to the beach.

Half Moon Bay

8% off
AU$4,045
for 7 nights, 1 home
AU$578 per night
includes taxes & fees
Miramar Beach House. A short walk to the beach.
Main Living Romm
View of Living Room
Living Room View from Dining Room
View of Dining Room from the Living Room
Exceptional
(94 reviews)

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

Daly City

9% off
AU$3,069
for 7 nights, 1 home
AU$438 per night
includes taxes & fees
Private, Quiet, and Furnished Home Away from Home by the Olympic Golf Course
Kitchen looking to Living Room (furniture will be different)
0.2 miles from Castro St and the heart of downtown Mtn View
Kitchen
Front of Home
Exceptional
(42 reviews)

Downtown Private Home With Backyard

Mountain View

10% off
AU$2,929
for 7 nights, 1 home
AU$418 per night
includes taxes & fees
Downtown Private Home With Backyard
Private kitchen
Terrace/patio
Living area
Room
Excellent
(45 reviews)

Recharge in Lush Gardens in the Heart of Bernal Heights

San Francisco

8% off
AU$2,070
for 7 nights, 1 apartment
AU$296 per night
includes taxes & fees
Recharge in Lush Gardens in the Heart of Bernal Heights
Living area
Interior
Interior
Private kitchen
Wonderful
(29 reviews)

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

Mountain View

8% off
AU$2,795
for 7 nights, 1 home
AU$399 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Family room with grand piano
Backyard view of house
Interior
Drive way and path to front courtyard
Exceptional
(146 reviews)

Coastal Comfort with Short Walk to Bluffs and Beach

Half Moon Bay

12% off
AU$5,659
for 7 nights, 1 home
AU$808 per night
includes taxes & fees
Coastal Comfort with Short Walk to Bluffs and Beach
Private putting green with seating area
House is surrounded by vineyard, oak trees and a waterfall
Private driveway & parking + tennis, basketball, pool & spa (warm season only)
Path behind your house.
Exceptional
(61 reviews)

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

Portola Valley

9% off
AU$5,110
for 7 nights, 1 home
AU$730 per night
includes taxes & fees
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Terrace/patio
Living area
Exterior detail
Room
Exceptional
(13 reviews)

Estately Plausibility of Simplicity

Redwood City

9% off
AU$5,450
for 7 nights, 1 apartment
AU$779 per night
includes taxes & fees
Estately Plausibility of Simplicity

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)
  • California's Great America (15.6 mi / 25.1 km)
  • Mountain Winery (18.1 mi / 29.2 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)
  • Bayfront Park (11.4 mi / 18.3 km)
  • Half Moon Bay State Beach (11.9 mi / 19.1 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. Stayz 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 Stayz 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 Stayz 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, Stayz 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 Stayz.
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 Stayz 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 Stayz 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 Stayz 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