San Mateo County Holiday Rentals

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Top Cities in San Mateo County

Top Holiday Rentals Destinations in San Mateo County

Standard Room
Cozy and Affordable Homes in Santa Ana
2.5 star property
7.4 out of 10, Good, (13)
"Didn’t feel like a hotel… met and shared kitchen with others staying there."
The price is NZ$243
includes taxes & fees
29 May - 30 May
Cozy and Affordable Homes in Santa Ana
Outdoor pool, pool loungers
Locale Menlo Park
4.0 star property
8.0 out of 10, Very good, (9)
"Great spot"
Locale Menlo Park
Superior Apartment | Living area
Vista Apartments
2.5 star property
8.0 out of 10, Very good, (8)
"The place was nice and clean. I was expecting my security deposit back and I did not receive it cause I was charged for some towels and bed sheet that was stained $225 dollars not fair! Even tho we fixed the broken handle on the stove and our door went bad since the fridge didn't keep our food cold enough. I did not want to complain cause I really they wasn't gonna play me with my deposit but that was very unfair all of that comes off in the wash I'm sure "
The price is NZ$464
includes taxes & fees
26 May - 27 May
Vista Apartments
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1 bedroom, iron/ironing board, WiFi, bed sheets
Small Beach Cottage near the Coastal Trail and The Ritz
10.0 out of 10, Exceptional, (71)
"Pleasant little house near the beach."
The price is NZ$593
includes taxes & fees
6 Jun - 7 Jun
Small Beach Cottage near the Coastal Trail and The Ritz
Property grounds
Vintage San Francisco Bay Area Home
9.2 out of 10, Wonderful, (56)
"Great place, very clean and convenient to SFO."
Vintage San Francisco Bay Area Home
Smart TV, printers
One Bedroom Cottage
10.0 out of 10, Exceptional, (32)
"On our way driving to Phoenix we decided to spend 3 nights in Half Moon Bay, had never been to this area. It was great! The accommodation was good, bathroom small and sink tiny but the kitchen sink was large so my husband and I used that! Only thing lacking was no wardrobe or closet for hanging clothes, only 1 hook in the bedroom, but we managed and did like the space and cottage feel! Also right next door fabulous little coffee house, great coffees and baked goods and breakfast wraps and...
One Bedroom Cottage
Superior Apartment | Private kitchen
Baden Apartments
2.0 star property
7.4 out of 10, Good, (13)
"Everything was great with the property. I would have loved to watch tv before bed but all wax well. "
Baden Apartments
Aerial view
Beachfront Ocean Views 20 mins to San Francisco! (Neptune 3)
10.0 out of 10, Exceptional, (45)
"The house is comfortable with great views of the ocean. Fully stocked kitchen and bathrooms. Very clean. The only was the beds are a bit hard for our liking and the parking garage is a very tight fit if you are a mid-size or larger vehicle. You may have to park on the street, which is not a big deal. Overall a nice place to stay. Will stay there again."
Beachfront Ocean Views 20 mins to San Francisco! (Neptune 3)
Property grounds
Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!
The price is NZ$268
includes taxes & fees
25 May - 26 May
Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!
Fridge, microwave, oven, stovetop
Beach Town Home - Walk to Beaches, Downtown, Activities and so much more...
9.2 out of 10, Wonderful, (17)
"The place was clean enough, comfortable and had good amenities. The biggest complaint I had was the location on the map looks like it’s on the beach, not right on the highway. Please adjust the pin location on your posting for more accuracy. Thank you."
The price is NZ$1,196
includes taxes & fees
30 May - 31 May
Beach Town Home - Walk to Beaches, Downtown, Activities and so much more...
Interior
Bright and airy beach vacation spot- perfect for families and ocean views
10.0 out of 10, Exceptional, (6)
"What a beautiful and relaxing place to stay! Everything was just as it was pictured and was perfect for our weekend getaway! Thank you!"
Bright and airy beach vacation spot- perfect for families and ocean views
Fridge, microwave, oven, stovetop
Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!
10.0 out of 10, Exceptional, (15)
"Our recent stay at this beautifully remodeled vacation rental was nothing short of spectacular! From the moment we walked in, it was clear that the home was meticulously cared for, boasting modern and stylish interiors that made our stay extremely comfortable. The location of the rental could not be more ideal. Nestled within walking distance to both the pristine beach and local restaurants, it offered convenience along with stunning views that were a joy to wake up to every morning. Whether we...
Relaxing Miramar Beach House-- directly on bike path, 5 minutes to the beach!
Iron/ironing board, free WiFi
Modern Trendy Spacious Homes SSFDowntown
2.0 star property
7.0 out of 10, Good, (4)
"It feel like home!"
Modern Trendy Spacious Homes SSFDowntown
Property grounds
Beach Town Home w/Hot Tub - Walk to Beaches, Downtown, Activities and more
9.4 out of 10, Exceptional, (32)
"This was an amazing place to stay. Close to the beach and town. It was great relaxing in the hot tub after our busy days exploring. Would definitely stay again!"
The price is NZ$934
includes taxes & fees
2 Jun - 3 Jun
Beach Town Home w/Hot Tub - Walk to Beaches, Downtown, Activities and more
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Global Luxury Suites in Menlo Park
4.0 star property
7.8 out of 10, Good, (125)
"The unit was beautiful with windows and two bedrooms. The place was very clean and comfortable and we enjoyed the deck. It was perfect for meeting our needs three girlfriends traveling together. We enjoyed the pool and the terrace deck as well. I’m glad I chose this location."
The price is NZ$741
includes taxes & fees
28 May - 29 May
Global Luxury Suites in Menlo Park
Property grounds
New renovation 7bd/3ba whole house -Deck Views!
8.4 out of 10, Very good, (18)
"We came to San Francisco for a wedding and the whole family wanted to stay together rather than be split up in hotel rooms. This house was perfect! The updates are very nice and it was really clean. The only negative would be the kitchen was not very well stocked if you needed to cook a meal for a large group (as far as large utensils, serving dishes and pans) Other than that, it was great and we would definitely stay again. The host was very responsive, he sent the door code the day of, it was...
New renovation 7bd/3ba whole house -Deck Views!
Fridge, microwave, oven, stovetop
Bright whole house 6br/2ba Wifi Parking SFO 8 min
10.0 out of 10, Exceptional, (3)
"My family needed a larger home as we were in town for a celebration of life gathering. This fit our needs perfectly as there was plenty of room for everyone and so perfectly located. The house was clean and bright. Check in/check out was easy and seamless. Highly recommend if you have a large group and don't want to reserve 4 separate hotel rooms."
Bright whole house 6br/2ba Wifi Parking SFO 8 min
Property grounds
Cliffside Pacifica Hideaway: Unbeatable View!
9.6 out of 10, Exceptional, (15)
"Everything about this unit is absolutely perfect! We were in the Bay Area to visit our daughter at SFSU and spending the weekend down in Pacifica was just the way to go. The property is well appointed, the view is exquisite and the location is perfect. We cooked in the kitchen, lounged in the living area, slept like babies in the beds and sat aghast watching the sunsets. It’s a quick drive to Halfmoon Bay for a little tourist fun. All in all, a great visit."
Cliffside Pacifica Hideaway: Unbeatable View!
Private kitchen
Spacious, Chic 🏡 w/ Great Views by San Francisco
10.0 out of 10, Exceptional, (10)
"This place was perfect for us. We had three adults and four kids. We had plenty of sleeping spaces. Plenty of areas for hanging out. The beds were comfortable. It was in a cute neighborhood with nice views. It has easy access to the highway and downstown."
Spacious, Chic 🏡 w/ Great Views by San Francisco
Business Duplex | Living area
Marbella Lane Duplex Redwood City
3.5 star property
7.4 out of 10, Good, (8)
"Only on TV in one bedroom really needs to Tvs, one in each bedroom room. Otherwise, was perfect for what we needed it for our stay in the area. "
Marbella Lane Duplex Redwood City
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about San Mateo County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Mateo County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo County holiday rentals we have selected for you start as low as NZ$243 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Mateo County rentals

At Expedia, we put the best San Mateo County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Mateo County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Mateo County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Mateo County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews in San Mateo County
Expedia verified reviews